UNITED STATES SECURITIES AND EXCHANGE COMMISSION

Washington, D.C. 20549

FORM 10-Q

☒ QUARTERLY REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934

For the quarterly period ended ~~March 31,~~June 30, 2022

☐ TRANSITION REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934

For the transition period from ___________ to ___________

Commission file number: 001-39392

TREAN INSURANCE GROUP, INC.

(Exact name of registrant as specified in its charter)


Delaware						84-4512647
(State or other jurisdiction of incorporation or organization)						(I.R.S. Employer Identification No.)

150 Lake Street West

Wayzata, MN 55391

(Address of principal executive offices and zip code)

(952) 974-2200

(Registrant’s telephone number, including area code)

Securities registered pursuant to Section 12(b) of the Act:

Title of each class

Trading Symbol(s)

Name of each exchange on which registered

Common Stock, $0.01 par value per share

TIG

The Nasdaq Global Select Market

Indicate by check mark whether the registrant (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during the preceding 12 months (or for such shorter period that the registrant was required to file such reports), and (2) has been subject to such filing requirements for the past 90 days. Yes ☒ No ☐

Indicate by check mark whether the registrant has submitted electronically every Interactive Data File required to be submitted pursuant to Rule 405 of Regulation S-T (§232.405 of this chapter) during the preceding 12 months (or for such shorter period that the registrant was required to submit such files). Yes ☒ No ☐

Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, smaller reporting company, or an emerging growth company. See the definitions of "large accelerated filer," "accelerated filer," a "smaller reporting company," and "emerging growth company" in Rule 12b-2 of the Exchange Act.

Large accelerated filer

☐

Accelerated filer

☒

Non-accelerated filer

☐

Smaller reporting company

☐

Emerging growth company

☒

If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act. ☐

Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Act). Yes ☐ No ☒

As of ~~May~~August 4, 2022, there were ~~51,192,196~~51,202,136 shares of the registrant's common stock outstanding.

Table of Contents

TREAN INSURANCE GROUP, INC.

TABLE OF CONTENTS


		Page
PART I - FINANCIAL INFORMATION

Item 1	Financial Statements
	Condensed Consolidated Balance Sheets	3
	Condensed Consolidated Statements of Operations	4
	Condensed Consolidated Statements of Comprehensive Income	5
	Condensed Consolidated Statements of Stockholders’ Equity ~~and Redeemable Preferred Stock~~	6
	Condensed Consolidated Statements of Cash Flows	7
	Notes to the Condensed Consolidated Financial Statements	9
Item 2	Management's Discussion and Analysis of Financial Condition and Results of Operations	2524
Item 3	Quantitative and Qualitative Disclosures About Market Risk	4247
Item 4	Controls and Procedures	4247

PART II - OTHER INFORMATION

Item 1	Legal Proceedings	4348
Item 1A	Risk Factors	4348
Item 2	Unregistered Sales of Equity Securities and Use of Proceeds	4348
Item 3	Defaults Upon Senior Securities	4348
Item 4	Mine Safety Disclosures	4348
Item 5	Other Information	4348
Item 6	Exhibits	4449

Signatures		4550

Table of Contents

PART I. FINANCIAL INFORMATION

Item 1. Financial Statements

Trean Insurance Group, Inc. and Subsidiaries

Condensed Consolidated Balance Sheets

(in thousands, except share and per share data)


		March 31, 2022		December 31, 2021			June 30, 2022		December 31, 2021
Assets	Assets	(unaudited)				Assets	(unaudited)
Fixed maturities, at fair value (amortized cost of $464,502 and $465,459, respectively)		$	447,349	$	471,061
Fixed maturities, at fair value (amortized cost of $499,544 and $465,459, respectively)						Fixed maturities, at fair value (amortized cost of $499,544 and $465,459, respectively)	$	466,819	$	471,061

Equity securities, at fair value (cost $34,119 and $984, respectively)		34,162		969
Equity securities, at fair value (cost $34,248 and $984, respectively)						Equity securities, at fair value (cost $34,248 and $984, respectively)	30,698		969

Total investments	Total investments	481,511		472,030		Total investments	497,517		472,030
Cash and cash equivalents	Cash and cash equivalents	103,865		129,577		Cash and cash equivalents	100,716		129,577
Restricted cash	Restricted cash	478		407		Restricted cash	299		407
Accrued investment income	Accrued investment income	2,610		2,344		Accrued investment income	2,736		2,344
Premiums and other receivables	Premiums and other receivables	153,053		141,920		Premiums and other receivables	153,822		141,920
Income taxes receivable	Income taxes receivable	—		460		Income taxes receivable	969		460
Reinsurance recoverable	Reinsurance recoverable	380,587		377,241		Reinsurance recoverable	388,801		377,241
Prepaid reinsurance premiums	Prepaid reinsurance premiums	121,072		129,411		Prepaid reinsurance premiums	115,459		129,411
Deferred policy acquisition cost, net	Deferred policy acquisition cost, net	15,547		13,344		Deferred policy acquisition cost, net	16,195		13,344
Property and equipment, net	Property and equipment, net	7,689		7,632		Property and equipment, net	7,590		7,632
Right of use asset	Right of use asset	4,167		4,530		Right of use asset	3,807		4,530
Goodwill	Goodwill	142,347		142,347		Goodwill	142,347		142,347
Intangible assets, net	Intangible assets, net	71,615		73,114		Intangible assets, net	70,116		73,114
Other assets	Other assets	10,173		8,658		Other assets	10,906		8,658
Total assets	Total assets	$	1,494,714	$	1,503,015	Total assets	$	1,511,280	$	1,503,015
Liabilities	Liabilities					Liabilities
Unpaid loss and loss adjustment expenses	Unpaid loss and loss adjustment expenses	$	550,981	$	544,320	Unpaid loss and loss adjustment expenses	$	577,686	$	544,320
Unearned premiums	Unearned premiums	222,902		219,940		Unearned premiums	219,949		219,940
Funds held under reinsurance agreements	Funds held under reinsurance agreements	196,025		199,410		Funds held under reinsurance agreements	200,338		199,410
Reinsurance premiums payable	Reinsurance premiums payable	46,895		45,130		Reinsurance premiums payable	45,250		45,130
Accounts payable and accrued expenses	Accounts payable and accrued expenses	22,424		29,448		Accounts payable and accrued expenses	23,601		29,448
Lease liability	Lease liability	4,554		4,976		Lease liability	4,178		4,976
Income taxes payable		553		—

Deferred tax liability	Deferred tax liability	3,991		7,520		Deferred tax liability	539		7,520
Debt	Debt	29,992		30,362		Debt	29,621		30,362
Total liabilities	Total liabilities	1,078,317		1,081,106		Total liabilities	1,101,162		1,081,106
Commitments and contingencies	Commitments and contingencies			0		Commitments and contingencies			0
Stockholders' equity	Stockholders' equity					Stockholders' equity
Common stock, $0.01 par value per share (600,000,000 authorized; 51,192,196 and 51,176,887 issued and outstanding as of March 31, 2022 and December 31, 2021, respectively)		512		512
Common stock, $0.01 par value per share (600,000,000 authorized; 51,202,136 and 51,176,887 issued and outstanding as of June 30, 2022 and December 31, 2021, respectively)						Common stock, $0.01 par value per share (600,000,000 authorized; 51,202,136 and 51,176,887 issued and outstanding as of June 30, 2022 and December 31, 2021, respectively)	512		512
Additional paid-in capital	Additional paid-in capital	288,771		288,623		Additional paid-in capital	289,174		288,623
Retained earnings	Retained earnings	140,730		128,390		Retained earnings	146,221		128,390
Accumulated other comprehensive income (loss)	Accumulated other comprehensive income (loss)	(13,616)		4,384		Accumulated other comprehensive income (loss)	(25,789)		4,384
Total stockholders' equity	Total stockholders' equity	416,397		421,909		Total stockholders' equity	410,118		421,909
Total liabilities and stockholders' equity	Total liabilities and stockholders' equity	$	1,494,714	$	1,503,015	Total liabilities and stockholders' equity	$	1,511,280	$	1,503,015

See accompanying notes to the condensed consolidated financial statements.

Table of Contents

Trean Insurance Group, Inc. and Subsidiaries

Condensed Consolidated Statements of Operations

(in thousands, except share and per share data)

(unaudited)


		Three Months Ended March 31,			Three Months Ended June 30,						Six Months Ended June 30,
			2022			2021			2022		2021		2022		2021
Revenues	Revenues							Revenues
Gross written premiums	Gross written premiums		$	161,403		$	146,730	Gross written premiums	$	154,189	$	156,551	$	315,592	$	303,281
Increase in gross unearned premiums			(2,864)			(18,431)
Decrease (increase) in gross unearned premiums								Decrease (increase) in gross unearned premiums	2,953		(17,927)		89		(36,358)
Gross earned premiums	Gross earned premiums		158,539			128,299		Gross earned premiums	157,142		138,624		315,681		266,923
Ceded earned premiums	Ceded earned premiums		(94,362)			(87,165)		Ceded earned premiums	(91,132)		(90,681)		(185,494)		(177,846)
Net earned premiums	Net earned premiums		64,177			41,134		Net earned premiums	66,010		47,943		130,187		89,077
Net investment income			2,576			2,272
Net investment income (loss)								Net investment income (loss)	(391)		2,103		2,185		4,375

Net realized gains (losses)			(1,047)			13
Net realized gains								Net realized gains	1,349		10		302		23
Other revenue	Other revenue		3,201			4,655		Other revenue	1,804		1,229		5,005		5,884
Total revenue	Total revenue		68,907			48,074		Total revenue	68,772		51,285		137,679		99,359
Expenses	Expenses							Expenses
Losses and loss adjustment expenses	Losses and loss adjustment expenses		39,193			24,881		Losses and loss adjustment expenses	40,887		29,725		80,080		54,606
General and administrative expenses	General and administrative expenses		18,300			11,891		General and administrative expenses	21,679		15,267		39,979		27,158

Other expenses								Other expenses	268		845		268		845
Intangible asset amortization	Intangible asset amortization		1,499			1,414		Intangible asset amortization	1,500		1,413		2,999		2,827
Noncash stock compensation	Noncash stock compensation		156			211		Noncash stock compensation	403		419		559		630
Interest expense	Interest expense		408			427		Interest expense	467		425		875		852
Total expenses	Total expenses		59,556			38,824		Total expenses	65,204		48,094		124,760		86,918
Gains on embedded derivatives			6,236			2,676
Gains (losses) on embedded derivatives								Gains (losses) on embedded derivatives	3,356		(686)		9,592		1,990
Other income	Other income		23			121		Other income	24		35		47		156
Income before taxes	Income before taxes		15,610			12,047		Income before taxes	6,948		2,540		22,558		14,587
Income tax expense	Income tax expense		3,270			2,605		Income tax expense	1,457		414		4,727		3,019

Net income	Net income		$	12,340		$	9,442	Net income	$	5,491	$	2,126	$	17,831	$	11,568
Earnings per share:	Earnings per share:							Earnings per share:
Basic	Basic		$	0.24		$	0.18	Basic	$	0.11	$	0.04	$	0.35	$	0.23
Diluted	Diluted		$	0.24		$	0.18	Diluted	$	0.11	$	0.04	$	0.35	$	0.23
Weighted average shares outstanding:	Weighted average shares outstanding:							Weighted average shares outstanding:
Basic	Basic		51,177,908			51,148,782		Basic	51,197,111		51,152,979		51,187,509		51,150,881
Diluted	Diluted		51,177,908			51,179,820		Diluted	51,197,533		51,166,587		51,187,720		51,173,204

See accompanying notes to the condensed consolidated financial statements.

Table of Contents

Trean Insurance Group, Inc. and Subsidiaries

Condensed Consolidated Statements of Comprehensive Income (Loss)

(in thousands)

(unaudited)


		Three Months Ended March 31,			Three Months Ended June 30,						Six Months Ended June 30,
			2022			2021			2022		2021		2022		2021

Net income	Net income		$	12,340		$	9,442	Net income	$	5,491	$	2,126	$	17,831	$	11,568
Other comprehensive loss, net of tax:
Unrealized investment losses:
Unrealized investment losses arising during the period			(23,804)			(8,576)
Income tax benefit			(4,993)			(1,801)
Unrealized investment losses, net of tax			(18,811)			(6,775)
Other comprehensive gain (loss), net of tax:								Other comprehensive gain (loss), net of tax:
Unrealized investment gains (losses):								Unrealized investment gains (losses):
Unrealized investment gains (losses) arising during the period								Unrealized investment gains (losses) arising during the period	(15,470)		2,325		(39,274)		(6,251)
Income tax expense (benefit)								Income tax expense (benefit)	(3,254)		488		(8,247)		(1,313)
Unrealized investment gains (losses), net of tax								Unrealized investment gains (losses), net of tax	(12,216)		1,837		(31,027)		(4,938)
Less reclassification adjustments to:	Less reclassification adjustments to:							Less reclassification adjustments to:
Net realized investment gains (losses) included in net realized gains (losses)	Net realized investment gains (losses) included in net realized gains (losses)		(1,027)			13		Net realized investment gains (losses) included in net realized gains (losses)	(54)		10		(1,081)		23
Income tax expense (benefit)	Income tax expense (benefit)		(216)			3		Income tax expense (benefit)	(11)		2		(227)		5
Total reclassifications included in net income, net of tax	Total reclassifications included in net income, net of tax		(811)			10		Total reclassifications included in net income, net of tax	(43)		8		(854)		18
Other comprehensive loss			(18,000)			(6,785)
Other comprehensive income (loss)								Other comprehensive income (loss)	(12,173)		1,829		(30,173)		(4,956)
Total comprehensive income (loss)	Total comprehensive income (loss)		$	(5,660)		$	2,657	Total comprehensive income (loss)	$	(6,682)	$	3,955	$	(12,342)	$	6,612

See accompanying notes to the condensed consolidated financial statements.

Table of Contents

Trean Insurance Group, Inc. and Subsidiaries

Condensed Consolidated Statements of Stockholders' Equity ~~and Redeemable Preferred Stock~~

For the Three and Six Months Ended ~~March 31,~~June 30, 2022 and 2021

(in thousands, except share and unit data)

(unaudited)


		Common Stock			Additional Paid in Capital		Accumulated Other Comprehensive Income (Loss)		Retained Earnings		Total Stockholders' Equity			Common Stock			Additional Paid in Capital		Accumulated Other Comprehensive Income (Loss)		Retained Earnings		Total Stockholders' Equity
		Shares	Amount											Shares	Amount
Balance at December 31, 2021		51,176,887	$	512	$	288,623	$	4,384	$	128,390	$	421,909
Balance at March 31, 2022													Balance at March 31, 2022	51,192,196	$	512	$	288,771	$	(13,616)	$	140,730	$	416,397
Stock compensation expense	Stock compensation expense	—	—		156		—		—		156		Stock compensation expense	—	—		403		—		—		403
Common stock issued pursuant to equity compensation awards	Common stock issued pursuant to equity compensation awards	15,309	—		(8)		—		—		(8)		Common stock issued pursuant to equity compensation awards	9,940	—		—		—		—		—
Other comprehensive loss	Other comprehensive loss	—	—		—		(18,000)		—		(18,000)		Other comprehensive loss	—	—		—		(12,173)		—		(12,173)
Net income	Net income	—	—		—		—		12,340		12,340		Net income	—	—		—		—		5,491		5,491
Balance at March 31, 2022		51,192,196	$	512	$	288,771	$	(13,616)	$	140,730	$	416,397
Balance at June 30, 2022													Balance at June 30, 2022	51,202,136	$	512	$	289,174	$	(25,789)	$	146,221	$	410,118




Balance at March 31, 2021	51,148,782	$	511	$	287,321	$	6,641	$	118,502	$	412,975
Stock compensation expense	—	—		419		—		—		419
Common stock issuances pursuant to equity compensation awards, net of shares repurchased	8,222	—		(6)		—		—		(6)
Other comprehensive income	—	—		—		1,829		—		1,829
Net income	—	—		—		—		2,126		2,126
Balance at June 30, 2021	51,157,004	$	511	$	287,734	$	8,470	$	120,628	$	417,343


		Common Stock			Additional Paid in Capital		Accumulated Other Comprehensive Income (Loss)		Retained Earnings		Total Stockholders' Equity
		Shares	Amount
Balance at December 31, 2020		51,148,782	$	511	$	287,110	$	13,426	$	109,060	$	410,107
Balance at December 31, 2021													Balance at December 31, 2021	51,176,887	$	512	$	288,623	$	4,384	$	128,390	$	421,909
Stock compensation expense	Stock compensation expense	—	—		211		—		—		211		Stock compensation expense	—	—		559		—		—		559
Common stock issuances pursuant to equity compensation awards, net of shares repurchased													Common stock issuances pursuant to equity compensation awards, net of shares repurchased	25,249	—		(8)		—		—		(8)
Other comprehensive loss	Other comprehensive loss	—	—		—		(6,785)		—		(6,785)		Other comprehensive loss	—	—		—		(30,173)		—		(30,173)
Net income	Net income	—	—		—		—		9,442		9,442		Net income	—	—		—		—		17,831		17,831
Balance at March 31, 2021		51,148,782	$	511	$	287,321	$	6,641	$	118,502	$	412,975
Balance at June 30, 2022													Balance at June 30, 2022	51,202,136	$	512	$	289,174	$	(25,789)	$	146,221	$	410,118




Balance at December 31, 2020	51,148,782	$	511	$	287,110	$	13,426	$	109,060	$	410,107
Stock compensation expense	—	—		630		—		—		630
Common stock issuances pursuant to equity compensation awards, net of shares repurchased	8,222	—		(6)		—		—		(6)
Other comprehensive loss	—	—		—		(4,956)		—		(4,956)
Net income	—	—		—		—		11,568		11,568
Balance at June 30, 2021	51,157,004	$	511	$	287,734	$	8,470	$	120,628	$	417,343

See accompanying notes to the condensed consolidated financial statements.

Table of Contents

Trean Insurance Group, Inc. and Subsidiaries

Condensed Consolidated Statements of Cash Flows

(in thousands)

(unaudited)


		Three Months Ended March 31,					Six Months Ended June 30,
		2022		2021			2022		2021
Operating activities	Operating activities					Operating activities
Net income	Net income	$	12,340	$	9,442	Net income	$	17,831	$	11,568
Adjustments to reconcile net income to net cash from operating activities:	Adjustments to reconcile net income to net cash from operating activities:					Adjustments to reconcile net income to net cash from operating activities:
Depreciation and amortization	Depreciation and amortization	1,675		1,690		Depreciation and amortization	3,380		3,374
Stock compensation	Stock compensation	156		211		Stock compensation	559		630
Unrealized gains on embedded derivatives	Unrealized gains on embedded derivatives	(6,896)		(3,356)		Unrealized gains on embedded derivatives	(11,036)		(3,189)
Net (gains) losses on investments		1,047		(24)
Net losses on investments						Net losses on investments	(302)		(23)
Unrealized losses on equity securities						Unrealized losses on equity securities	3,441		—

Bond amortization and accretion	Bond amortization and accretion	432		588		Bond amortization and accretion	824		1,174

Deferred income taxes	Deferred income taxes	1,249		95		Deferred income taxes	1,040		(781)
Deferred financing costs	Deferred financing costs	42		42		Deferred financing costs	84		84
Changes in operating assets and liabilities:	Changes in operating assets and liabilities:					Changes in operating assets and liabilities:
Accrued investment income	Accrued investment income	(266)		206		Accrued investment income	(392)		129
Premiums and other receivables	Premiums and other receivables	(11,133)		(12,523)		Premiums and other receivables	(11,902)		(22,714)
Reinsurance recoverable on paid and unpaid losses	Reinsurance recoverable on paid and unpaid losses	(3,346)		(17,698)		Reinsurance recoverable on paid and unpaid losses	(11,560)		(18,730)
Prepaid reinsurance premiums	Prepaid reinsurance premiums	8,339		(2,327)		Prepaid reinsurance premiums	13,952		(13,033)
Right of use asset	Right of use asset	363		494		Right of use asset	723		959
Other assets	Other assets	(3,718)		(6,154)		Other assets	(5,101)		(6,623)
Unpaid loss and loss adjustment expenses	Unpaid loss and loss adjustment expenses	6,661		27,714		Unpaid loss and loss adjustment expenses	33,366		44,742
Unearned premiums	Unearned premiums	2,962		18,473		Unearned premiums	8		36,401
Funds held under reinsurance agreements	Funds held under reinsurance agreements	3,511		(8,869)		Funds held under reinsurance agreements	11,963		3,080
Reinsurance premiums payable	Reinsurance premiums payable	1,765		(94)		Reinsurance premiums payable	120		(5,388)
Accounts payable and accrued expenses	Accounts payable and accrued expenses	(7,025)		(12,899)		Accounts payable and accrued expenses	(5,616)		(4,011)
Lease liability	Lease liability	(423)		(521)		Lease liability	(798)		(1,038)
Income taxes payable		1,013		2,546
Net cash provided by (used in) operating activities		8,748		(2,964)
Income taxes payable and receivable						Income taxes payable and receivable	(509)		(3,791)
Net cash provided by operating activities						Net cash provided by operating activities	40,075		22,820
Investing activities	Investing activities					Investing activities
Payments for capital expenditures	Payments for capital expenditures	(232)		(73)		Payments for capital expenditures	(339)		(73)
Proceeds from sale of equity method investment	Proceeds from sale of equity method investment	—		232		Proceeds from sale of equity method investment	—		232

Purchase of investments, available for sale	Purchase of investments, available for sale	(96,948)		(37,678)		Purchase of investments, available for sale	(156,514)		(104,183)
Proceeds from investments sold, matured or repaid	Proceeds from investments sold, matured or repaid	63,211		20,391		Proceeds from investments sold, matured or repaid	88,641		38,425

Net cash used in investing activities	Net cash used in investing activities	(33,969)		(17,128)		Net cash used in investing activities	(68,212)		(65,599)
Financing activities	Financing activities					Financing activities
Shares redeemed for payroll taxes	Shares redeemed for payroll taxes	(7)		—		Shares redeemed for payroll taxes	(7)		(6)

Principal payments on debt	Principal payments on debt	(413)		(206)		Principal payments on debt	(825)		(619)

Net cash used in financing activities	Net cash used in financing activities	(420)		(206)		Net cash used in financing activities	(832)		(625)
Net decrease in cash, cash equivalents and restricted cash	Net decrease in cash, cash equivalents and restricted cash	(25,641)		(20,298)		Net decrease in cash, cash equivalents and restricted cash	(28,969)		(43,404)
Cash, cash equivalents and restricted cash – beginning of period	Cash, cash equivalents and restricted cash – beginning of period	129,984		157,234		Cash, cash equivalents and restricted cash – beginning of period	129,984		157,234
Cash, cash equivalents and restricted cash – end of period	Cash, cash equivalents and restricted cash – end of period	$	104,343	$	136,936	Cash, cash equivalents and restricted cash – end of period	$	101,015	$	113,830

See accompanying notes to the condensed consolidated financial statements.

