TIG / Trean Insurance Group Inc - SEC Filings, Annual Report, Proxy Statement

Trean Insurance Group Inc
US ˙ NASDAQ
THIS SYMBOL IS NO LONGER ACTIVE

Basic Stats
CIK 1801754
SEC Filings
All companies that sell securities in the United States must register with the Securities and Exchange Commission (SEC) and file reports on a regular basis. These reports include company annual reports (10K, 10Q), news updates (8K), investor presentations (found in 8Ks), insider trades (form 4), ownership reports (13D, and 13G), and reports related to the specific securities sold, such as registration statements and prospectus. This page shows recent SEC filings related to Trean Insurance Group Inc
SEC Filings (Chronological Order)
This page provides a complete, chronological list of SEC Filings, excluding ownership filings which we provide elsewhere.
May 1, 2023 15-12G

As filed with the Securities and Exchange Commission on May 1, 2023 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 15 CERTIFICATION AND NOTICE OF TERMINATION OF REGISTRATION UNDER SECTION 12(g) OF THE SECURITIES EXCHANGE

15-12G 1 brhc200522941512g.htm 15-12G As filed with the Securities and Exchange Commission on May 1, 2023 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 15 CERTIFICATION AND NOTICE OF TERMINATION OF REGISTRATION UNDER SECTION 12(g) OF THE SECURITIES EXCHANGE ACT OF 1934 OR SUSPENSION OF DUTY TO FILE REPORTS UNDER SECTIONS 13 AND 15(d) OF THE SECURITIES EXCHANGE ACT OF

April 28, 2023 SC 13G

TIG / Trean Insurance Group Inc / Percy Rockdale LLC - SCHEDULE 13G Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G (Rule 13d-102) INFORMATION TO BE INCLUDED IN STATEMENTS FILED PURSUANT TO RULES 13d-1(b), (c), AND (d) AND AMENDMENTS THERETO FILED PURSUANT TO RULE 13d-2(b) (Amendment No. )1 Trean Insurance Group, Inc. (Name of Issuer) Common Stock, $0.01 par value per share (Title of Class of Securities) 89457R101 (CUSIP Number

April 28, 2023 EX-99.1

JOINT FILING AGREEMENT

Exhibit 99.1 JOINT FILING AGREEMENT In accordance with Rule 13d-1(k)(1)(iii) under the Securities Exchange Act of 1934, as amended, the persons named below agree to the joint filing on behalf of each of them of a Statement on Schedule 13G dated April 28, 2023 (including amendments thereto) with respect to the shares of Common Stock, $0.01 par value per share, of Trean Insurance Group, Inc., and an

April 21, 2023 EX-99.1

Altaris Completes Acquisition of Trean Insurance Group

Exhibit 99.1 Altaris Completes Acquisition of Trean Insurance Group WAYZATA, MN. and NEW YORK, NY, April 21, 2023 – Trean Insurance Group, Inc. (“Trean” or the “Company”), a leading provider of products and services to the specialty insurance market, today announced the completion of the acquisition of the Company by funds managed by Altaris, LLC (collectively with its affiliates, “Altaris”) for $

April 21, 2023 SC 13E3/A

SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 13E-3 RULE 13E-3 TRANSACTION STATEMENT UNDER SECTION 13(E) OF THE SECURITIES EXCHANGE ACT OF 1934 Amendment No. 3 TREAN INSURANCE GROUP, INC. (Name of the Issuer) Trean Insurance Grou

SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 13E-3 RULE 13E-3 TRANSACTION STATEMENT UNDER SECTION 13(E) OF THE SECURITIES EXCHANGE ACT OF 1934 Amendment No. 3 TREAN INSURANCE GROUP, INC. (Name of the Issuer) Trean Insurance Group, Inc. Treadstone Parent Inc. Treadstone Upper Parent Inc. Treadstone Aggregator L.P. Altaris Health Partners V, L.P. Altaris Health Partners V-A, L.

April 21, 2023 EX-3.2

SECOND AMENDED AND RESTATED BYLAWS TREAN INSURANCE GROUP, INC. A Delaware Corporation (the “Corporation”) ARTICLE I

Exhibit 3.2 SECOND AMENDED AND RESTATED BYLAWS OF TREAN INSURANCE GROUP, INC. A Delaware Corporation (the “Corporation”) ARTICLE I OFFICES Section 1.1 Registered Office. The registered office of the Corporation in the State of Delaware shall be located at 251 Little Falls Drive, Wilmington, New Castle County, Delaware 19808. The name of its registered agent at such address is Corporation Service C

April 21, 2023 S-8 POS

As filed with the Securities and Exchange Commission on April 21, 2023

As filed with the Securities and Exchange Commission on April 21, 2023 Registration No.