Table of Contents

Trean Insurance Group, Inc. and Subsidiaries

Condensed Consolidated Statements of Cash Flows

(in thousands)

(unaudited)


		March 31,
Disaggregation of cash and restricted cash:	Disaggregation of cash and restricted cash:	2022		2021		Disaggregation of cash and restricted cash:	June 30, 2022		December 31, 2021
Cash and cash equivalents	Cash and cash equivalents	$	103,865	$	130,940	Cash and cash equivalents	$	100,716	$	129,577
Restricted cash	Restricted cash	478		5,996		Restricted cash	299		407
Total cash, cash equivalents and restricted cash	Total cash, cash equivalents and restricted cash	$	104,343	$	136,936	Total cash, cash equivalents and restricted cash	$	101,015	$	129,984


		Three Months Ended March 31,					Six Months Ended June 30,
Supplemental disclosure of cash flow information:	Supplemental disclosure of cash flow information:	2022		2021		Supplemental disclosure of cash flow information:	2022		2021
Cash paid during the year for:	Cash paid during the year for:					Cash paid during the year for:
Interest	Interest	$	366	$	385	Interest	$	791	$	768
Income taxes	Income taxes	1,002		—		Income taxes	4,368		7,548
Non-cash investing and financing activity:	Non-cash investing and financing activity:					Non-cash investing and financing activity:
Right-of-use assets obtained in exchange for new operating lease liabilities	Right-of-use assets obtained in exchange for new operating lease liabilities	146		2		Right-of-use assets obtained in exchange for new operating lease liabilities	281		31

Non-cash transfer of investments to settle funds held for reinsurance						Non-cash transfer of investments to settle funds held for reinsurance	—		13,562
Non-cash transfer of investments to settle amounts held for others in accounts payable						Non-cash transfer of investments to settle amounts held for others in accounts payable	—		26,211

Cash paid for amounts included in the measurement of lease liabilities:	Cash paid for amounts included in the measurement of lease liabilities:					Cash paid for amounts included in the measurement of lease liabilities:
Operating cash flows from operating leases	Operating cash flows from operating leases	624		615		Operating cash flows from operating leases	1,257		1,217

See accompanying notes to the condensed consolidated financial statements.

Table of Contents

Notes to the Condensed Consolidated Financial Statements

Note 1. Business and Basis of Presentation

Trean Insurance Group, Inc. (together with its wholly owned subsidiaries, the "Company") provides products and services to the specialty insurance market. Historically, the Company has focused on specialty casualty markets ~~that~~management believes are ~~believed to be~~ under-served and where the Company’s expertise allows the Company to achieve higher rates, such as niche workers' compensation markets and small- to medium-sized specialty casualty insurance programs. The Company underwrites specialty-casualty insurance products both through programs where the Company partners with other organizations ("Program Partners"), and also through Company owned managing general agencies ("Owned MGAs"). The Company also provides Program Partners with a variety of services, including issuing carrier services, claims administration, and reinsurance brokerage from which the Company generates fee-based revenues.

The Company's wholly owned subsidiaries include: (i) Benchmark Holding Company, a property and casualty insurance holding company, which owns Benchmark Insurance Company ("Benchmark"), a property and casualty insurance company domiciled in the state of Kansas, American Liberty Insurance Company ("ALIC"), a property and casualty insurance company domiciled in the state of Utah, 7710 Insurance Company ("7710"), a property and casualty insurance company domiciled in the state of South Carolina and Benchmark Specialty Insurance Company ("BSIC"), a property and casualty insurance company domiciled in the state of Arkansas; (ii) Trean Compstar Holdings, LLC, a limited liability company created originally for the purchase of Compstar Insurance Services LLC, a California-based general agency; and (iii) Trean Corporation ("Trean Corp"), a reinsurance intermediary manager and a managing general agent, which consists of the following wholly owned subsidiaries: (a) Trean Reinsurance Services, LLC ("TRS"), a reinsurance intermediary broker; Benchmark Administrators LLC (BIC Admin"), a claims third-party administrator; (b) Western Integrated Care, LLC ("WIC"), a managed care organization; and (c) Westcap Insurance Services, LLC ("Westcap"), a managing general agent based in California.

The accompanying condensed consolidated financial statements are prepared in conformity with accounting principles generally accepted in the United States of America ("GAAP") for interim financial information and with the instructions to the Quarterly Report on Form 10-Q under the Securities Exchange Act of ~~1934.~~1934, as amended. Accordingly, they do not contain all of the information included in the Company's annual consolidated financial statements and notes. In the opinion of management, all adjustments (consisting of normal, recurring adjustments) necessary for a fair presentation of the Company’s condensed consolidated financial position and results of operations for the periods presented have been included. Although management believes the disclosures and information presented are adequate, these interim condensed consolidated financial statements should be read in conjunction with our Annual Report on Form 10-K for the year ended December 31, 2021 (the "2021 Form 10-K"). Operating results for the three and six months ended ~~March 31,~~June 30, 2022 are not necessarily indicative of the results that may be expected for the year ending December 31, 2022.

During the second quarter of 2021, the Company determined that its funds held agreements with reinsurers contain embedded derivatives relating to a total return swap on the underlying investments. As a result, the Company has revised the presentation of its financial results to report the change in fair value of the embedded derivatives in gains on embedded derivatives in the condensed consolidated statements of operations. In addition, investment earnings credited to the funds withheld accounts are reported in gains on embedded derivatives in the condensed consolidated statements of operations, whereas previously these were reported as an offset to net investment income. While the prior period amounts have been corrected for comparability, the correction was not material to the previously reported condensed consolidated financial statements. The impact of the prior period corrections on the condensed consolidated balance sheet and the related components of stockholders' equity is as follows:

December 31, 2020 March 31, 2021
Previously reported Adjustment As adjusted Previously reported Adjustment As adjusted
Retained earnings $ 112,959 $ (3,899) $ 109,060 $ 119,750 $ (1,248) $ 118,502
Accumulated other comprehensive income 9,527 3,899 13,426 5,393 1,248 6,641

~~Table of~~ ~~Contents~~

~~The impact of the prior period corrections on the condensed consolidated statements of operations and other comprehensive income is as follows:~~

Three Months Ended March 31, 2021
Previously reported Adjustment As adjusted
Net investment income $ 1,592 $ 680 $ 2,272
Total revenue 47,394 680 48,074
Gains on embedded derivatives — 2,676 2,676
Income before taxes 8,691 3,356 12,047
Income tax expense 1,900 705 2,605
Net income $ 6,791 $ 2,651 $ 9,442
Earnings per share:
Basic $ 0.13 $ 0.05 $ 0.18
Diluted $ 0.13 $ 0.05 $ 0.18
Other comprehensive loss, net of tax
Unrealized investment losses:
Unrealized investment losses arising during the period $ (5,220) $ (3,356) $ (8,576)
Income tax benefit (1,096) (705) (1,801)
Unrealized investment losses, net of tax (4,124) (2,651) (6,775)
Other comprehensive loss $ (4,134) $ (2,651) $ (6,785)

The correction of the prior period amounts had no impact on total operating, investing, and financing activities as presented on the Company’s condensed consolidated statements of cash flows during the three months ended March 31, 2021. In conjunction with the correction of the prior period amounts; the net investment income table in Note 4 was corrected to incorporate the income from funds held investments of $680 for the three months ended March 31, 2021; the effective tax rate in Note 8 was corrected from 21.9% to 21.6% for the three months ended March 31, 2021; Note 13 has been corrected to reflect the changes to earning per share described above; and Note 14 has been corrected to reflect the changes to other comprehensive income described above.

Use of estimates

While preparing the condensed consolidated financial statements, the Company has made certain estimates and assumptions that affect the reported amounts of assets and liabilities at the date of the condensed consolidated financial statements, as well as reported amounts of revenue and expenses during the reporting period. Accordingly, actual results could differ from those estimates. Reported amounts that require extensive use of estimates include the reserves for unpaid losses and loss adjustment expenses ("LAE"), reinsurance recoverables, investments, goodwill, and other intangible assets. Except for the captions on the condensed consolidated balance sheets and condensed consolidated statements of comprehensive income, generally, the term loss(es) is used to collectively refer to both losses and LAE.

Accounting pronouncements

Recently adopted policies

In January 2020, the Financial Accounting Standards Board ("FASB") issued ASU No. 2020-01, Investments - Equity Securities (Topic 321), Investments - Equity Method and Joint Ventures (Topic 323), and Derivative and Hedging (Topic 815) - Clarifying the Interactions between Topic 321, Topic 323 and Topic 815 (ASU 2020-01). This update addresses the accounting for certain equity securities upon the application or discontinuation of the equity method of accounting. Further,

~~Table of~~ ~~Contents~~

the update addresses scope considerations for forward contracts and purchased options on certain securities. ASU 2020-01 is effective for annual periods beginning after December 15, 2021, including interim periods thereafter. The Company adopted

Table of Contents

this standard effective January 1, 2022. Adoption of this standard did not have a material impact on the condensed consolidated financial statements.

Pending policies

The Company completed its ~~IPO~~initial public offering in July 2020, and is an emerging growth company as defined under federal securities laws. As such, the Company has elected to adopt pending accounting policies under the dates required for private companies. Therefore, the dates included within this section reflect the effective dates for the adoption of new accounting policies required by private companies.

In March 2020, the FASB issued ASU No. 2020-03, Codification Improvements to Financial Instruments (ASU 2020-03). This update represents changes to clarify and improve the codification to allow for easier application by eliminating inconsistencies and providing clarification on items such as (i) the application of fair value option disclosures; (ii) the accounting for fees related to modifications of debt; and (iii) aligning the contractual term of a net investment in a lease in accordance with ASC Topic 326, Financial Instruments - Credit Losses, and the lease term determined in accordance with ASC Topic 842, Leases. The Company adopted items (i) and (ii) effective January 1, 2020 and will adopt item (iii) on January 1, 2023. Adoption of this standard has not had, and is not expected to have, a material impact on the condensed consolidated financial statements.

In June 2016, the FASB issued ASU No. 2016-13, Financial Instruments - Credit Losses (Topic 326), Measurement of Credit Losses on Financial Instruments (ASU 2016-13). This update requires financial assets measured at amortized cost to be presented at the net amount expected to be collected by means of an allowance for credit losses that runs through net income. Additionally, credit losses relating to available-for-sale debt securities will also be recorded through an allowance for credit losses, with the amount of the allowance limited to the amount by which the fair value is below the amortized cost. ASU 2016-13 is effective for annual periods beginning after December 15, 2022, including interim periods within those fiscal years. The Company will adopt this standard effective January 1, 2023. The Company is currently evaluating the impact of this standard on the condensed consolidated financial statements.

Note 2. Acquisitions

Western Integrated Care

Effective July 6, 2021, Trean Corp acquired 100% ownership of WIC for a total purchase price of $5,500, which ~~included~~includes $1,500 that is contingent on WIC's future earnings, as defined in the agreement. WIC is a managed care organization that offers services to workers' compensation insurers to enable employees who are injured on the job to access qualified medical treatment. The Company recorded $1,501 of goodwill and intangible assets of $3,624 associated with the business combination.

~~Table of~~ ~~Contents~~

Note 3. Fair Value Measurements

The Company’s financial instruments include assets and liabilities carried at fair value. The inputs to valuation techniques used to measure fair value are prioritized into a three level hierarchy. The fair value hierarchy is as follows:

Level 1: Fair values primarily based on unadjusted quoted prices in active markets for identical assets or liabilities that the Company has the ability to access at the measurement date.

Level 2: Fair values primarily based on observable inputs, other than quoted prices included in Level 1, or based on prices for similar assets and liabilities.

Level 3: Fair values primarily based on valuations derived when one or more of the significant inputs are unobservable. With little or no observable market, the determination of fair value uses considerable judgment and represents the Company’s best estimate of an amount that could be realized in a market exchange for the asset or liability.

The Company classifies the financial asset or liability by level based upon the lowest level input that is significant to the determination of the fair value. The following tables present the estimated fair value of the Company’s significant financial instruments.

March 31, 2022
Level 1 Level 2 Level 3 Total
Fixed maturities:
U.S. government and government securities $ 40,610 $ — $ — $ 40,610
Foreign governments — 393 — 393
States, territories and possessions — 10,822 — 10,822
Political subdivisions of states territories and possessions — 37,419 — 37,419
Special revenue and special assessment obligations — 94,078 — 94,078
Industrial and public utilities — 106,298 — 106,298
Commercial mortgage-backed securities — 97,267 — 97,267
Residential mortgage-backed securities — 18,800 — 18,800
Other loan-backed securities — 41,662 — 41,662
Total fixed maturities 40,610 406,739 — 447,349
Equity securities 14,053 20,109 — 34,162
Total investments $ 54,663 $ 426,848 $ — $ 481,511
Embedded derivatives on funds held under reinsurance agreements $ (1,070) $ (5,555) $ — $ (6,625)
Debt — 30,525 — 30,525

1210

Table of Contents


	June 30, 2022
	Level 1		Level 2		Level 3		Total
Fixed maturities:
U.S. government and government securities	$	51,678	$	—	$	—	$	51,678
Foreign governments	—		392		—		392
States, territories and possessions	—		10,274		—		10,274
Political subdivisions of states territories and possessions	—		35,925		—		35,925
Special revenue and special assessment obligations	—		99,528		—		99,528
Industrial and public utilities	—		102,514		—		102,514
Commercial mortgage-backed securities	—		98,807		—		98,807
Residential mortgage-backed securities	—		19,087		—		19,087
Other loan-backed securities	—		43,830		—		43,830
Total fixed maturities	51,678		415,141		—		466,819
Equity securities	12,490		18,208		—		30,698
Total investments	$	64,168	$	433,349	$	—	$	497,517

Embedded derivatives on funds held under reinsurance agreements	$	(1,422)	$	(9,342)	$	—	$	(10,764)
Debt	—		30,112		—		30,112


	December 31, 2021
	Level 1		Level 2		Level 3		Total
Fixed maturities:
U.S. government and government securities	$	2,392	$	39,042	$	—	$	41,434
Foreign governments	—		2,490		—		2,490
States, territories and possessions	—		10,766		—		10,766
Political subdivisions of states, territories and possessions	—		40,002		—		40,002
Special revenue and special assessment obligations	—		95,991		—		95,991
Industrial and public utilities	—		103,257		—		103,257
Commercial mortgage-backed securities	—		118,218		—		118,218
Residential mortgage-backed securities	—		17,368		—		17,368
Other loan-backed securities	—		41,425		—		41,425
Hybrid securities	—		110		—		110
Total fixed maturities	2,392		468,669		—		471,061


Equity securities	—		969		—		969

Total investments	$	2,392	$	469,638	$	—	$	472,030

Embedded derivatives on funds held under reinsurance agreements	$	(4)	$	275	$	—	$	271
Debt	—		30,938		—		30,938

Fixed maturities and equity securities: The Company, through its third-party pricing service provider, uses a variety of sources to estimate the fair value of investments such as Refinitiv (formerly Reuters), PricingDirect, ICE Data Services, and for equities, Bloomberg or S&P Capital IQ Pro. Equity securities are generally valued at the closing price on the exchange on

Table of Contents

which they are primarily traded as provided by a third-party pricing service. Fixed income securities are generally valued at an evaluated bid as provided by a third-party pricing service. Securities and other assets generally valued using third-party pricing services may also be valued at broker/dealer indications. Values obtained from third-party pricing services can utilize several market data sources for inputs such as transaction data, yield, quality, coupon rate, maturity, issue type, trading characteristics, and other market activity. To validate the reasonableness of the prices, the Company performs various qualitative and quantitative procedures such as analysis of recent trading activity, analytical review of fair values and an evaluation of the underlying pricing methodologies. Based on these procedures, the Company did not adjust the prices or quotes from the third-party pricing service.

Embedded derivatives: The Company enters into funds held contracts under reinsurance agreements, which create embedded derivatives on the underlying investments. These embedded derivatives are valued based upon the unrealized gain or loss position of the funds held portfolio, which is determined consistent with other investments using third-party pricing services. To validate the reasonableness of the quoted prices, the Company performs various qualitative and quantitative procedures such as analysis of recent activity, analytical review of fair values and an evaluation of the underlying pricing methodologies. Based on these procedures, the Company did not adjust the prices or quotes from the third-party pricing service.

Debt: The Company holds debt related to its secured credit facility. The Company has determined that the remaining balance of the debt reflected its fair value as this would represent the total amount to repay the debt.

~~Table of~~ ~~Contents~~

Note 4. Investments

Fixed ~~maturity~~income securities ~~primarily~~ include bonds, asset-backed securities, and ~~asset-backed~~redeemable preferred securities. Fixed income securities, which may be sold prior to their contractual maturity, are designated as available-for-sale and are carried at fair value. Equity securities primarily include common stocks, mutual funds, and non-redeemable preferred stocks, which are carried at fair value. ~~Equity securities includes non-redeemable preferred stock that were previously disclosed separately.~~

The cost or amortized cost, gross unrealized gains, gross unrealized losses, and estimated fair value of the Company's fixed maturities investments are as follows:

March 31, 2022
Cost or
Amortized
Cost Gross
Unrealized
Gains Gross
Unrealized
Losses Fair Value
Fixed maturities:
U.S. government and government securities $ 42,026 $ 12 $ (1,428) $ 40,610
Foreign governments 400 — (7) 393
States, territories and possessions 11,388 14 (580) 10,822
Political subdivisions of states, territories and possessions 39,166 142 (1,889) 37,419
Special revenue and special assessment obligations 98,436 493 (4,851) 94,078
Industrial and public utilities 107,816 703 (2,221) 106,298
Commercial mortgage-backed securities 104,291 37 (7,061) 97,267
Residential mortgage-backed securities 19,040 83 (323) 18,800
Other loan-backed securities 41,939 24 (301) 41,662
Hybrid securities — — — —
Total fixed maturities available for sale $ 464,502 $ 1,508 $ (18,661) $ 447,349


		December 31, 2021									June 30, 2022
		Cost or Amortized Cost		Gross Unrealized Gains		Gross Unrealized Losses		Fair Value			Cost or Amortized Cost		Gross Unrealized Gains		Gross Unrealized Losses		Fair Value
Fixed maturities:	Fixed maturities:									Fixed maturities:
U.S. government and government securities	U.S. government and government securities	$	41,490	$	113	$	(169)	$	41,434	U.S. government and government securities	$	53,592	$	—	$	(1,914)	$	51,678
Foreign governments	Foreign governments	2,500		—		(10)		2,490		Foreign governments	400		—		(8)		392
States, territories and possessions	States, territories and possessions	10,593		189		(16)		10,766		States, territories and possessions	11,102		22		(850)		10,274
Political subdivisions of states, territories and possessions	Political subdivisions of states, territories and possessions	39,170		975		(143)		40,002		Political subdivisions of states, territories and possessions	39,098		77		(3,250)		35,925
Special revenue and special assessment obligations	Special revenue and special assessment obligations	93,664		2,920		(593)		95,991		Special revenue and special assessment obligations	107,939		241		(8,652)		99,528
Industrial and public utilities	Industrial and public utilities	100,774		2,835		(352)		103,257		Industrial and public utilities	106,575		98		(4,159)		102,514
Commercial mortgage-backed securities	Commercial mortgage-backed securities	119,378		591		(1,751)		118,218		Commercial mortgage-backed securities	110,538		49		(11,780)		98,807
Residential mortgage-backed securities	Residential mortgage-backed securities	16,549		843		(24)		17,368		Residential mortgage-backed securities	20,076		—		(989)		19,087
Other loan-backed securities	Other loan-backed securities	41,236		248		(59)		41,425		Other loan-backed securities	44,880		2		(1,052)		43,830
Hybrid securities	Hybrid securities	105		5		—		110		Hybrid securities	5,344		—		(560)		4,784
Total fixed maturities available for sale	Total fixed maturities available for sale	$	465,459	$	8,719	$	(3,117)	$	471,061	Total fixed maturities available for sale	$	499,544	$	489	$	(33,214)	$	466,819

1412

Table of Contents


	December 31, 2021
	Cost or Amortized Cost		Gross Unrealized Gains		Gross Unrealized Losses		Fair Value
Fixed maturities:
U.S. government and government securities	$	41,490	$	113	$	(169)	$	41,434
Foreign governments	2,500		—		(10)		2,490
States, territories and possessions	10,593		189		(16)		10,766
Political subdivisions of states, territories and possessions	39,170		975		(143)		40,002
Special revenue and special assessment obligations	93,664		2,920		(593)		95,991
Industrial and public utilities	100,774		2,835		(352)		103,257
Commercial mortgage-backed securities	119,378		591		(1,751)		118,218
Residential mortgage-backed securities	16,549		843		(24)		17,368
Other loan-backed securities	41,236		248		(59)		41,425
Hybrid securities	105		5		—		110
Total fixed maturities available for sale	$	465,459	$	8,719	$	(3,117)	$	471,061

The following table illustrates the Company’s gross unrealized losses and fair value of fixed maturities, aggregated by investment category and length of time that individual securities have been in a continuous unrealized loss position:


		March 31, 2022													June 30, 2022
		Less Than 12 Months				12 Months or More				Total					Less Than 12 Months				12 Months or More				Total
		Fair Value		Unrealized Loss		Fair Value		Unrealized Loss		Fair Value		Unrealized Loss			Fair Value		Unrealized Loss		Fair Value		Unrealized Loss		Fair Value		Unrealized Loss
Fixed maturities:	Fixed maturities:													Fixed maturities:
U.S. government and government securities	U.S. government and government securities	$	37,166	$	(1,352)	$	1,550	$	(76)	$	38,716	$	(1,428)	U.S. government and government securities	$	50,142	$	(1,826)	$	1,536	$	(88)	$	51,678	$	(1,914)
Foreign governments	Foreign governments	393		(7)		—		—		393		(7)		Foreign governments	392		(8)		—		—		392		(8)
States, territories and possessions	States, territories and possessions	6,855		(529)		274		(51)		7,129		(580)		States, territories and possessions	7,811		(767)		242		(83)		8,053		(850)
Political subdivisions of states, territories and possessions	Political subdivisions of states, territories and possessions	23,420		(1,866)		277		(23)		23,697		(1,889)		Political subdivisions of states, territories and possessions	26,849		(3,220)		269		(30)		27,118		(3,250)
Special revenue and special assessment obligations	Special revenue and special assessment obligations	56,698		(4,375)		3,812		(476)		60,510		(4,851)		Special revenue and special assessment obligations	73,580		(7,989)		3,614		(663)		77,194		(8,652)
Industrial and public utilities	Industrial and public utilities	47,899		(2,022)		1,547		(199)		49,446		(2,221)		Industrial and public utilities	72,164		(3,800)		3,039		(359)		75,203		(4,159)
Commercial mortgage-backed securities	Commercial mortgage-backed securities	60,033		(3,636)		34,197		(3,425)		94,230		(7,061)		Commercial mortgage-backed securities	58,330		(5,634)		36,500		(6,146)		94,830		(11,780)
Residential mortgage-backed securities	Residential mortgage-backed securities	10,045		(323)		—		—		10,045		(323)		Residential mortgage-backed securities	19,088		(989)		—		—		19,088		(989)
Other loan-backed securities	Other loan-backed securities	33,037		(242)		2,885		(59)		35,922		(301)		Other loan-backed securities	35,611		(847)		4,233		(205)		39,844		(1,052)

Total fixed maturities	Total fixed maturities	$	275,546	$	(14,352)	$	44,542	$	(4,309)	$	320,088	$	(18,661)	Total fixed maturities	$	348,752	$	(25,640)	$	49,433	$	(7,574)	$	398,185	$	(33,214)

Table of Contents


	December 31, 2021
	Less Than 12 Months				12 Months or More				Total
	Fair Value		Unrealized Loss		Fair Value		Unrealized Loss		Fair Value		Unrealized Loss
Fixed maturities:
U.S. government and government securities	$	26,935	$	(168)	$	23	$	(1)	$	26,958	$	(169)
Foreign governments	2,490		(10)		—		—		2,490		(10)
States, territories and possessions	935		(16)		—		—		935		(16)
Political subdivisions of states, territories and possessions	11,115		(143)		—		—		11,115		(143)
Special revenue and special assessment obligations	29,917		(593)		—		—		29,917		(593)
Industrial and public utilities	24,042		(286)		1,058		(66)		25,100		(352)
Commercial mortgage-backed securities	80,126		(1,565)		6,212		(186)		86,338		(1,751)
Residential mortgage-backed securities	4,539		(24)		—		—		4,539		(24)
Other loan-backed securities	20,153		(36)		2,477		(23)		22,630		(59)

Total fixed maturities	$	200,252	$	(2,841)	$	9,770	$	(276)	$	210,022	$	(3,117)

The unrealized losses on the Company’s available for sale securities as of ~~March 31,~~June 30, 2022 and December 31, 2021 were primarily attributable to an increase in interest rates, which predominantly impacted fixed maturities acquired since the second quarter of 2020.

~~Table of~~ ~~Contents~~

The amortized cost and estimated fair value of fixed maturities as of ~~March 31,~~June 30, 2022, by contractual maturity, are as follows:


		Cost or Amortized Cost		Fair Value			Cost or Amortized Cost		Fair Value
Available for sale:	Available for sale:					Available for sale:
Due in one year or less	Due in one year or less	$	33,559	$	33,669	Due in one year or less	$	33,743	$	33,635
Due after one year but before five years	Due after one year but before five years	110,891		108,584		Due after one year but before five years	134,093		129,546
Due after five years but before ten years	Due after five years but before ten years	90,397		86,968		Due after five years but before ten years	90,804		84,479
Due after ten years	Due after ten years	64,385		60,399		Due after ten years	65,410		57,435
Commercial mortgage-backed securities	Commercial mortgage-backed securities	104,291		97,267		Commercial mortgage-backed securities	110,538		98,807
Residential mortgage-backed securities	Residential mortgage-backed securities	19,040		18,800		Residential mortgage-backed securities	20,076		19,087
Other loan-backed securities	Other loan-backed securities	41,939		41,662		Other loan-backed securities	44,880		43,830
Total	Total	$	464,502	$	447,349	Total	$	499,544	$	466,819

Actual maturities may differ from contractual maturities as issuers may have the right to call or prepay obligations with or without call or prepayment penalties.

Table of Contents

Realized gains and losses on investments included in the condensed consolidated statements of operations for the three and six months ended ~~March 31,~~June 30, 2022 and 2021 are as follows:


		Three Months Ended March 31,			Three Months Ended June 30,						Six Months Ended June 30,
			2022			2021			2022		2021		2022		2021
Fixed maturities:	Fixed maturities:							Fixed maturities:
Gains	Gains		$	109		$	80	Gains	$	4	$	18	$	113	$	98
Losses	Losses		(1,136)			(67)		Losses	(58)		(8)		(1,194)		(75)
Total fixed maturities	Total fixed maturities		(1,027)			13		Total fixed maturities	(54)		10		(1,081)		23
Funds held investments:	Funds held investments:							Funds held investments:
Gains	Gains		8			—		Gains	11		—		19		—
Losses	Losses		(16)			—		Losses	(1)		—		(17)		—
Total funds held investments	Total funds held investments		(8)			—		Total funds held investments	10		—		2		—
Equity securities:	Equity securities:							Equity securities:

Equity method investments:								Equity method investments:
Gains	Gains		—			—		Gains	1,400		—		1,400		—
Losses	Losses		(12)			—		Losses	(7)		—		(19)		—
Total equity securities	Total equity securities		(12)			—		Total equity securities	1,393		—		1,381		—
Total net realized gains (losses)			$	(1,047)		$	13
Total net realized gains								Total net realized gains	$	1,349	$	10	$	302	$	23

Net investment income (loss) consists of the following for the three and six months ended ~~March 31,~~June 30, 2022 and 2021:


		Three Months Ended March 31,			Three Months Ended June 30,						Six Months Ended June 30,
			2022			2021			2022		2021		2022		2021
Fixed maturities	Fixed maturities		$	1,754		$	1,560	Fixed maturities	$	1,807	$	1,577	$	3,561	$	3,137
Income on funds held investments	Income on funds held investments		668			680		Income on funds held investments	774		519		1,442		1,199
Equity securities	Equity securities		154			30		Equity securities	456		6		610		36
Unrealized losses on equity securities								Unrealized losses on equity securities	(3,441)		—		(3,441)		—

Interest earned on cash and short-term investments	Interest earned on cash and short-term investments		—			2		Interest earned on cash and short-term investments	13		1		13		3
Net investment income			$	2,576		$	2,272
Net investment income (loss)								Net investment income (loss)	$	(391)	$	2,103	$	2,185	$	4,375

~~Table of~~ ~~Contents~~

~~Unrealized~~Net realized and unrealized gains (losses) on equity securities recognized during the three and six months ended ~~March 31,~~June 30, 2022 and 2021 are as follows:

Three Months Ended March 31,
2022 2021
Net gains and losses recognized during the period on equity securities $ 32 $ 17
Less: Net gains and (losses) recognized during the period on equity securities sold during the period (12) —
Unrealized gains and (losses) recognized during the reporting period on equity securities still held at the reporting date $ 44 $ 17


	Three Months Ended June 30,				Six Months Ended June 30,
	2022		2021		2022		2021




Equity securities:
Net realized gains (losses) on sales of equity securities	$	1,393	$	—	$	1,381	$	—
Change in net unrealized gains (losses) of equity securities	(3,441)		(2)		(3,441)		15
Net realized and unrealized gains (losses) on equity securities	$	(2,048)	$	(2)	$	(2,060)	$	15

The net unrealized gains (losses) on equity securities still held as of June 30, 2022, and included in investment income were $(3,435) and $(3,423) for the three and six months ended June 30, 2022, respectively. The net unrealized gains (losses) on equity securities still held as of June 30, 2021, and included in investment income were $(2) and $15 for the three and six months ended June 30, 2021, respectively.

Table of Contents

Embedded derivatives

The Company enters into funds held contracts under reinsurance agreements which create embedded derivatives that are measured at fair value. The embedded derivatives within ~~our~~the Company's funds held under reinsurance agreements relate to a total return swap on the underlying investments. These embedded derivatives had no impact on total operating, investing, and financing activities as presented on the Company’s condensed consolidated statements of cash flows during the ~~three~~six months ended ~~March 31,~~June 30, 2022 and 2021. Total funds held under reinsurance agreements ~~includes~~include the following:

March 31, 2022 December 31, 2021
Funds held under reinsurance agreements, at cost $ 202,650 $ 199,139
Embedded derivatives, at fair value (6,625) 271
Total funds held under reinsurance agreements $ 196,025 $ 199,410


	June 30, 2022		December 31, 2021
Funds held under reinsurance agreements, at cost	$	211,102	$	199,139
Embedded derivatives, at fair value	(10,764)		271
Total funds held under reinsurance agreements	$	200,338	$	199,410

Gains (losses) on embedded derivatives consists of the following for the three and six months ended ~~March 31,~~June 30, 2022 and 2021:


		Three Months Ended March 31,			Three Months Ended June 30,						Six Months Ended June 30,
			2022			2021			2022		2021		2022		2021
Change in fair value of embedded derivatives	Change in fair value of embedded derivatives		$	6,896		$	3,356	Change in fair value of embedded derivatives	$	4,140	$	(167)	$	11,036	$	3,189
Effect of net investment income on funds held investments	Effect of net investment income on funds held investments		(668)			(680)		Effect of net investment income on funds held investments	(774)		(519)		(1,442)		(1,199)
Effect of realized gains on funds held investments	Effect of realized gains on funds held investments		8			—		Effect of realized gains on funds held investments	(10)		—		(2)		—
Total gains on embedded derivatives			$	6,236		$	2,676
Total gains (losses) on embedded derivatives								Total gains (losses) on embedded derivatives	$	3,356	$	(686)	$	9,592	$	1,990

Note 5. Equity Method Investments

On January 3, 2020, the Company sold 15% of its previous 25% ownership in ~~TRI~~Trean Intermediaries ("TRI") for cash proceeds of $3,000, resulting in a remaining ownership interest of 10%. ~~As a result~~The Company sold all of its ~~significant~~remaining ownership ~~reduction and its lack of significant influence over~~interest in TRI during the ~~operations and policies of TRI, the Company reclassified its TRI investment, at fair value, to investments in common stock in the first~~third quarter of ~~2020.~~2021 for $1,888. The sale agreement included an earn-out that would increase the amount received based on TRI's future performance. The Company ~~realized a gain on the sale~~received an earn-out payment of ~~$3,115,~~$1,400, which was included in net realized gains (losses) on the consolidated statements of ~~operations. The Company subsequently re-measured its TRI investment shares resulting in an unrealized gain of $2,000 which is recorded in net investment income on~~operations for the consolidated statement of operations. The Company sold all of its remaining ownership interest in TRI during Q3 2021 for $1,888, resulting in a realized loss of $112, which was included in net realized gains (losses) on the consolidated statement of operations. The sale agreement includes an earn out which would increase the amount received based on TRI's future performance.three and six months ended June 30, 2022.

The Company recorded $50 of revenue for the three months ended June 30, 2022 and 2021, and $100 of revenue for the six months ended June 30, 2022 and 2021 for consulting services provided to ~~TRI for both the three months ended March 31, 2022 and 2021, respectively.~~TRI.

~~Table of~~ ~~Contents~~

Note 6. Debt

Debt consisted of the following:


		March 31, 2022		December 31, 2021			June 30, 2022		December 31, 2021
Secured credit facility	Secured credit facility	$	30,525	$	30,938	Secured credit facility	$	30,112	$	30,938

Less: unamortized deferred financing costs	Less: unamortized deferred financing costs	(533)		(576)		Less: unamortized deferred financing costs	(491)		(576)
Net debt	Net debt	$	29,992	$	30,362	Net debt	$	29,621	$	30,362

Table of Contents

Secured Credit Facility

On July 16, 2020, the Company entered into a new Amended and Restated Credit Agreement ~~which,~~that, among other things, extended the Company's credit facility for a period of five years through May 26, 2025, and increased its term loan facility by $11,707, resulting in a total term loan debt amount of $33,000 and a revolving credit facility of $2,000 at the time of closing. The loan has a variable interest rate of ~~LIBOR~~the London Interbank Offer Rate ("LIBOR") plus 4.50%, which was ~~4.73%~~5.51% and 4.64% as of ~~March 31,~~June 30, 2022 and December 31, 2021, respectively. The outstanding principal balance of the loan is to be repaid in quarterly installments, which escalate from $206 to $825. All equity securities of the subsidiaries of ~~Trean Insurance Group, Inc.~~the Company (other than Benchmark Holding Company and its subsidiaries) have been pledged as collateral.

~~During~~The Company recorded $425 and $383 of interest expense with its credit facility during the three months ended ~~March 31,~~June 30, 2022 and 2021, respectively. During the six months ended June 30, 2022 and 2021, the Company recorded ~~$366~~$791 and ~~$385~~$768 of interest expense, respectively, associated with its credit facility.

The terms of the credit facility require the Company to maintain certain financial covenants and ratios. The Company was in compliance with all covenants and ratios as of ~~March 31,~~June 30, 2022.

Note 7. Revenue from Contracts with Customers

Revenue from contracts with customers, included in other revenue, includes brokerage, management, third-party administrative, and consulting and other fee-based revenue. Revenue from contracts with customers was ~~$3,201~~$1,804 and $5,005 for the three and six months ended ~~March 31,~~June 30, 2022, respectively, compared to ~~$4,655~~$1,229 and $5,884 for the three and six months ended ~~March 31, 2021.~~June 30, 2021, respectively.

The following table presents the revenues recognized from contracts with customers included in the condensed consolidated statements of operations.

Three Months Ended March 31,
2022 2021
Brokerage $ 2,593 $ 3,455
Managing general agent fees 84 289
Third-party administrator fees 323 378
Consulting and other fee-based revenue 201 533
Total revenue from contracts with customers $ 3,201 $ 4,655


	Three Months Ended June 30,				Six Months Ended June 30,
	2022		2021		2022		2021
Brokerage	$	1,222	$	770	$	3,815	$	4,225
Managing general agent fees	84		30		168		319
Third-party administrator fees	249		376		572		754
Consulting and other fee-based revenue	249		53		450		586
Total revenue from contracts with customers	$	1,804	$	1,229	$	5,005	$	5,884

The Company did not have any contract liabilities as of ~~March 31,~~June 30, 2022 or December 31, 2021. The following table provides information related to the contract assets from contracts with customers. Contract assets are included within other assets on the condensed consolidated balance sheets.

March 31, 2022 December 31, 2021
Contract assets $ 4,413 $ 3,353


	June 30, 2022		December 31, 2021
Contract assets	$	4,368	$	3,353

Note 8. Income Taxes

Income tax expense for interim periods is measured using an estimated effective income tax rate for the annual period. The Company's effective tax rate was ~~20.9%~~21.0% for the three and six months ended ~~March 31,~~months ended June 30, 2022.

The ~~decrease in the~~Company’s effective tax rate was 16.3% and 20.7% for the three and six months ended June 30, 2021, respectively, which differed from the statutory rate ~~for this period was~~ primarily due to the impact of tax-exempt municipal income on the Company's investments.

1817

Table of Contents

investments, partially offset by the impact of state taxes. The Company’s effective tax rate was 21.6% for the three months ended March 31, 2021, which differed from the statutory rate primarily due to the impact of state taxes.

Note 9. Liability for Unpaid Losses and Loss Adjustment Expense

The following table represents a reconciliation of changes in the liability for unpaid losses and LAE.


	Three Months Ended June 30,				Six Months Ended June 30,
	2022		2021		2022		2021
Unpaid losses and LAE reserves at beginning of period	$	550,981	$	485,532	$	544,320	$	457,817
Less losses ceded through reinsurance	(364,279)		(353,158)		(369,008)		(335,655)
Net unpaid losses and LAE at beginning of period	186,702		132,374		175,312		122,162
Incurred losses and LAE related to:
Current period	41,304		30,178		80,872		55,085
Prior period	(417)		(453)		(792)		(479)
Total incurred losses and LAE	40,887		29,725		80,080		54,606
Paid losses and LAE, net of reinsurance, related to:
Current period	16,304		8,950		21,698		12,473
Prior period	12,873		9,190		35,282		20,336
Total paid losses and LAE	29,177		18,140		56,980		32,809
Net unpaid losses and LAE at end of period	198,412		143,959		198,412		143,959
Plus losses ceded through reinsurance	379,274		358,601		379,274		358,601
Unpaid losses and LAE reserves at end of period	$	577,686	$	502,560	$	577,686	$	502,560

Three Months Ended March 31,
2022 2021
Unpaid losses and LAE reserves at beginning of period $ 544,320 $ 457,817
Less losses ceded through reinsurance (369,008) (335,655)
Net unpaid losses and LAE at beginning of period 175,312 122,162
Incurred losses and LAE related to:
Current period 39,568 24,907
Prior period (375) (26)
Total incurred losses and LAE 39,193 24,881
Paid losses and LAE, net of reinsurance, related to:
Current period 5,394 3,523
Prior period 22,409 11,146
Total paid losses and LAE 27,803 14,669
Net unpaid losses and LAE at end of period 186,702 132,374
Plus losses ceded through reinsurance 364,279 353,158
Unpaid losses and LAE reserves at end of period $ 550,981 $ 485,532
As a result of changes in estimates of insured events in prior years, the provision for unpaid losses and LAE decreased by approximately $417 and $792 for the three and six months ended June 30, 2022, respectively, and $453 and $479 for the three and six months ended June 30, 2021.

Note 10. Reinsurance

The Company utilizes reinsurance contracts to reduce its exposure to losses in all aspects of its insurance business. Such reinsurance permits recovery of a portion of losses from reinsurers, although it does not relieve the Company from its primary liability to policyholders. Failure of reinsurers to honor their obligations could result in losses to the Company. The Company evaluates the financial strength of potential reinsurers and continually monitors the financial condition of its reinsurers.