April 21, 2023 EX-3.1

SECOND AMENDED AND RESTATED CERTIFICATE OF INCORPORATION TREAN INSURANCE GROUP, INC. ARTICLE ONE

Exhibit 3.1 SECOND AMENDED AND RESTATED CERTIFICATE OF INCORPORATION OF TREAN INSURANCE GROUP, INC. ARTICLE ONE The name of the corporation is Trean Insurance Group, Inc. (hereinafter called the “Corporation”). ARTICLE TWO The address of the Corporation’s registered office in the State of Delaware is 251 Little Falls Drive, Wilmington, New Castle County, Delaware 19808. The name of its registered

April 21, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): April 21, 2023 TREAN INSURANCE GR

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): April 21, 2023 TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of Incorporation) (Commiss

April 18, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): April 18, 2023 TREAN INSURANCE GR

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): April 18, 2023 TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of Incorporation) (Commiss

April 18, 2023 EX-99.1

Trean Insurance Group Receives Stockholder Approval of Proposed Merger Transaction Anticipated to Close in April 2023

Exhibit 99.1 Trean Insurance Group Receives Stockholder Approval of Proposed Merger Transaction Anticipated to Close in April 2023 WAYZATA, Minn. and NEW YORK, NY, April 18, 2023 – Trean Insurance Group, Inc. (Nasdaq: TIG) (“Trean” or the “Company”), a leading provider of products and services to the specialty insurance market, announced that at the Special Meeting of Stockholders (the “Special Me

April 13, 2023 10-K/A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K/A (Amendment No. 1) ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2022 ☐ TRANSITION REPO

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K/A (Amendment No. 1) ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2022 OR ☐ 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

April 12, 2023 SC 13E3/A

SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 13E-3 RULE 13E-3 TRANSACTION STATEMENT UNDER SECTION 13(E) OF THE SECURITIES EXCHANGE ACT OF 1934 Amendment No. 2 TREAN INSURANCE GROUP, INC. (Name of the Issuer) Trean Insurance Grou

SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 13E-3 RULE 13E-3 TRANSACTION STATEMENT UNDER SECTION 13(E) OF THE SECURITIES EXCHANGE ACT OF 1934 Amendment No. 2 TREAN INSURANCE GROUP, INC. (Name of the Issuer) Trean Insurance Group, Inc. Treadstone Merger Sub Inc. Treadstone Parent Inc. Treadstone Upper Parent Inc. Treadstone Aggregator L.P. Altaris Health Partners V, L.P. Alta

April 12, 2023 DEFA14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.  )

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.  ) Filed by the Registrant ☒ Filed by a Party other than the Registrant  ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Def

April 12, 2023 DEFA14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.  )

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.  ) Filed by the Registrant ☒ Filed by a Party other than the Registrant  ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Def

March 22, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): March 22, 2023 (March 20, 2023) TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of Incorp

March 16, 2023 EX-21.1

SUBSIDIARIES OF TREAN INSURANCE GROUP, INC.

Exhibit 21.1 SUBSIDIARIES OF TREAN INSURANCE GROUP, INC. Subsidiary Jurisdiction Benchmark Holding Company Minnesota •Benchmark Insurance Company Kansas •American Liberty Insurance Company, Inc. Utah •7710 Insurance Company South Carolina •Benchmark Specialty Insurance Company Arkansas Trean Corporation Minnesota •Benchmark Administrators, LLC California •Trean Reinsurance Services, LLC Minnesota

March 16, 2023 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2022 ☐ TRANSITION REPORT PURSUANT TO SECTI

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2022 OR ☐ 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 I

March 16, 2023 SC 13E3/A

SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 13E-3 RULE 13E-3 TRANSACTION STATEMENT UNDER SECTION 13(E) OF THE SECURITIES EXCHANGE ACT OF 1934 Amendment No. 1 TREAN INSURANCE GROUP, INC. (Name of the Issuer) Trean Insurance Grou

SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 13E-3 RULE 13E-3 TRANSACTION STATEMENT UNDER SECTION 13(E) OF THE SECURITIES EXCHANGE ACT OF 1934 Amendment No. 1 TREAN INSURANCE GROUP, INC. (Name of the Issuer) Trean Insurance Group, Inc. Treadstone Merger Sub Inc. Treadstone Parent Inc. Treadstone Upper Parent Inc. Treadstone Aggregator L.P. Altaris Health Partners V, L.P. Alta

March 16, 2023 DEFA14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.  )