A summary of the impact of ceded reinsurance on premiums written and premiums earned is as follows:


		Three Months Ended March 31,																	Three Months Ended June 30,
		2022								2021									2022								2021
		Gross		Assumed		Ceded		Net		Gross		Assumed		Ceded		Net			Gross		Assumed		Ceded		Net		Gross		Assumed		Ceded		Net
Written premiums	Written premiums	$	159,366	$	2,037	$	(85,925)	$	75,478	$	144,898	$	1,832	$	(89,484)	$	57,246	Written premiums	$	150,519	$	3,670	$	(85,519)	$	68,670	$	153,049	$	3,502	$	(101,306)	$	55,245
Earned premiums	Earned premiums	156,203		2,336		(94,362)		64,177		126,404		1,895		(87,165)		41,134		Earned premiums	154,556		2,586		(91,132)		66,010		136,362		2,262		(90,681)		47,943


	Six Months Ended June 30,
	2022								2021
	Gross		Assumed		Ceded		Net		Gross		Assumed		Ceded		Net
Written premiums	$	309,886	$	5,706	$	(171,444)	$	144,148	$	297,947	$	5,334	$	(190,790)	$	112,491
Earned premiums	310,760		4,921		(185,494)		130,187		262,766		4,157		(177,846)		89,077

Table of Contents

Note 11. Leases

The Company's leases consist of operating leases for office space and equipment. The Company determines if an arrangement is a lease at its inception. Leases with an initial term of 12twelve months or less are not recorded on the balance sheet. Right-of-use assets represent the Company's right to use an underlying asset for the lease term and lease liabilities represent the Company's obligation to make lease payments arising from the lease. Operating lease right-of-use assets are recognized at commencement date based on the present value of lease payments over the lease term. As the Company's leases do not provide an implicit rate, the Company uses its incremental borrowing rate based on the information available at the commencement date in determining the present value of lease payments. Some of the Company's leases include options to extend the term, which are only included in the lease liability and right-of-use asset calculation when it is reasonably certain the Company will exercise an option. ~~Our~~The Company's leases have remaining terms ranging from one month to 3957 months, some of which have options to extend the lease for up to an additional 60 months. As of ~~March 31,~~June 30, 2022, the lease liability and right-of-use assets did not include the impact of any lease extension options as it is not reasonably certain that the Company will exercise the extension options.

~~Table of~~ ~~Contents~~

Total lease expense for the three months ended ~~March 31,~~June 30, 2022 was ~~$617,~~$623, inclusive of ~~$24~~$27 in variable lease expense. Total lease expense for the three months ended ~~March 31,~~June 30, 2021 was ~~$674,~~$597, inclusive of ~~$75~~$18 in variable lease expense. The Company also sublets some of its leased office space and recorded ~~$21~~$22 and ~~$18~~$23 of sublease income for the three months ended ~~March 31,~~June 30, 2022 and 2021, respectively, which is included in other income on the condensed consolidated statements of operations.

Total lease expense for the six months ended June 30, 2022 was $1,240, inclusive of $51 in variable lease expense. Total lease expense for the six months ended June 30, 2021 was $1,205, inclusive of $27 in variable lease expense. The Company also sublets some of its leased office space and recorded $43 and $41 of sublease income for the six months ended June 30, 2022 and 2021, respectively, which is included in other income on the condensed consolidated statement of operations.

Supplemental balance sheet information, the weighted average remaining lease term and weighted average discount rate related to leases were as follows:


		March 31, 2022			December 31, 2021				June 30, 2022			December 31, 2021
Right of use asset	Right of use asset	$	4,167		$	4,530		Right of use asset	$	3,807		$	4,530
Lease liability	Lease liability	$	4,554		$	4,976		Lease liability	$	4,178		$	4,976
Weighted average remaining lease term	Weighted average remaining lease term	1.56 years			2.42 years			Weighted average remaining lease term	2.13 years			2.42 years
Weighted average discount rate	Weighted average discount rate	6.02		%	6.33		%	Weighted average discount rate	5.97		%	6.33		%

Future maturities of lease liabilities as of ~~March 31,~~June 30, 2022 are as follows:


		Operating Leases			Operating Leases
2022	2022	$	1,846	2022	$	1,245
2023	2023	1,847		2023	1,928
2024	2024	1,011		2024	1,063
2025	2025	129		2025	163
2026	2026	33		2026	41

Total lease payments	Total lease payments	4,866		Total lease payments	4,442
Less: imputed interest	Less: imputed interest	(312)		Less: imputed interest	(264)
Total lease liabilities	Total lease liabilities	$	4,554	Total lease liabilities	$	4,178

Table of Contents

Note 12. Equity

Common Stock

The Company currently has authorized 600,000,000 shares of common stock with a par value of $0.01. As of ~~March 31,~~June 30, 2022 and December 31, 2021, there were ~~51,192,196~~51,202,136 and 51,176,887 shares of common stock issued and outstanding, respectively.

Note 13. Earnings Per Share

Basic earnings per share ("EPS") is computed by dividing net income by the weighted average number of shares outstanding during reported periods. Diluted EPS reflects the potential dilution that could occur if securities or other contracts to issue common stock were exercised or converted into common stock of the Company during reported periods and is calculated using the treasury stock method.

~~Table of~~ ~~Contents~~

The following table presents the calculation of basic and diluted EPS of common stock:


		Three Months Ended March 31,			Three Months Ended June 30,						Six Months Ended June 30,
			2022			2021			2022		2021		2022		2021
Net income — basic and diluted	Net income — basic and diluted		$	12,340		$	9,442	Net income — basic and diluted	$	5,491	$	2,126	$	17,831	$	11,568

Weighted average number of shares outstanding — basic	Weighted average number of shares outstanding — basic		51,177,908			51,148,782		Weighted average number of shares outstanding — basic	51,197,111		51,152,979		51,187,509		51,150,881
Effect of dilutive securities:	Effect of dilutive securities:							Effect of dilutive securities:
Restricted stock units	Restricted stock units		—			31,038		Restricted stock units	422		13,608		211		22,323
Dilutive shares	Dilutive shares		—			31,038		Dilutive shares	422		13,608		211		22,323
Weighted average number of shares outstanding — diluted	Weighted average number of shares outstanding — diluted		51,177,908			51,179,820		Weighted average number of shares outstanding — diluted	51,197,533		51,166,587		51,187,720		51,173,204

Excluded: Antidilutive common stock equivalents			117,371			60,729

Earnings per share:	Earnings per share:							Earnings per share:
Basic	Basic		$	0.24		$	0.18	Basic	$	0.11	$	0.04	$	0.35	$	0.23
Diluted	Diluted		$	0.24		$	0.18	Diluted	$	0.11	$	0.04	$	0.35	$	0.23

At June 30, 2022 and June 30, 2021, there were restricted stock units and stock options totaling 595,852 and 284,059, respectively, excluded from the computation of diluted weighted-average shares outstanding because their inclusion would have been anti-dilutive.

Table of Contents

Note 14. Accumulated Other Comprehensive Income (Loss)

The following table presents the changes in accumulated other comprehensive income (loss) for unrealized gains and losses on available-for-sale securities:


		Three Months Ended March 31,					Three Months Ended June 30,				Six Months Ended June 30,
		2022		2021			2022		2021		2022		2021
Balance at beginning of period	Balance at beginning of period	$	4,384	$	13,426	Balance at beginning of period	$	(13,616)	$	6,641	$	4,384	$	13,426
Other comprehensive loss, net of tax:
Unrealized investment losses:
Unrealized investment losses arising during the period		$	(23,804)	$	(8,576)
Income tax benefit		$	(4,993)	$	(1,801)
Unrealized investment losses, net of tax		$	(18,811)	$	(6,775)
Other comprehensive gain (loss), net of tax:						Other comprehensive gain (loss), net of tax:
Unrealized investment gains (losses):						Unrealized investment gains (losses):
Unrealized investment gains (losses) arising during the period						Unrealized investment gains (losses) arising during the period	(15,470)		2,325		(39,274)		(6,251)
Income tax expense (benefit)						Income tax expense (benefit)	(3,254)		488		(8,247)		(1,313)
Unrealized investment gains (losses), net of tax						Unrealized investment gains (losses), net of tax	(12,216)		1,837		(31,027)		(4,938)
Less reclassification adjustments to:	Less reclassification adjustments to:					Less reclassification adjustments to:
Net realized investment gains (losses) included in net realized gains (losses)	Net realized investment gains (losses) included in net realized gains (losses)	$	(1,027)	$	13	Net realized investment gains (losses) included in net realized gains (losses)	(54)		10		(1,081)		23
Income tax expense (benefit)	Income tax expense (benefit)	$	(216)	$	3	Income tax expense (benefit)	(11)		2		(227)		5
Total reclassifications included in net income, net of tax	Total reclassifications included in net income, net of tax	$	(811)	$	10	Total reclassifications included in net income, net of tax	(43)		8		(854)		18
Other comprehensive loss		$	(18,000)	$	(6,785)
Other comprehensive income (loss)						Other comprehensive income (loss)	(12,173)		1,829		(30,173)		(4,956)
Balance at end of period	Balance at end of period	$	(13,616)	$	6,641	Balance at end of period	$	(25,789)	$	8,470	$	(25,789)	$	8,470

Note 15. Stock Compensation

As of ~~March 31,~~June 30, 2022, the Company has one incentive plan, the Trean Insurance Group, Inc. 2020 Omnibus Incentive Plan, (the "2020 Omnibus Plan"). The purposes of the 2020 Omnibus Plan are to provide additional incentive to selected officers, employees, non-employee directors, independent contractors, and consultants of the Company whose contributions are essential to the growth and success of the business of the Company and its affiliates, to strengthen the commitment and motivate such individuals to faithfully and diligently perform their responsibilities and to attract competent and dedicated individuals whose efforts will result in the long-term growth and profitability of the Company and its affiliates. The 2020 Omnibus Plan is administered by the Compensation, Nominating, and Corporate Governance Committee of the Company's board of directors and provides for the issuance of up to 5,058,085 shares of the Company's common stock granted in the

~~Table of~~ ~~Contents~~

form of stock options, stock appreciation rights, restricted stock, restricted stock units, stock bonuses, other stock awards, or any combination of the foregoing.

Stock Options

~~Compensation expense is recognized for all stock compensation arrangements by the Company.~~ Stock compensation expense related to stock option awards was ~~$51~~$45 and ~~$35~~$34 for the three months ended ~~March 31,~~June 30, 2022 and 2021, respectively, and $96 and $69 for the six months ended June 30, 2022 and 2021, respectively. Actual forfeitures are recognized as they occur.

Employee stock option awards granted set forth, among other things, the option exercise price, the option term, provisions regarding option exercisability, and whether the option is intended to be an incentive stock option ("ISO") or a nonqualified stock option ("NQ"). Stock options may be granted to employees at such exercise prices as the Company’s board of directors may determine but not less than 100% of the fair market value of the underlying stock as of the date of grant. Employee options vest one third annually over a period of three years and have contractual terms of 10ten years from the date of grant.

The fair value of each time-based vesting option award is estimated on the date of grant using the Black-Scholes option pricing model that uses assumptions noted in the following table. The Company’s expected volatility for the period was based on a weighted average expected volatility of an industry peer group of insurance companies of similar size, life cycle, and lines of business. Expected term is calculated using the simplified method taking into consideration the option's contractual life and vesting terms. The Company’s stock option grants qualify as plain vanilla options and as such the Company uses the simplified method in estimating its expected option term as the Company does not have sufficient historical exercise data to provide a reasonable basis upon which to estimate expected term due to the limited period of time its common shares have

Table of Contents

been publicly traded. The risk-free interest rate for periods within the contractual life of the option is based on the U.S. Treasury yield curve in effect at the time of grant. Expected dividend yields were not used in the fair value computations as the Company has never declared or paid dividends on its common stock and currently intends to retain earnings for use in operations.


	Fiscal 2022	Fiscal 2021
Expected volatility	29.8%	29.8%
Expected term	6 years	6 years
Risk-free interest rate	1.92%	1.32%

A summary of the status of the Company's stock option activity as of ~~March 31,~~June 30, 2022 and changes during the ~~three-month~~six-month period then ended are as follows:

Stock Options Weighted Average Exercise Price
Balance outstanding, December 31, 2021 120,187 $ 16.06
Granted 64,694 $ 7.04
Forfeited or cancelled (2,816) $ 17.50
Balance outstanding, March 31, 2022 182,065 $ 12.83
Options exercisable, March 31, 2022 40,373 $ 15.99

~~Table of~~ ~~Contents~~

~~The following table summarizes information regarding stock options outstanding as of March 31, 2022:~~

Options Outstanding Options Vested or Expected to Vest
Stock Options Number of Shares Weighted Average Exercise Price Weighted Average Remaining Contract Term Aggregate Intrinsic Value Number of Shares Weighted Average Exercise Price Weighted Average Remaining Contract Term Aggregate Intrinsic Value
2020 Omnibus Plan 182,065 $ 12.83 8.98 years $ — 182,065 $ 12.83 8.98 years $ —


	Stock Options	Weighted Average Exercise Price Per Share		Aggregate Intrinsic Value		Weighted Average Remaining Contract Term
Balance outstanding, December 31, 2021	120,187	$	16.06
Granted	64,694	$	7.04
Forfeited or cancelled	(13,125)	$	16.07
Balance outstanding, June 30, 2022	171,756	$	12.66	$	—	8.64 years
Balance vested and exercisable, June 30, 2022	38,500	$	16.04	$	—	8.33 years

The weighted average grant-date fair value of options granted in the ~~three~~six months ended ~~March 31,~~June 30, 2022 and 2021 was $2.30 and $5.49, respectively. As of ~~March 31,~~June 30, 2022, total unrecognized compensation cost related to stock options was ~~$449~~$363 and is expected to be recognized over a weighted average period of approximately ~~1.2~~1.1 years.

Restricted Stock Units

Compensation expense relating to restricted stock unit grants was ~~$105~~$358 and ~~$176~~$385 for the three months ended ~~March 31,~~June 30, 2022 and 2021, respectively, and $463 and $561 for the six months ended June 30, 2022 and 2021, respectively. Actual forfeitures are recognized as they occur. As of ~~March 31,~~June 30, 2022, there was ~~$3,387~~$2,906 of total unrecognized compensation cost related to non-vested restricted stock unit grants, which is expected to be recognized over a weighted average life of ~~2.1~~1.9 years. The total fair value of restricted stock units vested during the three and six months ended ~~March 31,~~June 30, 2022 was ~~$77.~~$67 and $144, respectively, and $136 during the three and six months ended June 30, 2021.

The Company has granted time-based restricted stock units ("RSUs"), performance stock units ("PSUs"), and market-based stock units ("MSUs") to certain key employees as part of the Company's long-term incentive program. The estimated fair value of restricted stock units is based on the grant date closing price of the Company's common stock for time-based and performance-based vesting awards. A Monte Carlo valuation model is used to estimate the fair value for market-based vesting awards. RSUs generally vest in three equal annual installments beginning one year from the grant date and are amortized as compensation expense over the three-year vesting period. The Company has also granted time-based restricted stock units to non-employee directors as part of the Company's annual director compensation program. Each time-based restricted stock grant to non-employee directors vests on the day immediately preceding the next annual meeting of stockholders following the date of grant. The grants are amortized as director compensation expense over the vesting period. The Company recognizes compensation expense on PSUs ratably over the requisite performance period of the award and to the extent management views the performance goal attainment as probable. The Company recognizes compensation expense on MSUs ratably over the requisite performance period of the award.

For the 2022 and 2021 fiscal year, the Company granted PSUs to certain key employees pursuant to the Company's 2020 Omnibus Plan. The number of shares earned is based on the Company’s achievement of pre-established target threshold goals for total gross written premiums over a three-year performance measurement period. The performance goals allow for a payout ranging from 0% to 200% of the target award. If performance satisfies minimum requirements to result in shares of Company common stock being awarded, the number of shares will be determined between 50% and 200% of target

Table of Contents

thresholds, as defined in the applicable award agreements. Any earned PSU will vest if the employee’s service has been continuous through the vesting date. Any PSU not earned because of failure to achieve the minimum performance goal at the end of the performance period will be immediately forfeited. The grant date fair value of the PSUs was determined based on the grant date closing price of the Company’s stock.

~~Table of~~ ~~Contents~~

For the 2022 and 2021 fiscal year, the Company granted MSUs to certain key employees pursuant to the Company's 2020 Omnibus Plan. The number of restricted stock units earned is based on the Company’s cumulative total shareholder return ("TSR"), as defined in the applicable award agreement, over a three-year performance measurement period. If TSR satisfies minimum requirements to result in shares being awarded, the number of shares will be determined between 50% and 200% shown in the table below. Any MSU not earned because of failure to achieve the minimum performance goal at the end of the performance period will be immediately forfeited. Grant date fair values were determined using a Monte Carlo valuation model based on the following assumptions:


	Fiscal 2022			Fiscal 2021
Total grant date fair value	$	391		$	845
Total grant date fair value per share	$	6.04		$	13.92
Expected volatility	40.0		%	35.0		%
Weighted average expected life	2.81 years			2.77 years
Risk-free interest rate	1.79		%	0.27		%

The percent of the target MSU that will be earned based on the Company’s TSR is as follows:

Cumulative TSR % Percent of Units Vested
Fiscal 2022 Grants Fiscal 2021 Grants
Below 29.2% Below 25.1% 0%
29.2% 25.1% 50%
52.1% 47.2% 100%
74.9% and above 69.3% and above 200%


Cumulative TSR %
Fiscal 2022	Fiscal 2021	Percent of Units Vested
Below 29.2%	Below 25.1%	0%
29.2%	25.1%	50%
52.1%	47.2%	100%
74.9% and above	69.3% and above	200%

A summary of the status of the Company’s non-vested restricted stock unit activity as of ~~March 31,~~June 30, 2022 and changes during the ~~three-month~~six-month period then ended is as follows:


		RSUs			MSUs			PSUs			Total				RSUs			MSUs			PSUs			Total
		Shares	Weighted Average Grant Date Fair Value		Shares	Weighted Average Grant Date Fair Value		Shares	Weighted Average Grant Date Fair Value		Shares	Weighted Average Grant Date Fair Value			Shares	Weighted Average Grant Date Fair Value		Shares	Weighted Average Grant Date Fair Value		Shares	Weighted Average Grant Date Fair Value		Shares	Weighted Average Grant Date Fair Value
Non-vested outstanding, December 31, 2021	Non-vested outstanding, December 31, 2021	117,109	$	15.53	50,861	$	13.92	101,748	$	17.50	269,718	$	15.97	Non-vested outstanding, December 31, 2021	117,109	$	15.53	50,861	$	13.92	101,748	$	17.50	269,718	$	15.97
Granted	Granted	64,708	$	7.04	64,709	$	6.04	64,693	$	7.04	194,110	$	6.71	Granted	87,308	$	6.88	64,709	$	6.04	64,693	$	7.04	216,710	$	6.88
Vested	Vested	(16,961)	$	17.50	—	$	—	—	$	—	(16,961)	$	17.50	Vested	(26,901)	$	14.81	—	$	—	—	$	—	(26,901)	$	14.81
Forfeited or cancelled	Forfeited or cancelled	(1,877)	$	17.50	(2,815)	$	13.92	(5,632)	$	17.50	(10,324)	$	16.52	Forfeited or cancelled	(10,313)	$	16.42	(7,038)	$	13.92	(14,080)	$	17.50	(31,431)	$	16.34
Non-vested outstanding, March 31, 2022		162,979	$	11.93	112,755	$	9.40	160,809	$	13.29	436,543	$	11.78
Non-vested outstanding, June 30, 2022														Non-vested outstanding, June 30, 2022	167,203	$	11.08	108,532	$	9.22	152,361	$	13.06	428,096	$	11.31

2423

Table of Contents

Item 2. Management's Discussion and Analysis of Financial Condition and Results of Operations

The following discussion and analysis of financial condition and results of operations for the three and six months ended ~~March 31,~~June 30, 2022 is qualified by reference to and should be read in conjunction with the accompanying unaudited condensed consolidated financial statements and the related notes included herein and the audited consolidated financial statements and notes included in our 2021 Form 10-K. The discussion and analysis below are based on comparisons between our historical financial data for different periods and include certain forward-looking statements about our business, operations, and financial performance. These forward-looking statements are subject to risks, uncertainties, assumptions, and other factors described in Item 1A — "Risk Factors" in our 2021 Form 10-K. Our actual results may differ materially from those expressed in, or implied by, those forward-looking statements. See "Forward-Looking Statements."

All references to "we," "us," "our," "the Company," "Trean," or similar terms refer to Trean Insurance Group, Inc. and its subsidiaries, unless the context otherwise requires. The information contained in this quarterly report is not a complete description of our business or the risks associated with an investment in our common stock.

The Company defines increases or decreases greater than 200% as "NM" or not meaningful.

Forward-Looking Statements

This Quarterly Report on Form 10-Q contains forward-looking statements ~~within~~as that term is defined in the ~~meaning~~Private Securities Litigation Reform Act of ~~the federal securities laws,~~1995, which statements involve substantial risks and uncertainties. Forward-looking statements generally relate to future events or our future financial performance or operating performance. In some cases, you can identify forward-looking statements because they contain words such as "may," "will," "should," "expects," "plans," "anticipates," "could," "intends," "target," "projects," "contemplates," "believes," "estimates," "predicts," "would," "potential," or "continue" or the negative of these words or other similar terms or expressions that concern our expectations, strategy, plans, or intentions. These forward-looking statements include, among others, statements relating to our future financial performance, our business prospects and strategy, anticipated financial position, liquidity and capital needs, and other similar matters. Forward-looking statements are based on management’s current expectations and assumptions about future ~~events, which~~events. These statements are ~~inherently subject to uncertainties,~~only predictions and are not guarantees of future performance. Forward-looking statements involve risks and uncertainties that could cause actual results to differ materially from those in the forward-looking statements if the underlying assumptions prove to be incorrect or as a result of risks, uncertainties, and other factors, including the impact of the COVID-19 pandemic on the business and operations of the Company, our program partners and other business relations. Other factors that may cause such differences include the risks described in the Company’s filings with the U.S. Securities and Exchange Commission, including the Company’s Annual Report on Form 10-K for the year ended December 31, 2021. These forward-looking statements speak only as of the date on which they are made. Except as required by applicable securities laws, the Company disclaims any obligation to update or revise any forward-looking statement, whether as a result of new information, future developments, changes in ~~circumstances that~~assumptions or otherwise. Investors are ~~difficult~~cautioned not to ~~predict.~~place undue reliance on the forward-looking statements contained in this press release or in other filings and public statements of the Company.

The outcome of the events described in these forward-looking statements is subject to risks, uncertainties, and assumptions, which in many cases are beyond our control, as described in "Item 1A — Risk Factors" in our 2021 Form 10-K and in this Quarterly Report on Form 10-Q. Our statements reflecting these risks and uncertainties are not exhaustive, and other risks and uncertainties may currently exist or may arise in the future that could have material effects on our business, operations, and financial condition. We cannot assure you that the results, events, and circumstances reflected in the forward looking statements reflected in this Quarterly Report on Form 10-Q and our other public statements and securities filings will be achieved or occur, and actual results, events or circumstances could differ materially from those described in the forward looking statements.

These forward-looking statements speak only as of the date on which such statements are made. We undertake no obligation, and do not intend, to update any forward looking statements after the date of this Quarterly Report on Form 10-Q or to conform such statements to actual results or revised expectations, except as required by applicable securities laws or the rules and regulations of the Securities and Exchange Commission ("SEC").

Table of Contents

Overview

We are a provider of products and services to the specialty insurance market. We underwrite specialty casualty insurance products both through our Program Partners and also through our Owned MGAs. We also provide our Program Partners with a variety of services, including issuing carrier services, claims administration, and reinsurance brokerage, from which we generate recurring fee-based revenues.

We have one reportable segment. We provide our insurance products and services to our Program Partners and Owned MGAs focused on specialty lines. We target a diversified portfolio of small to medium programs, typically with less than $30 million of premiums, that focus on niche segments of the specialty casualty insurance market and that we believe have strong underwriting track records.

~~Table of~~ ~~Contents~~

Coronavirus ("COVID-19") Impact

We are monitoring the ~~impact of the~~ ongoing ~~continuation of the~~ COVID-19 pandemic on our business, including how it may impact our premium revenue, loss experience and loss expense, liquidity, and our regulatory capital and surplus, and operations. Significant progress has been made to combat the outbreak of COVID-19; however, the global pandemic, including resulting inflationary pressures, has adversely impacted both the domestic and foreign economies and could still have a materially adverse impact on the Company.

Workforce Operations

Following the emergence of the COVID-19 pandemic in early 2020, we took a number of actions to protect the health of the public and our employees and to comply with directives and advice of governmental authorities and public health experts. We responded by developing a Preparedness Plan that outlined both corporate-wide and location-specific modifications to working conditions and operations in our offices. ~~As state, city,~~

We continue to navigate through these challenges with a sharp focus on and ~~county guidelines progress,~~goal of safeguarding our employees, helping our customers and managing impacts on our business. Despite the unprecedented environment, our teams are executing at a high level and we have implemented new health and safety in-office procedures where necessary while continuing to monitor the progression of new COVID-19 variants and related developments that could impact us in the future.are advancing our strategy.

Premium Revenue, Claims and Losses

We have not experienced a material impact to our premium revenue as a result of the COVID-19 pandemic. During the ~~three~~six months ended ~~March 31,~~June 30, 2022, compared to the ~~three~~six months ended ~~March 31,~~June 30, 2021, gross written premiums increased by ~~10.0%~~4.1% and gross earned premiums increased by ~~23.6%~~18.3%, primarily driven by both significant growth in our existing Program Partner ~~business.~~business as well as the addition of new Program Partners. Because a majority of our gross written premiums are related to workers’ compensation insurance, revenue trends could be impacted in future periods if the COVID-19 pandemic were to continue or significantly get worse. However, a significant portion of our workers’ compensation premiums are pay-as-you-go programs, which reduces our downside risk from future premium audits or refunds.

We also have not experienced a material impact in our reported claims or incurred losses in the first ~~three~~six months of 2022 as a specific result of the COVID-19 pandemic.

Table of Contents

Investment Portfolio

With respect to our investment portfolio, we seek to hold a high-quality, diversified portfolio of investments, which are primarily in fixed maturity and available-for-sale investments and as such, our investment portfolio has limited exposure to equity market volatility. For the ~~three~~six months ended ~~March 31,~~June 30, 2022, we experienced a decrease of ~~$23,804~~$39,274 in the fair value of our fixed maturities investment portfolio. The decline in the fair value of our fixed maturity investments is primarily attributable to the recent rise in interest rates driven primarily by changing conditions in the financial markets as compared to the comparatively lower rates that prevailed during the initial part of the COVID-19 pandemic in 2020 and 2021, rather than underlying credit risk within our investment portfolio. If there were to be continued equity and debt financial market volatility, which in turn could create mark-to-market investment valuation decreases, we expect there could be additional or increased unrealized losses recorded or realized losses, if sold, in future reporting periods. In addition, if there were to be continued equity financial market volatility, which in turn could create mark-to-market investment valuation decreases, we expect there could be additional or increased unrealized losses on equity investments held, which are recorded through net investment income, in future reporting periods. However, given the conservative nature of our investment portfolio, we expect that any adverse impact on the value of our investment portfolio, as it relates to COVID-19, will be temporary, and we do not expect a long-term negative impact on our financial condition, results of operations or cash flows.

Other Concerns

Adverse events such as changes in the overall public health environment, changing infection patterns and new variants of COVID-19, health-related concerns about working in our offices, restrictions on travel, the potential impact on our business partners and customers, and other matters affecting our general work and business environment could harm our business and delay the implementation of our business strategy. We cannot anticipate all the ways in which the current global health crisis and financial market conditions could adversely impact our business in the future.

Significant Components of Results of Operations

Gross written premiums: Gross written premiums are the amounts received or to be received for insurance policies written or assumed by us during a specific period of time without reduction for general and administrative expenses (including policy acquisition costs), reinsurance costs or other deductions. The volume of our gross written premiums in any given period is generally influenced by:

~~Table of~~ ~~Contents~~

•addition and retention of Program Partners;

•new business submissions to our Program Partners;

•binding of new business submissions into policies;

•renewals of existing policies; and

•average size and premium rate of bound policies.

Gross earned premiums: Gross earned premiums are the earned portion of gross written premiums. We earn insurance premiums on a pro rata basis over the term of the policy. Our insurance policies generally have a term of one year.

Ceded earned premiums: Ceded earned premiums are the amount of gross earned premiums ceded to reinsurers. We enter into reinsurance contracts to limit our maximum losses and diversify our exposure and provide statutory surplus relief. The volume of our ceded earned premiums is affected by the level of our gross earned premiums and any decision we make to increase or decrease limits, retention levels, and co-participations.

Net earned premiums: Net earned premiums represent the earned portion of our gross written premiums, less that portion of our gross written premiums that is earned and ceded to third-party reinsurers, including our Program Partners and professional reinsurers, under our reinsurance agreements.

Net investment income: We earn investment income on our portfolio of cash and invested assets. Our cash and invested assets are primarily comprised of fixed maturities, including other equity ~~securities,~~investments and short-term investments. Our net investment income includes interest income on our invested assets, income on funds held investments as well as unrealized gains and losses on our equity portfolio.

Table of Contents

Net realized gains/losses: Net realized gains/losses are a function of the difference between the amount received by us on the sale of a security and the security’s recorded value as well as any "other-than-temporary impairments" relating to fixed maturity investments recognized in earnings.

Other revenue: Other revenue includes brokerage, third-party administrative, management, consulting, and other fee-based revenues, which are commonly based on written premiums.

Loss and loss adjustment expenses (LAE): Losses and LAE are net of reinsurance and include claims paid, estimates of future claim payments, changes in those estimates from prior reporting periods and costs associated with investigating, defending, and servicing claims. In general, our losses and LAE are affected by:

•frequency of claims associated with the particular types of insurance contacts that we write;

•trends in the average size of losses incurred on a particular type of business;

•mix of business written by us;

•changes in the legal or regulatory environment related to the business we write;

•trends in legal defense costs;

•wage inflation; and

•inflation in medical costs.

Losses and LAE are based on an actuarial analysis of the estimated losses, including losses incurred during the period and changes in estimates from prior periods. Losses and LAE may be paid out over a period of years.

General and administrative expenses: General and administrative expenses include net commissions, insurance-related expenses, and general and administrative operating expenses. Net commissions consist of policy acquisition costs and other underwriting expenses, net of ceding commissions. Policy acquisition costs are principally comprised of the commissions we pay our brokers and program managers. Policy acquisition costs that are directly related to the successful acquisition or reinsurance of those policies are deferred. All policy acquisition costs are charged to expense in proportion to premium earned over the policy life. We receive ceding commissions on business ceded under our reinsurance contracts. ~~Insurance-~~

~~Table of~~ ~~Contents~~

~~related~~Insurance-related expenses largely consist of state premium taxes. General and administrative operating expenses ~~primarily~~ include employee salaries and benefits, corporate business insurance costs, technology costs, office rent, and professional services fees such as legal, accounting, audit, tax, and actuarial services.

Intangible asset amortization: Intangible asset amortization consists of expenses incurred related to the amortization of intangible assets recorded as a result of business acquisitions and consists of trade names, customer lists and relationships, and non-compete agreements.

Noncash stock compensation: Noncash stock compensation includes expenses related to the fair value and issuance of restricted stock units (time, market and performance-based) and stock options.

Gains on embedded derivatives: Gains (losses) on embedded derivatives consist of the change in fair value of derivatives, the effect of net investment income on funds held investments, and the effect of realized gains and loss on funds held investments.

Interest expense: Interest expense consists primarily of interest paid on our term loan facility (See "Financial Condition, Liquidity and capital resources — Debt and Credit Agreements").

Other income: Other income consists primarily of sublease revenue and other miscellaneous income items.

Equity earnings in affiliates, net of tax: Equity earnings in affiliates, net of tax includes the Company's share of earnings from equity method investments.

Table of Contents

Key Metrics

We discuss certain key financial and operating metrics, described below, which provide useful information about our business and the operational factors underlying our financial performance.

Underwriting income is a non-GAAP financial measure defined as income before taxes excluding net investment income, investment revaluation gains, net realized gains or losses, intangible asset amortization, noncash stock compensation, gains and losses on embedded derivatives, interest expense, other revenue, and other income and expenses. See "Reconciliation of Non-GAAP Financial Measures" for a reconciliation of underwriting income to income before taxes in accordance with GAAP.

Adjusted net income is a non-GAAP financial measure defined as net income excluding the impact of certain items, including noncash intangible asset amortization and stock compensation, noncash changes in ~~the~~ fair value of embedded derivatives, other expenses, and gains or losses that we believe do not reflect our core operating performance, which items may have a disproportionate effect in a given period, affecting comparability of our results across periods. See "Reconciliation of Non-GAAP Financial Measures" for a reconciliation of adjusted net income to net income in accordance with GAAP.

Loss ratio, expressed as a percentage, is the ratio of losses and LAE to net earned premiums.

Expense ratio, expressed as a percentage, is the ratio of general and administrative expenses to net earned premiums.

Combined ratio is the sum of the loss ratio and the expense ratio. A combined ratio under 100% generally indicates an underwriting profit. A combined ratio over 100% generally indicates an underwriting loss.

Return on equity is net income expressed on an annualized basis as a percentage of average beginning and ending stockholders' equity during the period.

Adjusted return on equity is a non-GAAP financial measure defined as adjusted net income expressed on an annualized basis as a percentage of average beginning and ending stockholders' equity during the period. See "Reconciliation of Non-GAAP Financial Measures" for a reconciliation of adjusted return on equity to return on equity in accordance with GAAP.

Tangible stockholders' equity is defined as stockholders' equity less goodwill and other intangible assets.

Return on tangible equity is a non-GAAP financial measure defined as net income expressed on an annualized basis as a percentage of average beginning and ending tangible stockholders' equity during the period. See "Reconciliation of Non-GAAP Financial Measures" for a reconciliation of return on tangible equity to return on equity in accordance with GAAP.

~~Table of~~ ~~Contents~~

Adjusted return on tangible equity is a non-GAAP financial measure defined as adjusted net income expressed on an annualized basis as a percentage of average beginning and ending tangible stockholders' equity during the period. See "Reconciliation of Non-GAAP Financial Measures" for a reconciliation of adjusted return on tangible equity to return on tangible equity in accordance with GAAP.

Table of Contents

Results of Operations

Consolidated Results of Operations for the Three Months Ended ~~March 31,~~June 30, 2022 Compared to ~~March 31,~~June 30, 2021

The following table summarizes our results of operations for the three months ended ~~March 31,~~June 30, 2022 and 2021:

Three Months Ended March 31, Change
Percentage Change (1)
(in thousands, except for percentages) 2022 2021
Revenues
Gross written premiums 161,403 146,730 $ 14,673 10.0 %
Increase in gross unearned premiums (2,864) (18,431) 15,567 (84.5) %
Gross earned premiums 158,539 128,299 30,240 23.6 %
Ceded earned premiums (94,362) (87,165) (7,197) 8.3 %
Net earned premiums 64,177 41,134 23,043 56.0 %
Net investment income 2,576 2,272 304 13.4 %
Net realized gains (losses) (1,047) 13 (1,060) NM
Other revenue 3,201 4,655 (1,454) (31.2) %
Total revenue 68,907 48,074 20,833 43.3 %
Expenses
Losses and loss adjustment expenses 39,193 24,881 14,312 57.5 %
General and administrative expenses 18,300 11,891 6,409 53.9 %
Intangible asset amortization 1,499 1,414 85 6.0 %
Noncash stock compensation 156 211 (55) (26.1) %
Interest expense 408 427 (19) (4.4) %
Total expenses 59,556 38,824 20,732 53.4 %
Gains on embedded derivatives 6,236 2,676 3,560 133.0 %
Other income 23 121 (98) (81.0) %
Income before taxes 15,610 12,047 3,563 29.6 %
Income tax expense 3,270 2,605 665 25.5 %
Net income $ 12,340 $ 9,442 $ 2,898 30.7 %
(1) The Company defines increases or decreases greater than 200% as "NM" or not meaningful.


	Three Months Ended June 30,				Change		Percentage Change (1)
(in thousands, except for percentages)	2022		2021
Revenues
Gross written premiums	$	154,189	$	156,551	$	(2,362)	(1.5)%
Decrease (increase) in gross unearned premiums	2,953		(17,927)		20,880		(116.5)%
Gross earned premiums	157,142		138,624		18,518		13.4%
Ceded earned premiums	(91,132)		(90,681)		(451)		0.5%
Net earned premiums	66,010		47,943		18,067		37.7%
Net investment income	(391)		2,103		(2,494)		(118.6)%

Net realized gains	1,349		10		1,339		NM
Other revenue	1,804		1,229		575		46.8%
Total revenue	68,772		51,285		17,487		34.1%
Expenses
Losses and loss adjustment expenses	40,887		29,725		11,162		37.6%
General and administrative expenses	21,679		15,267		6,412		42.0%
Other expenses	268		845		(577)		(68.3)%
Intangible asset amortization	1,500		1,413		87		6.2%
Noncash stock compensation	403		419		(16)		(3.8)%
Interest expense	467		425		42		9.9%
Total expenses	65,204		48,094		17,110		35.6%
Gains (losses) on embedded derivatives	3,356		(686)		4,042		NM
Other income	24		35		(11)		(31.4)%
Income before taxes	6,948		2,540		4,408		173.5%
Income tax expense	1,457		414		1,043		NM

Net income	$	5,491	$	2,126	$	3,365	158.3%

(1) The Company defines increases or decreases greater than 200% as "NM" or not meaningful.

Table of Contents

The table below shows the total premiums earned on a gross and net basis for the respective three-month periods:


		Three Months Ended March 31,							Three Months Ended June 30,
(in thousands, except for percentages)	(in thousands, except for percentages)	2022			2021			(in thousands, except for percentages)	2022			2021
Key metrics:	Key metrics:							Key metrics:
Underwriting income(1)	Underwriting income(1)	$	6,684		$	4,362		Underwriting income(1)	$	3,444		$	2,951
Adjusted net income(1)	Adjusted net income(1)	$	8,304		$	8,109		Adjusted net income(1)	$	5,546		$	4,316
Loss ratio	Loss ratio	61.1		%	60.5		%	Loss ratio	61.9		%	62.0		%
Expense ratio	Expense ratio	28.5		%	28.9		%	Expense ratio	32.8		%	31.8		%
Combined ratio	Combined ratio	89.6		%	89.4		%	Combined ratio	94.7		%	93.8		%
Return on equity	Return on equity	11.8		%	9.2		%	Return on equity	5.3		%	2.0		%
Adjusted return on equity(1)	Adjusted return on equity(1)	7.9		%	7.9		%	Adjusted return on equity(1)	5.4		%	4.2		%
Return on tangible equity(1)	Return on tangible equity(1)	24.1		%	19.2		%	Return on tangible equity(1)	11.0		%	4.2		%
Adjusted return on tangible equity(1)	Adjusted return on tangible equity(1)	16.2		%	16.5		%	Adjusted return on tangible equity(1)	11.1		%	8.6		%
															(1) This metric represents a non-GAAP financial measure. See 'Reconciliation of Non-GAAP Financial Measures' for a reconciliation of this metric to the applicable GAAP metric.


		Three Months Ended March 31,				Change				Percentage Change (1)			Three Months Ended June 30,					Change		Percentage Change
(in thousands, except for percentages)	(in thousands, except for percentages)	2022		2021				(in thousands, except for percentages)	2022					2021
Revenues	Revenues														Revenues
Gross written premiums	Gross written premiums	$	161,403	$	146,730	$	14,673			10.0	%	Gross written premiums	$	154,189		$	156,551	$	(2,362)	(1.5)%
Increase in gross unearned premiums	Increase in gross unearned premiums	(2,864)		(18,431)		15,567				(84.5)	%	Increase in gross unearned premiums	2,953			(17,927)		20,880		(116.5)%
Gross earned premiums	Gross earned premiums	158,539		128,299		30,240				23.6	%	Gross earned premiums	157,142			138,624		18,518		13.4%
Ceded earned premiums	Ceded earned premiums	(94,362)		(87,165)		(7,197)				8.3	%	Ceded earned premiums	(91,132)			(90,681)		(451)		0.5%
Net earned premiums	Net earned premiums	$	64,177	$	41,134	$	23,043			56.0	%	Net earned premiums	$	66,010		$	47,943	$	18,067	37.7%

(1) The Company defines increases or decreases greater than 200% as "NM" or not meaningful.

Gross written premiums: Gross written premiums ~~increased $14,673,~~decreased $2,362, or ~~10.0%~~(1.5)%, to ~~$161,403~~$154,189 for the three month ended June 30, 2022, compared to $156,551 for the three months ended ~~March 31, 2022, compared to $146,730 for the three months ended March 31,~~June 30, 2021. The decrease was primarily driven by the Company’s continued focus on maintaining underwriting discipline in an unusually competitive environment and a more

gradual increase ~~is primarily attributable to the growth~~of current year premium from new program partners added in ~~our existing Program Partner business~~2021 and ~~the changes in gross written premiums were due to the following:~~2022 than originally estimated.

Workers' compensation represented ~~61.1%~~58.8% of our gross written premiums for the three months ended ~~March 31,~~June 30, 2022, compared to ~~67.6%~~60.0% for the three months ended ~~March 31,~~June 30, 2021. For the three months ended ~~March 31,~~June 30, 2022, gross written premiums for workers' compensation decreased by ~~$593,~~$3,240, or ~~0.6%~~3.4%, compared to the same period in ~~2021. The moderation in growth and shift in mix reflects our ongoing effort to diversify our lines of business and a strategic~~2021, reflecting the intentional decrease in ~~our~~ California ~~worker's compensation~~ business that resulted from the Company's measures undertaken to exit certain unfavorable risks in ~~2021.~~2021 in keeping with our overall strategy to prioritize underwriting discipline, coupled with a recent highly competitive market.

All other non-workers' compensation liability represented ~~38.9%~~41.2% of our gross written premiums for the three ~~months~~month ended ~~March 31,~~June 30, 2022, compared to ~~32.4%~~40.0% for the three months ended ~~March 31,~~June 30, 2021. For the three months ended ~~March 31,~~June 30, 2022, gross written premiums for all other non-workers' compensation liability increased ~~$15,266,~~$878, or ~~32.1%~~1.4%, compared to the same period in 2021. The increase is due primarily to growth in our accident & health, commercial auto and commercial lines, a result of continued line of business diversification.

Gross earned premiums: Gross earned premiums increased ~~$30,240,~~$18,518, or ~~23.6%~~13.4%, to ~~$158,539~~$157,142 for the three months ended ~~March 31,~~June 30, 2022, compared to ~~$128,299~~$138,624 for the three months ended ~~March 31,~~June 30, 2021. The increase in gross earned premiums reflects the increase in gross unearned premiums of $20,880 net of a decrease in gross written premiums of ~~$14,673 net of a reduction in gross unearned premiums of $15,567.~~$2,362. Gross

~~Table of~~ ~~Contents~~

earned premiums as a percentage of gross written premiums increased to ~~98.2%~~101.9% for the three months ended ~~March 31,~~June 30, 2022, compared to ~~87.4%~~88.5% for the three months ended ~~March 31,~~June 30, 2021.

Table of Contents

Ceded earned premiums: Ceded earned premiums increased ~~$7,197,~~$451, or ~~8.3%~~0.5%, to ~~$94,362~~$91,132 for the three months ended ~~March 31,~~June 30, 2022, compared to ~~$87,165~~$90,681 for the three months ended ~~March 31,~~June 30, 2021. The increase in ceded earned premiums is primarily driven by the growth in gross earned premiums as described above, partially offset by an increase in our retention. Ceded earned premiums as a percentage of gross earned premiums decreased to ~~59.5%~~58.0% for the three months ended ~~March 31,~~June 30, 2022, compared to ~~67.9%~~65.4% for the three months ended ~~March 31,~~June 30, 2021, reflecting the Company's strategic decision to retain more gross written premiums.

Net earned premiums: Net earned premiums increased ~~$23,043,~~$18,067, or ~~56.0%~~37.7%, to ~~$64,177~~$66,010 for the three months ended ~~March 31,~~June 30, 2022, compared to ~~$41,134~~$47,943 for the three months ended ~~March 31,~~June 30, 2021. The increase is primarily due to the growth in gross earned premiums as described above and the Company's strategic decision to retain more gross written premiums.

Net investment income (loss): Net investment income ~~increased $304,~~decreased $2,494, or ~~13.4%~~118.6%, to ~~$2,576~~a loss of $391 for the three months ended ~~March 31,~~June 30, 2022, compared to ~~$2,272~~$2,103 for the three months ended ~~March 31,~~June 30, 2021. The ~~increase~~decrease reflects ~~the reinvestment~~unrealized losses on equity securities of ~~funds from lower yielding maturities, pay downs and redemptions into higher yielding investments and an increase in our average invested balance.~~$3,441, partially offset by interest income. During the first quarter of 2022, we purchased ~~$33,288 higher-yielding~~high-yield equity securities, which we believe will improve the yield on our portfolio.

Net realized gains ~~(losses)~~: Net realized ~~losses~~gains were ~~$1,047~~$1,349 for the three months ended ~~March 31,~~June 30, 2022, compared to ~~net realized gains of $13~~$10 for the three months ended ~~March 31,~~June 30, 2021. ~~We executed a repositioning strategy~~The increase was primarily due to ~~sell some~~earn-out proceeds received of ~~our lower-yielding assets and purchased higher-yielding investments, prior~~$1,400 related to ~~anticipated interest rate increases. This turnover~~the Company's sale of TRI in ~~our portfolio resulted in realized losses recorded of $1,022.~~2021.

Other revenue: Other revenue ~~decreased $1,454,~~increased $575, or ~~31.2%~~46.8%, to ~~$3,201~~$1,804 for the three months ended ~~March 31,~~June 30, 2022, compared to ~~$4,655~~$1,229 for the three months ended ~~March 31,~~June 30, 2021. The ~~decrease~~increase is ~~largely~~primarily driven by ~~a reduction~~an increase in brokerage revenue of $862 due to lower placement rates reflecting the Company's continued increase in retention year over year. In addition, there was a slight reduction in managing general agent fees, consulting and other fee-based revenue during the period.$452.

Losses and loss adjustment expenses: Losses and LAE increased ~~$14,312,~~$11,162, or ~~57.5%~~37.6%, to ~~$39,193~~$40,887 for the three months ended ~~March 31,~~June 30, 2022, compared to ~~$24,881~~$29,725 for the three months ended ~~March 31,~~June 30, 2021. The increase is primarily attributable to the growth in earned premiums and increased retention during the three months ended ~~March 31,~~June 30, 2022. This resulted in a loss ratio of ~~61.1%~~61.9% for the three months ended ~~March 31,~~June 30, 2022 compared to ~~60.5%~~62.0% for the three months ended ~~March 31,~~June 30, 2021.

General and administrative expenses: General and administrative expenses increased ~~$6,409,~~$6,412, or ~~53.9%~~42.0%, to ~~$18,300~~$21,679 for the three months ended ~~March 31,~~June 30, 2022, compared to ~~$11,891~~$15,267 for the three months ended ~~March 31,~~June 30, 2021. The expense ratio was ~~28.5%~~32.8% for the three months ended ~~March 31,~~June 30, 2022, compared to ~~28.9%~~31.8% for the three months ended ~~March 31,~~June 30, 2021.

Table of Contents

The table below shows the components of general and administrative expenses for the respective three-month periods:


		Three Months Ended March 31,									Three Months Ended June 30,
		2022			2021			Change			2022			2021			Change
Direct commissions	Direct commissions	$	27,908		$	23,108		$	4,800	Direct commissions	$	29,133		$	27,602		$	1,531
Ceding commissions	Ceding commissions	(26,997)			(28,208)			1,211		Ceding commissions	(26,628)			(29,684)			3,056
Net commissions	Net commissions	911			(5,100)			6,011		Net commissions	2,505			(2,082)			4,587
Insurance-related expenses	Insurance-related expenses	5,771			4,276			1,495		Insurance-related expenses	5,889			5,149			740
General and administrative operating expenses	General and administrative operating expenses	11,618			12,715			(1,097)		General and administrative operating expenses	13,285			12,200			1,085
Total general and administrative expenses	Total general and administrative expenses	$	18,300		$	11,891		$	6,409	Total general and administrative expenses	$	21,679		$	15,267		$	6,412

General and administrative expenses — % of gross written premiums	General and administrative expenses — % of gross written premiums	7.2		%	8.7		%			General and administrative expenses — % of gross written premiums	8.6		%	7.8		%
Retention rate (1)	Retention rate (1)	40.5		%	32.1		%			Retention rate (1)	42.0		%	34.6		%
Direct commission rate (2)	Direct commission rate (2)	17.6		%	18.0		%			Direct commission rate (2)	18.5		%	19.9		%
Ceding commission rate (3)	Ceding commission rate (3)	28.6		%	32.4		%			Ceding commission rate (3)	29.2		%	32.7		%
																			(1) Net earned premium as a percentage of gross earned premiums.	(2) Direct commissions as a percentage of gross earned premiums.	(3) Ceding commissions as a percentage of ceded earned premiums.

Direct commissions increased ~~$4,800~~$1,531 primarily due to an increase in gross earned premiums. Ceding commissions decreased ~~$1,211~~$3,056 primarily due to an increase in retention, partially offset by an increase in ceded earned premiums reflecting the increase in gross earned premiums. Insurance-related expenses increased ~~$1,495~~$740 primarily as a result of an increase in gross earned premiums. General and administrative operating expenses ~~decreased $1,097.~~increased $1,085. The ~~decrease~~increase in general and administrative operating expense is primarily the result of an increase in salaries and benefits of $1,074 which related primarily to a ~~decrease~~general increase in ~~professional fees of $801 and depreciation of $89.~~workforce.

Intangible asset amortization: Intangible asset amortization increased ~~$85~~$87 to ~~$1,499~~$1,500 for the three months ended ~~March 31,~~June 30, 2022, compared to ~~$1,414~~$1,413 for the three months ended ~~March 31,~~June 30, 2021. The increase is driven by the addition of intangible assets acquired in the acquisition of WIC in the third quarter of 2021.

Noncash stock compensation: Noncash stock compensation was ~~$156~~$403 for the three months ended ~~March 31,~~June 30, 2022, compared with ~~$211~~$419 for the three months ended ~~March 31,~~June 30, 2021. Expenses incurred during both periods ~~relates~~relate to the fair value of restricted stock units and stock options granted under the Company's 2020 Omnibus Plan ~~amortized~~recognized over ~~appropriate and applicable vesting~~the requisite service periods.

Gains (losses) on embedded derivatives:

The table below shows the components of gains (losses) on embedded derivatives for the respective three-month periods:


		Three Months Ended March 31,							Three Months Ended June 30,
		2022		2021		Change			2022		2021		Change
Change in fair value of embedded derivatives	Change in fair value of embedded derivatives	$	6,896	$	3,356	$	3,540	Change in fair value of embedded derivatives	$	4,140	$	(167)	$	4,307
Effect of net investment income on funds held investments	Effect of net investment income on funds held investments	(668)		(680)		12		Effect of net investment income on funds held investments	(774)		(519)		(255)
Effect of realized gains on funds held investments	Effect of realized gains on funds held investments	8		—		8		Effect of realized gains on funds held investments	(10)		—		(10)
Total gains on embedded derivatives		$	6,236	$	2,676	$	3,560
Total gains (losses) on embedded derivatives								Total gains (losses) on embedded derivatives	$	3,356	$	(686)	$	4,042

Gains on embedded derivatives increased ~~$3,560~~$4,042 to ~~$6,236~~$3,356 for the three months ended ~~March 31,~~June 30, 2022, compared to ~~$2,676~~a loss of $686 for the three months ended ~~March 31,~~June 30, 2021. The gain reflected an increase in the ~~change in~~ fair value of embedded derivatives of ~~$3,540,~~$4,307, the effect of investment income on funds held investments of ~~$12~~$(255) and the effect of realized ~~gains~~losses on funds held

Table of Contents

~~funds held~~ investments of ~~$8.~~$10. The increase in ~~the~~ fair value of the embedded derivatives ~~is a result of~~resulted primarily from the ~~recent~~ increase in interest rates between periods, which has reduced the fair value of the underlying funds held ~~investments~~ under reinsurance agreements.

Income tax expense: Income tax expense was ~~$3,270~~$1,457 for the three months ended ~~March 31,~~June 30, 2022, which resulted in an effective tax rate of ~~20.9%~~21.0%. The ~~decrease in the~~ effective tax rate ~~from~~equaled the statutory rate of 21% ~~was primarily due to~~since the impact of state taxes were offset by the impact of tax-exempt municipal income on the Company's ~~investments, partially offset by the impact of state taxes.~~investments. For the three months ended ~~March 31,~~June 30, 2021, income tax expense was ~~$2,605,~~$414, which resulted in an effective tax rate of ~~21.6%~~16.3%. The ~~increase~~decrease in the effective tax rate from the statutory rate of 21% is due primarily to the impact of ~~state taxes.~~tax exempt municipal income on the Company's investments.

Owned MGAs and Program Partner Premiums:

The following table shows the total premiums earned on a gross and net basis for Owned MGAs and Program Partners:


		Three Months Ended March 31, 2022							Three Months Ended June 30, 2022
		Owned MGAs		Program Partner		Total			Owned MGAs		Program Partner		Total
Gross written premiums	Gross written premiums	$	68,644	$	92,759	$	161,403	Gross written premiums	$	59,839	$	94,350	$	154,189
Increase in gross unearned premiums	Increase in gross unearned premiums	(5,259)		2,395		(2,864)		Increase in gross unearned premiums	900		2,053		2,953
Gross earned premiums	Gross earned premiums	63,385		95,154		158,539		Gross earned premiums	60,739		96,403		157,142
Ceded earned premiums	Ceded earned premiums	(25,389)		(68,973)		(94,362)		Ceded earned premiums	(21,938)		(69,194)		(91,132)
Net earned premiums	Net earned premiums	$	37,996	$	26,181	$	64,177	Net earned premiums	$	38,801	$	27,209	$	66,010

We utilize both quota share and catastrophe excess of loss ("XOL") contracts in our reinsurance strategy for our Owned MGAs and Program Partners. For the three months ended ~~March 31,~~June 30, 2022, the Company retained ~~59.9%~~63.9% of gross earned premiums for Owned MGAs, compared to ~~27.5%~~28.2% for Program Partners.

Table of Contents

Consolidated Results of Operations for the Six Months Ended June 30, 2022 Compared to June 30, 2021

The following table summarizes our results of operations for the six months ended June 30, 2022 and 2021:


	Six Months Ended June 30,				Change		Percentage Change (1)
(in thousands, except for percentages)	2022		2021
Revenues
Gross written premiums	$	315,592	$	303,281	$	12,311	4.1	%
Increase in gross unearned premiums	89		(36,358)		36,447		(100.2)	%
Gross earned premiums	315,681		266,923		48,758		18.3	%
Ceded earned premiums	(185,494)		(177,846)		(7,648)		4.3	%
Net earned premiums	130,187		89,077		41,110		46.2	%
Net investment income	2,185		4,375		(2,190)		(50.1)	%

Net realized gains	302		23		279		NM
Other revenue	5,005		5,884		(879)		(14.9)	%
Total revenue	137,679		99,359		38,320		38.6	%
Expenses
Losses and loss adjustment expenses	80,080		54,606		25,474		46.7	%
General and administrative expenses	39,979		27,158		12,821		47.2	%

Intangible asset amortization	2,999		2,827		172		6.1	%
Noncash stock compensation	559		630		(71)		(11.3)	%
Interest expense	875		852		23		2.7	%
Total expenses	124,760		86,918		37,842		43.5	%
Gains (losses) on embedded derivatives	9,592		1,990		7,602		NM
Other income	47		156		(109)		(69.9)	%
Income before taxes	22,558		14,587		7,971		54.6	%
Income tax expense	4,727		3,019		1,708		56.6	%

Net income	$	17,831	$	11,568	$	6,263	54.1	%

(1) The Company defines increases or decreases greater than 200% as "NM" or not meaningful.

Table of Contents

The table below shows the total premiums earned on a gross and net basis for the respective six-month periods:


	Six Months Ended June 30,
(in thousands, except for percentages)	2022			2021
Key metrics:
Underwriting income(1)	$	10,128		$	7,313
Adjusted net income(1)	$	13,850		$	12,425
Loss ratio	61.5		%	61.3		%
Expense ratio	30.7		%	30.5		%
Combined ratio	92.2		%	91.8		%
Return on equity	8.6		%	5.6		%
Adjusted return on equity(1)	6.7		%	6.0		%
Return on tangible equity(1)	17.6		%	11.6		%
Adjusted return on tangible equity(1)	13.7		%	12.5		%

(1) This metric represents a non-GAAP financial measure. See 'Reconciliation of Non-GAAP Financial Measures' for a reconciliation of this metric to the applicable GAAP metric.


	Six Months Ended June 30,				Change		Percentage Change
(in thousands, except for percentages)	2022		2021
Revenues
Gross written premiums	$	315,592	$	303,281	$	12,311	4.1	%
Increase in gross unearned premiums	89		(36,358)		36,447		(100.2)	%
Gross earned premiums	315,681		266,923		48,758		18.3	%
Ceded earned premiums	(185,494)		(177,846)		(7,648)		4.3	%
Net earned premiums	$	130,187	$	89,077	$	41,110	46.2	%

Gross written premiums: Gross written premiums increased $12,311, or 4.1%, to $315,592 for the six months ended June 30, 2022, compared to $303,281 for the six months ended June 30, 2021. The increase is primarily attributable to the growth in our existing Program Partner business and the following changes in gross written premiums by line of business:

Workers' compensation represented 60.0% of our gross written premiums for the six months ended June 30, 2022, compared to 63.7% for the six months ended June 30, 2021. For the six months ended June 30, 2022, gross written premiums for workers' compensation decreased by $3,833, or 2.0%, compared to the same period in 2021, reflecting the intentional decrease in California business that resulted from the Company's measures undertaken to reduce certain unfavorable risks in 2021 in keeping with our overall strategy to prioritize underwriting discipline, coupled with a recent highly competitive market.

All other non-workers' compensation liability represented 40.0% of our gross written premiums for the six months ended June 30, 2022, compared to 36.3% for the six months ended June 30, 2021. For the six months ended June 30, 2022, gross written premiums for all other non-workers' compensation liability increased $16,144, or 14.7%, compared to the same period in 2021. The increase is due primarily to growth in our accident & health, commercial auto, commercial, and auto physical damage lines, which is a result of continued line of business diversification.

Gross earned premiums: Gross earned premiums increased $48,758, or 18.3%, to $315,681 for the six months ended June 30, 2022, compared to $266,923 for the six months ended June 30, 2021. The increase in gross earned premiums reflects the increase in gross written premiums of $12,311 and an increase in gross unearned premiums of $36,447. Gross earned premiums as a percentage of gross written premiums increased to 100.0% for the six months ended June 30, 2022, compared to 88.0% for the six months ended June 30, 2021.

Table of Contents

Ceded earned premiums: Ceded earned premiums increased $7,648, or 4.3%, to $185,494 for the six months ended June 30, 2022, compared to $177,846 for the six months ended June 30, 2021. The increase in ceded earned premiums is primarily driven by the growth in gross earned premiums as described above, partially offset by an increase in our retention. Ceded earned premiums as a percentage of gross earned premiums decreased to 58.8% for the six months ended June 30, 2022, compared to 66.6% for the six months ended June 30, 2021, reflecting the Company's strategic decision to retain more gross written premiums.

Net earned premiums: Net earned premiums increased $41,110, or 46.2%, to $130,187 for the six months ended June 30, 2022, compared to $89,077 for the six months ended June 30, 2021. The increase is primarily due to the growth in gross earned premiums as described above and the Company's strategic decision to retain more gross written premiums.

Net investment income: Net investment income decreased $2,190, or 50.1%, to $2,185 for the six months ended June 30, 2022, compared to $4,375 for the six months ended June 30, 2021. The decrease reflects unrealized losses of $3,441 on equity securities, partially offset by higher interest income. During the first quarter of 2022, we purchased high-yield securities, which we believe will improve the yield on our portfolio.

Net realized gains: Net realized gains were $302 for the six months ended June 30, 2022, compared to net realized gains of $23 for the six months ended June 30, 2021. Net realized gains for the six months ended June 30, 2022 includes earn-out proceeds received of $1,400 related to the Company's sale of TRI in 2021. The net realized gain was offset by our repositioning strategy to sell our lower-yielding assets and purchase higher-yielding investments, prior to anticipated interest rate increases. This turnover in our portfolio resulted in realized losses of $1,022. We believe the payback period on the realized losses will be 12 months or less.

Other revenue: Other revenue decreased $879, or 14.9%, to $5,005 for the six months ended June 30, 2022, compared to $5,884 for the six months ended June 30, 2021. The decrease is largely driven by a reduction in brokerage revenue of $410 due to lower placement fees reflecting the Company's increase in retention year over year. In addition, managing general agent fees, third-party administrator fees, consulting and other fee-based revenue were all lower during the period.

Losses and loss adjustment expenses: Losses and LAE increased $25,474, or 46.7%, to $80,080 for the six months ended June 30, 2022, compared to $54,606 for the six months ended June 30, 2021. The increase is primarily attributable to the growth in earned premiums and increased retention during the six months ended June 30, 2022. This resulted in a loss ratio of 61.5% for the six months ended June 30, 2022, compared to 61.3% for the six months ended June 30, 2021.

General and administrative expenses: General and administrative expenses increased $12,821, or 47.2%, to $39,979 for the six months ended June 30, 2022, compared to $27,158 for the six months ended June 30, 2021. The expense ratio was 30.7% for the six months ended June 30, 2022, compared to 30.5% for the six months ended June 30, 2021.

Table of Contents

The table below shows the components of general and administrative expenses for the respective six-month periods:


	Six Months Ended June 30,
	2022			2021			Change
Direct commissions	$	57,041		$	50,710		$	6,331
Ceding commissions	(53,625)			(57,892)			4,267
Net commissions	3,416			(7,182)			10,598
Insurance-related expenses	11,660			9,425			2,235
General and administrative operating expenses	24,903			24,915			(12)
Total general and administrative expenses	$	39,979		$	27,158		$	12,821

General and administrative expenses — % of gross written premiums	7.9		%	8.2		%
Retention rate (1)	41.2		%	33.4		%
Direct commission rate (2)	18.1		%	19.0		%
Ceding commission rate (3)	28.9		%	32.6		%

(1) Net earned premium as a percentage of gross earned premiums.
(2) Direct commissions as a percentage of gross earned premiums.
(3) Ceding commissions as a percentage of ceded earned premiums.

Direct commissions increased $6,331 primarily due to an increase in gross earned premiums. Ceding commissions decreased $4,267 primarily due to an increase in retention, partially offset by an increase in ceded earned premiums reflecting the increase in gross earned premiums. Insurance-related expenses increased $2,235 primarily as a result of an increase in gross earned premiums. General and administrative operating expenses decreased $12. The decrease in general and administrative operating expense is primarily the result of an increase in salaries and benefits of $1,242, which related primarily to a general increase in workforce, partially offset by a decrease in professional fees of $955 and depreciation expense of $157.

Intangible asset amortization: Intangible asset amortization increased $172 to $2,999 for the six months ended June 30, 2022, compared to $2,827 for the six months ended June 30, 2021. The increase is primarily driven by the addition of intangible assets acquired in the acquisition of WIC in the third quarter of 2021.

Noncash stock compensation: Noncash stock compensation was $559 for the six months ended June 30, 2022, compared with $630 for the six months ended June 30, 2021. Expenses incurred during both periods relate to the fair value of restricted stock units and stock options granted under the Company's 2020 Omnibus Plan recognized over the requisite service periods.

Gains on embedded derivatives:

The table below shows the components of gains (losses) on embedded derivatives for the respective six-month periods:


	Six Months Ended June 30,
	2022		2021		Change
Change in fair value of embedded derivatives	$	11,036	$	3,189	$	7,847
Effect of net investment income on funds held investments	(1,442)		(1,199)		(243)
Effect of realized gains on funds held investments	(2)		—		(2)
Total gains on embedded derivatives	$	9,592	$	1,990	$	7,602

Gains on embedded derivatives increased $7,602 to $9,592 for the six months ended June 30, 2022, compared to $1,990 for the six months ended June 30, 2021. The gain reflected an increase in the fair value of embedded derivatives of $7,847, the effect of investment income on funds held investments of $243 and the effect of realized losses on funds held investments of

Table of Contents

$2. The increase in fair value of the embedded derivatives resulted primarily from an increase in interest rates between periods, which has reduced the value of the underlying funds held under reinsurance agreements.

Income tax expense: Income tax expense was $4,727 for the six months ended June 30, 2022, which resulted in an effective tax rate of 21.0%. The effective tax rate equaled the statutory rate of 21% since the impact of state taxes were offset by the impact of tax-exempt municipal income on the Company's investments. For the six months ended June 30, 2021, income tax expense was $3,019, which resulted in an effective tax rate of 20.7%. The decrease in the effective tax rate from the statutory rate of 21% is due primarily to the impact of tax-exempt municipal income on the Company's investments.

Owned MGAs and Program Partner Premiums:

The following table shows the total premiums earned on a gross and net basis for Owned MGAs and Program Partners:


	Six Months Ended June 30, 2022
	Owned MGAs		Program Partner		Total
Gross written premiums	$	128,483	$	187,109	$	315,592
Increase in gross unearned premiums	(4,359)		4,448		89
Gross earned premiums	124,124		191,557		315,681
Ceded earned premiums	(47,327)		(138,167)		(185,494)
Net earned premiums	$	76,797	$	53,390	$	130,187

We utilize both quota share and XOL contracts in our reinsurance strategy for our Owned MGAs and Program Partners. Direct commissions for Program Partners include third-party agent commissions and MGA service fees, while Owned MGA direct commissions include only third-party agent commissions. For the six months ended June 30, 2022, the Company retained 61.9% of gross earned premiums for Owned MGAs compared to 27.9% for Program Partners.

Table of Contents

Reconciliation of Non-GAAP Financial Measures

Underwriting income

We define underwriting income as income before taxes excluding net investment income, investment revaluation gains, net realized gains or losses, intangible asset amortization, noncash stock compensation, ~~non-cash changes in fair value of~~gains and losses on embedded derivatives, interest expense, other revenue, and other income and expenses. Underwriting income represents the pre-tax profitability of our underwriting operations and allows us to evaluate our underwriting performance without regard to investment income, ~~IPO-related expenses,~~ intangible asset amortization, noncash stock compensation, interest expense, other revenue, and other income and expenses. We use this metric because we believe it gives our management and other users of our financial information useful insight into our underwriting business performance by adjusting for these expenses and sources of income. Underwriting income should not be viewed as a substitute for net income calculated in accordance with GAAP, and other companies may define underwriting income differently.

Three Months Ended March 31,
Percentage Change (1)
(in thousands, except percentages) 2022 2021
Net income $ 12,340 $ 9,442 30.7 %
Income tax expense 3,270 2,605 25.5 %
Equity earnings in affiliates, net of tax — — NM
Income before taxes 15,610 12,047 29.6 %
Other revenue (3,201) (4,655) (31.2) %
Gains on embedded derivatives (6,236) (2,676) 133.0 %
Net investment income (2,576) (2,272) 13.4 %
Net realized (gains) losses 1,047 (13) NM
Interest expense 408 427 (4.4) %
Intangible asset amortization 1,499 1,414 6.0 %
Noncash stock compensation 156 211 (26.1) %
Other income (23) (121) (81.0) %
Underwriting income $ 6,684 $ 4,362 53.2 %
(1) The Company defines increases or decreases greater than 200% as "NM" or not meaningful.


	Three Months Ended June 30,
(in thousands, except percentages)	2022		2021
Net income	$	5,491	$	2,126
Income tax expense	1,457		414

Income before taxes	6,948		2,540
Other revenue	(1,804)		(1,229)
Gains (losses) on embedded derivatives	(3,356)		686
Net investment income	391		(2,103)

Net realized gains	(1,349)		(10)
Other expenses	268		845
Interest expense	467		425
Intangible asset amortization	1,500		1,413
Noncash stock compensation	403		419
Other income	(24)		(35)
Underwriting income	$	3,444	$	2,951


	Six Months Ended June 30,
(in thousands, except percentages)	2022		2021
Net income	$	17,831	$	11,568
Income tax expense	4,727		3,019

Income before taxes	22,558		14,587
Other revenue	(5,005)		(5,884)
Gains (losses) on embedded derivatives	(9,592)		(1,990)
Net investment income	(2,185)		(4,375)

Net realized gains	(302)		(23)
Other expenses	268		845
Interest expense	875		852
Intangible asset amortization	2,999		2,827
Noncash stock compensation	559		630
Other income	(47)		(156)
Underwriting income	$	10,128	$	7,313

3439

Table of Contents

Adjusted net income

We define adjusted net income as net income excluding the impact of certain items, including noncash intangible asset amortization and stock compensation, noncash changes in fair value of embedded derivatives, other expenses and gains or losses that we believe do not reflect our core operating performance, which items may have a disproportionate effect in a given period, affecting comparability of our results across periods. We calculate the tax impact only on adjustments that would be included in calculating our income tax expense using ~~the~~an expected effective tax rate atfor the ~~end of each period.~~applicable years. We use adjusted net income as an internal performance measure in the management of our operations because we believe it gives our management and other users of our financial information useful insight into our results of operations and our underlying business performance by eliminating the effects of these items. Adjusted net income should not be viewed as a substitute for net income calculated in accordance with GAAP, and other companies may define adjusted net income differently.


		Three Months Ended March 31,							Three Months Ended June 30,						Six Months Ended June 30,
(in thousands, except percentages)	(in thousands, except percentages)	2022		2021		(in thousands, except percentages)	2022				2021			2022			2021
Net income	Net income	$	12,340	$	9,442			Net income	$	5,491		$	2,126		$	17,831		$	11,568
Intangible asset amortization	Intangible asset amortization	1,499		1,414				Intangible asset amortization	1,500			1,413			2,999			2,827
Noncash stock compensation	Noncash stock compensation	156		211				Noncash stock compensation	403			419			559			630
Change in fair value of embedded derivatives		(6,896)		(3,356)

Change in fair value of embedded derivative								Change in fair value of embedded derivative	(4,140)			167			(11,036)			(3,189)
Unrealized losses on equity securities								Unrealized losses on equity securities	3,441			—			3,441			—
Realized gain on sale of investment								Realized gain on sale of investment	(1,400)			—			(1,400)			—
Other expenses								Other expenses	268			845			268			845

Total adjustments	Total adjustments	(5,241)		(1,731)				Total adjustments	72			2,844			(5,169)			1,113
Tax impact of adjustments	Tax impact of adjustments	1,205		398				Tax impact of adjustments	(17)			(654)			1,188			(256)
Adjusted net income	Adjusted net income	$	8,304	$	8,109			Adjusted net income	$	5,546		$	4,316		$	13,850		$	12,425

(1) The Company defines increases or decreases greater than 200% as "NM" or not meaningful.

Adjusted return on equity

We define adjusted return on equity as adjusted net income expressed on an annualized basis as a percentage of average beginning and ending stockholders' equity during the period. We use adjusted return on equity as an internal performance measure in the management of our operations because we believe it gives our management and other users of our financial information useful insight into our results of operations and our underlying business performance by adjusting for items that we believe do not reflect our core operating performance and that may diminish comparability across periods. Adjusted return on equity should not be viewed as a substitute for return on equity calculated in accordance with GAAP, and other companies may define adjusted return on equity differently.


		Three Months Ended March 31,				Three Months Ended June 30,								Six Months Ended June 30,
(in thousands, except percentages)	(in thousands, except percentages)		2022				2021			(in thousands, except percentages)	2022			2021			2022			2021
Adjusted return on equity calculation:	Adjusted return on equity calculation:									Adjusted return on equity calculation:
Numerator: adjusted net income	Numerator: adjusted net income		$	8,304			$	8,109		Numerator: adjusted net income	$	5,546		$	4,316		$	13,850		$	12,425
Denominator: average equity	Denominator: average equity		419,153				411,541			Denominator: average equity	413,258			415,159			416,014			413,725
Adjusted return on equity	Adjusted return on equity		7.9		%		7.9		%	Adjusted return on equity	5.4		%	4.2		%	6.7		%	6.0		%
Return on equity	Return on equity		11.8		%		9.2		%	Return on equity	5.3		%	2.0		%	8.6		%	5.6		%

~~Table of~~ ~~Contents~~

Return on tangible equity and adjusted return on tangible equity

We define tangible stockholders' equity as stockholders' equity less goodwill and other intangible assets. We define return on tangible equity as net income expressed on an annualized basis as a percentage of average beginning and ending tangible stockholders' equity during the period. We define adjusted return on tangible equity as adjusted net income expressed on an annualized basis as a percentage of average beginning and ending tangible stockholders' equity during the period. We regularly evaluate acquisition opportunities and have historically made acquisitions that affect stockholders' equity. We use return on tangible equity and adjusted return on tangible equity as internal performance measures in the management of our

Table of Contents

operations because we believe they give our management and other users of our financial information useful insight into our results of operations and our underlying business performance by adjusting for the effects of acquisitions on our stockholders' equity and, in the case of adjusted return on tangible equity, by adjusting for the items that we believe do not reflect our core operating performance and that may diminish comparability across periods. Return on tangible equity and adjusted return on tangible equity should not be viewed as a substitute for return on equity or return on tangible equity, respectively, calculated in accordance with GAAP, and other companies may define return on tangible equity and adjusted return on tangible equity differently.


		Three Months Ended March 31,				Three Months Ended June 30,								Six Months Ended June 30,
(in thousands, except percentages)	(in thousands, except percentages)		2022				2021			(in thousands, except percentages)	2022			2021			2022			2021
Return on tangible equity calculation:	Return on tangible equity calculation:									Return on tangible equity calculation:
Numerator: net income	Numerator: net income		$	12,340			$	9,442		Numerator: net income	$	5,491		$	2,126		$	17,831		$	11,568
Denominator:	Denominator:									Denominator:
Average stockholders' equity	Average stockholders' equity		419,153				411,541			Average stockholders' equity	413,258			415,159			416,014			413,725
Less: average goodwill and other intangible assets	Less: average goodwill and other intangible assets		214,712				215,250			Less: average goodwill and other intangible assets	213,213			213,836			213,962			214,543
Average tangible stockholders' equity	Average tangible stockholders' equity		204,441				196,291			Average tangible stockholders' equity	200,045			201,323			202,052			199,182
Return on tangible equity	Return on tangible equity		24.1		%		19.2		%	Return on tangible equity	11.0		%	4.2		%	17.6		%	11.6		%
Return on equity	Return on equity		11.8		%		9.2		%	Return on equity	5.3		%	2.0		%	8.6		%	5.6		%


		Three Months Ended March 31,			Three Months Ended June 30,							Six Months Ended June 30,
(in thousands, except percentages)	(in thousands, except percentages)		2022			2021		(in thousands, except percentages)	2022			2021			2022			2021
Adjusted return on tangible equity calculation:	Adjusted return on tangible equity calculation:							Adjusted return on tangible equity calculation:
Numerator: adjusted net income	Numerator: adjusted net income		8,304			8,109		Numerator: adjusted net income	$	5,546		$	4,316		$	13,850		$	12,425
Denominator: average tangible equity	Denominator: average tangible equity		204,441			196,291		Denominator: average tangible equity	200,045			201,323			202,052			199,182
Adjusted return on tangible equity	Adjusted return on tangible equity		16.2	%		16.5	%	Adjusted return on tangible equity	11.1		%	8.6		%	13.7		%	12.5		%
Return on equity	Return on equity		11.8	%		9.2	%	Return on equity	5.3		%	2.0		%	8.6		%	5.6		%

Financial Condition, Liquidity and Capital Resources

Sources and Uses of Funds

We are organized as a holding company with our operations conducted through our subsidiaries, including our wholly owned insurance subsidiaries: Benchmark, which is domiciled in Kansas and commercially domiciled in California; ALIC, which is domiciled in Utah; 7710, which is domiciled in South Carolina; and BSIC, which is domiciled in Arkansas. Accordingly, the holding company may receive cash through: (i) loans from ~~banks,~~banks; (ii) draws on a revolving loan ~~agreement,~~agreement; (iii) issuance of equity and debt ~~securities,~~securities; (iv) corporate service fees from our operating ~~subsidiaries,~~subsidiaries; (v) payments from our subsidiaries pursuant to our consolidated tax allocation agreement and other ~~transactions~~transactions; and (vi) dividends from our non-insurance subsidiaries and, subject to certain limitations discussed below, dividends from our insurance subsidiaries. We also may use the proceeds from these sources to contribute funds to the insurance subsidiaries in order to support premium growth, reduce our reliance on reinsurance, pay taxes, and for other general business purposes.

State insurance laws restrict the ability of insurance companies to declare stockholder dividends without prior regulatory approval. State insurance regulators require insurance companies to maintain specified levels of statutory capital and surplus.

~~Table of~~ ~~Contents~~

Under Kansas and California law, dividends payable from Benchmark without the prior approval of the applicable insurance commissioner must not exceed the greater of (i) 10% of Benchmark's surplus as shown on the last statutory financial statement on file with the Kansas Insurance Department and the California Department of Insurance, respectively; or (ii) 100% of net income during the applicable twelve-month period (not including realized gains). Dividends shall not include pro rata distributions of any class of Benchmark's own securities.

Under Utah law, dividends payable from ALIC without the prior approval of the applicable insurance commissioner must not exceed the lesser of: (i) 10% of ALIC's surplus as shown on the last statutory financial statement on file with the Utah

Table of Contents

Insurance ~~Department~~Department; or (ii) 100% of net income during the applicable twelve- month period (not including realized gains). Dividends shall not include pro rata distributions of any class of ALIC's own securities.

Under South Carolina law, dividends payable from 7710 without the prior approval of the applicable insurance commissioner are limited to the following during the preceding twelve months: (a) when paid from other than earned surplus must not exceed the lesser of: (i) 10% of 7710's surplus as regards policyholders as shown in 7710's most recent annual statement; or (ii) the net income, not including net realized gains or losses as shown in 7710's most recent annual statement; or (b) when paid from earned surplus must not exceed the greater of: (i) 10% of 7710's surplus as regards policyholders as shown in 7710 Insurance Company's most recent annual statement; or (ii) the net income, not including net realized gains or losses as shown in ~~the 7710 Insurance Company's~~7710's most recent annual statement. Dividends shall not include pro rata distributions of any class of 7710's own securities.

Under Arkansas law, dividends payable from BSIC without the prior approval of the applicable insurance commissioner must not exceed the lesser of (i) 10% of BSIC’s surplus as shown on the last statutory financial statement on file with the Arkansas Insurance Department; or (ii) 100% of net income during the applicable twelve- month period (not including realized gains). Dividends shall not include pro rata distributions of any class of BSIC's own securities.

The maximum amount of dividends the insurance subsidiaries can pay us during 2022 without regulatory approval is approximately ~~$17,800.~~$21,000. Insurance regulators have broad powers to ensure that statutory surplus remains at adequate levels, and there is no assurance that dividends of the maximum amount calculated under any applicable formula would be permitted. In the future, state insurance regulatory authorities that have jurisdiction over the payment of dividends by the insurance subsidiaries may adopt statutory provisions more restrictive than those currently in effect.

Our insurance subsidiaries are also required by state law to maintain a minimum level of policyholders' surplus. Kansas, Utah, Arkansas, and South Carolina utilize a risk-based capital requirement as promulgated by the National Association of Insurance Commissioners. Such requirements are designed to identify the various business risks (e.g., investment risk, underwriting profitability risk, etc.) of insurance companies and their subsidiaries. As of ~~March 31,~~June 30, 2022 and December 31, 2021, the total adjusted capital of our insurance subsidiaries was in excess of their respective prescribed risk-based capital requirements.

As of ~~March 31,~~June 30, 2022, we had ~~$103,865~~$100,716 in cash and cash equivalents, compared to $129,577 as of December 31, 2021.

Management believes that we have sufficient liquidity available to meet our operating cash needs and obligations and committed capital expenditures for the next 12twelve months.

~~Table of~~ ~~Contents~~

Cash Flows

Our most significant source of cash is from premiums received from insureds, net of the related commission amount for the policies. Our most significant cash outflow is for claims that arise when a policyholder incurs an insured loss. Because the payment of claims occurs after the receipt of the premium, often years later, we invest the cash in various investment securities that generally earn interest and dividends. The table below summarizes our net cash flows.


		Three Months Ended March 31,					Six Months Ended June 30,
		2022		2021			2022		2021
Cash, cash equivalents and restricted cash provided by (used in):	Cash, cash equivalents and restricted cash provided by (used in):					Cash, cash equivalents and restricted cash provided by (used in):
Operating activities	Operating activities	$	8,748	$	(2,964)	Operating activities	$	40,075	$	22,820
Investing activities	Investing activities	(33,969)		(17,128)		Investing activities	(68,212)		(65,599)
Financing activities	Financing activities	(420)		(206)		Financing activities	(832)		(625)
Net increase (decrease) in cash, cash equivalents and restricted cash	Net increase (decrease) in cash, cash equivalents and restricted cash	$	(25,641)	$	(20,298)	Net increase (decrease) in cash, cash equivalents and restricted cash	$	(28,969)	$	(43,404)

Operating Activities: Net cash provided by operating activities for the ~~three~~six months ended ~~March 31,~~June 30, 2022 was ~~$8,748,~~$40,075, compared to ~~net cash used in operating activities of $2,964~~$22,820 for the same period in 2021. Net cash provided by operating activities includes net income as adjusted for depreciation and amortization, stock compensation, unrealized gains and losses on embedded derivatives, net realized gains and losses on investments, unrealized gains and losses on equity securities, bond amortization and accretion, the change

Table of Contents

in deferred income taxes, and amortization of deferred financing costs. Net cash provided by operating activities for the ~~three~~six months ended ~~March 31,~~June 30, 2022 primarily reflects ~~decreased prepaid reinsurance premiums of $8,339,~~ increased unpaid loss and loss adjustment expenses of ~~$6,661, increased unearned~~$33,366, decreased prepaid reinsurance premiums of ~~$2,962,~~$13,952, increased funds held under reinsurance agreements of ~~$3,511; increases in reinsurance premiums payable of $1,765 and increased income taxes payable of $1,013,~~$11,963, partially offset by increases in premiums and other receivables of ~~$11,133,~~$11,902, an increase in reinsurance recoverables of $11,560, a decrease in accounts payable and accrued expenses of ~~$7,025, an increase in reinsurance recoverables of $3,346,~~$5,616, and an increase in other assets of ~~$3,718.~~$5,101. Unpaid loss and loss adjustment expenses increased primarily due to an increase in gross written premiums and an increase in our retention. The decrease in prepaid reinsurance premiums was the result of increased retention, partially offset by the increase in ceded premiums. ~~Unpaid loss and loss adjustment expenses and unearned premiums increased primarily due to an increase in gross written premiums and an increase in our retention.~~ Funds held under reinsurance agreements ~~decreased~~increased due a reduction in the ~~fair value of the embedded~~ derivatives, partially offset by an increase in ceded premiums. The increases in premiums and other receivables and reinsurance recoverables were primarily a result of an increase in gross written premiums during the period. The decrease in accounts payable and accrued expenses is due to reductions in the accrued ~~bonuses,~~bonus, accrued 401(k) match and accrued premium taxes ~~all~~ paid in the first quarter of 2022. Other assets increased as a result of increases in our deferred acquisition costs and contract asset balances.

Net cash provided by operating activities for the ~~three~~six months ended ~~March 31,~~June 30, 2021 reflects increases in unpaid loss and loss adjustment expenses of $44,742, unearned premiums of $36,401 and funds held under reinsurance agreements of $3,080; partially offset by increases in premiums and other receivables of $22,714, reinsurance recoverables of $18,730, prepaid reinsurance premiums of $13,033, other assets of $6,623 and decreases in reinsurance premiums payable of $5,388, accounts payable and accrued expenses of $4,011 and income taxes payable of $3,791. Unpaid loss and loss adjustment expenses and unearned premiums increased primarily due to an increase in gross written premiums. The increases in premiums and other receivables and reinsurance recoverables were primarily a result of an increase in gross written premiums during the period. Other assets increased as a result of increases in our deferred acquisition costs and contract asset balances. Funds held under reinsurance agreements decreased due to an arbitration settlement in the fourth quarter of 2020, resulting in the non-cash transfer of certain investments held as collateral. Excluding non-cash transfers, funds held under reinsurance agreements increased as a result of an increase in gross written premium. Net cash provided by operating activities for the six months ended June 30, 2020 reflects distributions received from equity method investments and incremental cash ~~used~~received for operating assets and liabilities.

Investing Activities: Net cash used in investing activities for the ~~three~~six months ended ~~March 31,~~June 30, 2022 was ~~$33,969~~$68,212, compared to net cash used in investing activities of ~~$17,128~~$65,599 for the same period in 2021. Net cash used in investing activities for the ~~three~~six months ended ~~March 31,~~June 30, 2022 includes ~~$33,737~~$67,873 net cash used in the purchase and sale of investments and ~~$232~~$339 in capital expenditures. Net cash provided by investing activities for the ~~three~~six months ended ~~March 31,~~June 30, 2021 includes ~~$17,287~~$65,758 net cash used in the purchase and sale of investments, ~~and~~ $73 in capital expenditures, ~~partially offset by~~and $232 in cash received for the sale of equity method investments.

Financing Activities: Net cash used in financing activities for the ~~three~~six months ended ~~March 31,~~June 30, 2022 was ~~$420~~$832, compared to net cash used in financing activities of ~~$206~~$625 for the same period in 2021. Net cash used in financing activities for the ~~three~~six months ended ~~March 31,~~June 30, 2022 and 2021 primarily includes the principal payments made on the Company's debt.

~~Table of~~ ~~Contents~~

Debt and Credit Agreements

First Horizon Credit Agreement

On July 16, 2020, the Company entered into an Amended and Restated Credit Agreement with First Horizon Bank, which, among other things, extended the Company's credit facility for a period of five years through May 26, 2025 and increased its term loan facility by $11,707, resulting in a total term loan debt amount of $33,000 and a revolving credit facility of $2,000. Borrowings under the facility are secured by substantially all of the assets of the Company other than Benchmark Holding Company and its subsidiaries. The loan has a variable interest rate of 3-month LIBOR plus 4.50%, which was ~~4.73%~~5.51% as of ~~March 31,~~June 30, 2022 and 4.64% as of December 31, 2021 (under the 2018 First Horizon Credit Agreement). The outstanding principal balance of the loan is to be repaid in quarterly installments that escalate from approximately $206 to $825 until March 2025. All equity securities of the subsidiaries of the Company (other than Benchmark Holding Company and its subsidiaries) have been pledged as collateral.

Reinsurance

We cede a portion of the risk we accept on our balance sheet to third-party reinsurers through a variety of reinsurance arrangements. We manage these arrangements to align risks with our Program Partners, optimize our net retention relative to our financial objectives, balance sheet size and ratings requirements, as well as to limit our maximum loss resulting from a

Table of Contents

single program or a single event. We utilize both quota share and XOL reinsurance as tools in our overall risk management strategy to achieve these goals, usually in conjunction with each other. Quota share reinsurance involves the proportional sharing of premiums and losses of each defined program. We utilize quota share reinsurance for several purposes, including (i) to cede risk to Program Partners, which allows us to share economics and align incentives, and (ii) to cede risk to third-party reinsurers in order to manage our net written premiums appropriately based on our financial objectives, capital base, A.M. Best financial strength rating, and risk appetite. It is a core pillar of our underwriting philosophy that Program Partners retain a portion of the underwriting risk of their program. We believe this best aligns interests, attracts higher quality programs, and leads to better underwriting results. Under XOL reinsurance, losses in excess of a retention level are paid by the reinsurer, subject to a limit, and are customized per program or across multiple programs. We utilize XOL reinsurance to protect against catastrophic or other unforeseen extreme loss activity that could otherwise negatively impact our profitability and capital base. The majority of our exposure to catastrophe risk stems from the workers’ compensation premium we retain. Potential catastrophic events include an earthquake, terrorism, or another event that could cause more than one covered employee working at the same location to be injured in the event. We believe we mitigate this risk by our focus on small- to mid-sized accounts, which means that we generally do not have concentrated employee counts at single locations that could be exposed to a catastrophic loss. The cost and limits of the reinsurance coverage we purchase vary from year to year based on the availability of quality reinsurance at an acceptable price and our desired level of retention.

Ratings

We have a financial strength rating of "A" (Excellent) from A.M. Best. A.M. Best assigns 16 ratings to insurance companies, which currently range from "A++" (Superior) to "S" (Rating Suspended). "A" (Excellent) is the third highest rating issued by A.M. Best. The "A" (Excellent) rating is assigned to insurers that have, in A.M. Best's opinion, an excellent ability to meet their ongoing obligations to policyholders. This rating is intended to provide an independent opinion of an insurer’s ability to meet its obligation to policyholders and is not an evaluation directed at investors. See also "Risk ~~factors~~Factors — Risks related to our business and industry — A downgrade in the A.M. Best financial strength ratings of our insurance company subsidiaries may negatively affect our business." in our 2021 Form 10-K.

The financial strength ratings assigned by A.M. Best have an impact on the ability of ~~the~~ insurance companies to attract and retain agents and brokers and on the risk profiles of the submissions for insurance that ~~the~~ insurance companies receive. The "A" (Excellent) rating obtained by us is consistent with our business plan and allows us to actively pursue relationships with the agents and brokers identified in our marketing plan.

There have been no material changes in the Company's contractual obligations as of ~~March 31,~~June 30, 2022 compared to December 31, 2021.

~~Table of~~ ~~Contents~~

Financial condition

Stockholders' Equity

As of ~~March 31,~~June 30, 2022, total stockholders' equity was ~~$416,397,~~$410,118, compared to $421,909 as of December 31, 2021, a decrease of ~~$5,512.~~$11,791. The decrease in stockholders' equity over the period was driven primarily by ~~$5,660~~$12,342 of net comprehensive loss.

We had ~~$3,836~~$3,269 of unrecognized stock compensation as of ~~March 31,~~June 30, 2022 related to non-vested stock compensation granted. The Company recognized ~~$156~~$559 of stock compensation during the ~~three~~six months ended ~~March 31,~~June 30, 2022.

Investment Portfolio

Our invested asset portfolio consists of fixed maturities, equity securities, other investments, and short-term investments. The majority of the investment portfolio was comprised of fixed maturity securities of ~~$447,349~~$466,819 at ~~March 31,~~June 30, 2022, that were classified as available-for-sale. Available-for-sale investments are carried at fair value with unrealized gains and losses on these securities, net of applicable taxes, reported as a separate component of accumulated other comprehensive income.

Table of Contents

Our investment portfolio objectives are to maintain liquidity, facilitating financial strength and stability and ensuring regulatory and legal compliance. Our investment portfolio consists of available-for-sale fixed maturities and other equity investments, all of which are carried at fair value. We seek to hold a high-quality portfolio of investments that is managed by a professional investment advisory management firm in accordance with the Company's investment policy and routinely reviewed by our management team. Our investments, however, are subject to general economic conditions and market risks as well as risks inherent to particular securities. The Company's investment portfolio has the following objectives:

•meet insurance regulatory requirements with respect to investments under the applicable insurance laws;

•maintain an appropriate level of liquidity to satisfy the cash requirements of current operations and long-term obligations;

•adjust investment risk to offset or complement insurance risk based on our total corporate risk tolerance; and

•realize the highest possible levels of investment income and after-tax total rates of return.

The composition of our investment portfolio is shown in the following table as of ~~March 31,~~June 30, 2022 and December 31, 2021.

March 31, 2022
Cost or
Amortized Cost Fair Value
Fixed maturities:
U.S. government and government securities $ 42,026 $ 40,610
Foreign governments 400 393
States, territories and possessions 11,388 10,822
Political subdivisions of states, territories and possessions 39,166 37,419
Special revenue and special assessment obligations 98,436 94,078
Industrial and public utilities 107,816 106,298
Commercial mortgage-backed securities 104,291 97,267
Residential mortgage-backed securities 19,040 18,800
Other loan-backed securities 41,939 41,662
Hybrid securities — —
Total fixed maturities 464,502 447,349
Equity securities 34,119 34,162
Total investments $ 498,621 $ 481,511


	June 30, 2022
	Cost or Amortized Cost		Fair Value
Fixed maturities:
U.S. government and government securities	$	53,592	$	51,678
Foreign governments	400		392
States, territories and possessions	11,102		10,274
Political subdivisions of states, territories and possessions	39,098		35,925
Special revenue and special assessment obligations	107,939		99,528
Industrial and public utilities	106,575		102,514
Commercial mortgage-backed securities	110,538		98,807
Residential mortgage-backed securities	20,076		19,087
Other loan-backed securities	44,880		43,830
Hybrid securities	5,344		4,784
Total fixed maturities	499,544		466,819



Equity securities	34,248		30,698
Total investments	$	533,792	$	497,517

4045

Table of Contents


	December 31, 2021
	Cost or Amortized Cost		Fair Value
Fixed maturities:
U.S. government and government securities	$	41,490	$	41,434
Foreign governments	2,500		2,490
States, territories and possessions	10,593		10,766
Political subdivisions of states, territories and possessions	39,170		40,002
Special revenue and special assessment obligations	93,664		95,991
Industrial and public utilities	100,774		103,257
Commercial mortgage-backed securities	119,378		118,218
Residential mortgage-backed securities	16,549		17,368
Other loan-backed securities	41,236		41,425
Hybrid securities	105		110
Total fixed maturities	465,459		471,061



Equity securities	984		969
Total investments	$	466,443	$	472,030

The following table shows the percentage of the total estimated fair value of our fixed maturity securities as of ~~March 31,~~June 30, 2022 and December 31, 2021 by credit rating category, using the lower of ratings assigned by Moody's Investor Service or S&P.


		March 31, 2022					June 30, 2022
(in thousands, except percentages)	(in thousands, except percentages)	Fair Value		% of Total		(in thousands, except percentages)	Fair Value		% of Total
AAA	AAA	$	76,317	17.1	%	AAA	$	77,745	16.7	%
AA	AA	254,759		56.9	%	AA	272,331		58.3	%
A	A	77,351		17.3	%	A	83,549		17.9	%
BBB	BBB	34,308		7.7	%	BBB	29,786		6.4	%
BB	BB	4,588		1.0	%	BB	3,382		0.7	%
Below investment grade	Below investment grade	26		—	%	Below investment grade	26		0.0	%
Total fixed maturities	Total fixed maturities	$	447,349	100.0	%	Total fixed maturities	$	466,819	100.0	%


		December 31, 2021					December 31, 2021
(in thousands, except percentages)	(in thousands, except percentages)	Fair Value		% of Total		(in thousands, except percentages)	Fair Value		% of Total
AAA	AAA	$	80,455	17.1	%	AAA	$	80,455	17.1	%
AA	AA	278,557		59.1	%	AA	278,557		59.1	%
A	A	77,097		16.4	%	A	77,097		16.4	%
BBB	BBB	33,959		7.2	%	BBB	33,959		7.2	%
BB	BB	947		0.2	%	BB	947		0.2	%
Below investment grade	Below investment grade	46		—	%	Below investment grade	46		0.0	%
Total fixed maturities	Total fixed maturities	$	471,061	100.0	%	Total fixed maturities	$	471,061	100.0	%

~~Table of~~ ~~Contents~~

Critical Accounting Policies and Estimates

The unaudited interim condensed consolidated financial statements included in this Quarterly Report on Form 10-Q include amounts based on the use of estimates and judgments of management.

Table of Contents

We identified the accounting estimates that are critical to the understanding of our financial position and results of operations. Critical accounting estimates are defined as those estimates that are both important to the portrayal of our financial condition and results of operations and require us to exercise significant judgment. We use significant judgment concerning future results and developments in applying these critical accounting estimates and in preparing our condensed consolidated financial statements. These judgments and estimates affect our reported amounts of assets, liabilities, revenues and expenses and the disclosure of our material contingent assets and liabilities. Actual results may differ materially from the estimates and assumptions used in preparing the condensed consolidated financial statements. We evaluate our estimates regularly using information that we believe to be relevant. The estimates and judgments that are most critical to the preparation of the condensed consolidated financial statements include: (i) reserves for unpaid loss and LAE; (ii) reinsurance recoveries; (iii) investment fair value measurements; (iv) goodwill and intangible assets; and (v) business combinations. For a detailed discussion of our accounting policies, see the "Notes to the Consolidated and Combined Financial Statements" included in our 2021 Form 10-K.

Item 3. Quantitative and Qualitative Disclosures About Market Risk

Market risk is the risk of economic losses due to adverse changes in the estimated fair value of a financial instrument as the result of changes in interest rates, equity prices, foreign currency exchange rates, and commodity prices. The primary components of market risk affecting us are credit risk, interest rate risk, and equity rate risk, which are described in detail in Item 7A — "Quantitative and Qualitative Disclosures About Market Risk" in our 2021 Form 10-K. We do not have exposure to foreign currency exchange rate risk or commodity risk.

Item 4. Controls and Procedures

Disclosure Controls and Procedures

As of the end of the period covered by this report, management conducted an evaluation, under the supervision and with the participation of our chief executive officer and chief financial officer, of the effectiveness of our disclosure controls and procedures (as defined in Rules 13a-15(e) and 15d-15(e) under the Securities Exchange Act of 1934, as amended (the Exchange Act)). Based on this evaluation, our chief executive officer and chief financial officer concluded that our disclosure controls and procedures were effective as of ~~March 31,~~June 30, 2022 to ensure that information required to be disclosed by us in reports that we file or submit under the Exchange Act is recorded, processed, summarized, and reported within the time periods specified in the SEC's rules and forms, and to ensure that information required to be disclosed by us in the reports we file or submit under the Exchange Act is accumulated and communicated to our management, including our chief executive and chief financial officer, as appropriate, to allow timely decisions regarding required disclosures.

Changes in Internal Control Over Financial Reporting

There were no changes in our internal control over financial reporting during the most recently completed fiscal quarter that have materially affected, or are reasonably likely to materially affect, our internal control over financial reporting.

The effectiveness of any system of controls and procedures is subject to certain limitations, and, as a result, there can be no assurance that our controls and procedures will detect all errors or fraud. A control system, no matter how well conceived and operated, can provide only reasonable, not absolute, assurance that the objectives of the control system will be attained.

4247

Table of Contents

PART II. OTHER INFORMATION

Item 1. Legal Proceedings

From time-to-time, the Company may be involved in legal proceedings which arise in the ordinary course of business. We believe that the outcome of such matters, individually or in the aggregate, will not have a material adverse effect on our consolidated financial position.

Item 1A. Risk Factors

We have disclosed in our 2021 Form 10-K the most significant risk factors that can impact year-to-year comparisons and that may affect the future performance of the Company's business. On a quarterly basis, we review these disclosures and update the risk factors, as appropriate. As of the date of this report, there have been no material changes to the risk factors from those disclosed in our 2021 Form 10-K.

Item 2. Unregistered Sales of Equity Securities and Use of Proceeds

~~Unregistered Sales of Equity Securities~~

~~The following table sets forth information concerning purchases of our common stock for the three months ended March 31, 2022:~~

Period Total Number of Shares Purchased Average Price Paid per Share Total Number of Shares Purchased as Part of Publicly Announced Plans or Programs Maximum Number of Shares that May Yet Be Purchased Under the Plans or Programs
January 1, 2022 - January 31, 2022 — $ — — —
February 1, 2022 - February 28, 2022 — $ — — —
March 1, 2022 - March 31, 2022 1,652 (a) $ 4.55 — —
1,652 —

~~a) Shares acquired represent shares relinquished to the Company by certain employees for payment of taxes or option cost upon vesting of restricted stock units or option exercise.~~None.

Item 3. Defaults Upon Senior Securities

Not applicable.

Item 4. Mine Safety Disclosures

Not applicable.

Item 5. Other Information

Not applicable.

4348

Table of Contents

Item 6. Exhibits


Exhibit Number						Description
3.1						Amended and Restated Certificate of Incorporation of Trean Insurance Group, Inc. (filed as Exhibit 3.1 to the Registrant’s Quarterly Report on Form 10-Q filed on August 28, 2020 and incorporated by reference herein)
3.2						Amended and Restated By-Laws of Trean Insurance Group, Inc. (filed as Exhibit 3.2 to the Registrant’s Quarterly Report on Form 10-Q filed on August 28, 2020 and incorporated by reference herein)
31.1+						Certification of Principal Executive Officer Pursuant to Section 302 of the Sarbanes-Oxley Act of 2002
31.2+						Certification of Principal Financial Officer Pursuant to Section 302 of the Sarbanes-Oxley Act of 2002
32.1*						Certification of Principal Executive Officer Pursuant to Section 906 of the Sarbanes-Oxley Act of 2002
32.2*						Certification of Principal Financial Officer Pursuant to Section 906 of the Sarbanes-Oxley Act of 2002
101.INS						XBRL Instance Document - the instance document does not appear in the Interactive Data File because its XBRL tags are embedded within the Inline XBRL document
101.SCH						XBRL Taxonomy Extension Schema Document
101.CAL						XBRL Taxonomy Extension Calculation Linkbase Document
101.DEF						XBRL Taxonomy Extension Definition Linkbase Document
101.LAB						XBRL Taxonomy Extension Label Linkbase Document
101.PRE						XBRL Taxonomy Extension Presentation Linkbase Document
104						Cover Page Interactive Data File (formatted as Inline XBRL and contained in Exhibit 101)

* This certification is deemed not filed for purposes of Section 18 of the Exchange Act, or otherwise subject to the liability of that section, nor shall it be deemed incorporated by reference to any filing under the Securities Act of 1933, as amended, or the Exchange Act.
+ Filed herewith.

4449

Table of Contents

Signatures

Pursuant to the requirements of the Securities Exchange Act of 1934, the registrant has duly caused this report to be signed on its behalf by the undersigned thereunto duly authorized.


		TREAN INSURANCE GROUP, INC.

Date:	~~May 9,~~August 8, 2022	By:	/s/ ~~Andrew M. O'Brien~~Julie A. Baron
			~~Andrew M. O'Brien~~Julie A. Baron
			Chief Executive Officer
			(Principal Executive Officer)

Date:	~~May 9,~~August 8, 2022	By:	/s/ Nicholas J. Vassallo
			Nicholas J. Vassallo
			Chief Financial Officer
			(Principal Financial and Accounting Officer)

4550


	December 31, 2020						March 31, 2021
	Previously reported		Adjustment		As adjusted		Previously reported		Adjustment		As adjusted
Retained earnings	$	112,959	$	(3,899)	$	109,060	$	119,750	$	(1,248)	$	118,502
Accumulated other comprehensive income	9,527		3,899		13,426		5,393		1,248		6,641


	Three Months Ended March 31, 2021
	Previously reported		Adjustment		As adjusted
Net investment income	$	1,592	$	680	$	2,272
Total revenue	47,394		680		48,074
Gains on embedded derivatives	—		2,676		2,676
Income before taxes	8,691		3,356		12,047
Income tax expense	1,900		705		2,605
Net income	$	6,791	$	2,651	$	9,442

Earnings per share:
Basic	$	0.13	$	0.05	$	0.18
Diluted	$	0.13	$	0.05	$	0.18

Other comprehensive loss, net of tax
Unrealized investment losses:
Unrealized investment losses arising during the period	$	(5,220)	$	(3,356)	$	(8,576)
Income tax benefit	(1,096)		(705)		(1,801)
Unrealized investment losses, net of tax	(4,124)		(2,651)		(6,775)
Other comprehensive loss	$	(4,134)	$	(2,651)	$	(6,785)


	Stock Options	Weighted Average Exercise Price
Balance outstanding, December 31, 2021	120,187	$	16.06
Granted	64,694	$	7.04
Forfeited or cancelled	(2,816)	$	17.50
Balance outstanding, March 31, 2022	182,065	$	12.83
Options exercisable, March 31, 2022	40,373	$	15.99


	Options Outstanding						Options Vested or Expected to Vest
Stock Options	Number of Shares	Weighted Average Exercise Price		Weighted Average Remaining Contract Term	Aggregate Intrinsic Value		Number of Shares	Weighted Average Exercise Price		Weighted Average Remaining Contract Term	Aggregate Intrinsic Value
2020 Omnibus Plan	182,065	$	12.83	8.98 years	$	—	182,065	$	12.83	8.98 years	$	—


Cumulative TSR %		Percent of Units Vested
Fiscal 2022 Grants	Fiscal 2021 Grants
Below 29.2%	Below 25.1%	0%
29.2%	25.1%	50%
52.1%	47.2%	100%
74.9% and above	69.3% and above	200%


Period	Total Number of Shares Purchased		Average Price Paid per Share		Total Number of Shares Purchased as Part of Publicly Announced Plans or Programs	Maximum Number of Shares that May Yet Be Purchased Under the Plans or Programs
January 1, 2022 - January 31, 2022	—		$	—	—	—
February 1, 2022 - February 28, 2022	—		$	—	—	—
March 1, 2022 - March 31, 2022	1,652	(a)	$	4.55	—	—
	1,652				—