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 (Amendment No.  ) Filed by the Registrant ☒ Filed by a Party other than the Registrant ☐ Check the appropriate box: ☐ Preliminary Proxy Statement ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☐ Defi

March 16, 2023 DEFM14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

TABLE OF CONTENTS UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant  ☐ Check the appropriate box:  ☐ Preliminary Proxy Statement  ☐ Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ☒ D

March 9, 2023 EX-99.1

TREAN INSURANCE GROUP REPORTS FOURTH QUARTER AND FULL YEAR 2022 RESULTS

Exhibit 99.1 TREAN INSURANCE GROUP REPORTS FOURTH QUARTER AND FULL YEAR 2022 RESULTS Wayzata, MN, March 9, 2023 – Trean Insurance Group, Inc. (Nasdaq: TIG) (“Trean” or the “Company”), a leading provider of products and services to the specialty insurance market, today reported results for the fourth quarter and full year ended December 31, 2022. Fourth Quarter and Full Year 2022 Highlights • Annou

March 9, 2023 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): March 9, 2023 TREAN INSURANCE GRO

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): March 9, 2023 TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of Incorporation) (Commissi

February 14, 2023 SC 13G/A

TIG / TiGenix / Baker Blake - AMENDMENT NO. 2 TO SCHEDULE 13G Passive Investment

SC 13G/A 1 ea173461-13ga2bakertrean.htm AMENDMENT NO. 2 TO SCHEDULE 13G SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 SCHEDULE 13G (Rule 13d-102) INFORMATION TO BE INCLUDED IN STATEMENTS FILED PURSUANT TO § 240.13d-1(b), (c), AND (d) AND AMENDMENTS THERETO FILED PURSUANT TO § 240.13d-2 (Amendment No. 2)* Trean Insurance Group, Inc. (Name of Issuer) Common Stock, $0.01 par value (Title of

February 13, 2023 EX-99.1

JOINT FILING AGREEMENT

EX-99.1 2 ea173337ex99-1trean.htm JOINT FILING AGREEMENT Exhibit 99.1 JOINT FILING AGREEMENT Pursuant to and in accordance with the Securities Exchange Act of 1934, as amended, and the rules and regulations thereunder (the “Exchange Act”) the undersigned hereby agree to the joint filing on behalf of each of them of any filing required by such party under Section 13 of the Exchange Act or any rule

February 13, 2023 SC 13G/A

TIG / TiGenix / Altaris Partners, LLC - AMENDMENT NO. 2 TO SCHEDULE 13G Passive Investment

SC 13G/A 1 ea173337-13ga2altaristrean.htm AMENDMENT NO. 2 TO SCHEDULE 13G UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 2)* Trean Insurance Group, Inc. (Name of Issuer) Common Stock, par value $0.01 per share (Title of Class of Securities) 89457R101 (CUSIP Number) December 31, 2022 (Date of Event which

January 26, 2023 8-K

Current Report

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): January 26, 2023 (January 23, 2023) TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of In

January 26, 2023 DEFA14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): January 26, 2023 (January 23, 202

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): January 26, 2023 (January 23, 2023) TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of In

January 19, 2023 PREM14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

PREM14A 1 ny20006673x1prem14a.htm PREM14A TABLE OF CONTENTS UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ☒ Filed by a Party other than the Registrant  ☐ Check the appropriate box: ☒ Preliminary Proxy Statement  ☐ Confidential, for Use of the Commission On

January 19, 2023 EX-99.(D)(3)

Altaris Health Partners V, L.P. Altaris Health Partners V-A, L.P. 10 E. 53rd Street, 31st Floor New York, NY 10022

Exhibit (d)(3) Altaris Health Partners V, L.P. Altaris Health Partners V-A, L.P. 10 E. 53rd Street, 31st Floor New York, NY 10022 December 15, 2022 Treadstone Parent Inc. c/o Altaris, LLC 10 East 53rd Street, 31st Floor New York, NY 10022 Re: Equity Commitment Ladies and Gentlemen: Altaris Health Partners V, L.P., a Delaware limited partnership and Altaris Health Partners V-A, L.P., a Delaware lim

January 19, 2023 EX-99.(C)(1)

Project Twins PRELIMINAR Y DISCUSSION MATERIAL S FOR THE SPECIAL COMMITTEE OF THE BOARD OF DIRECT ORS OCTOBER 28, 2022 | CONFIDENTIAL CONFIDENTIAL Table of Contents 2 Page 3 5 15 26 36 37 40 43 Executive Summary Selected Company Observations Prelimin

Exhibit (c)(1) Project Twins PRELIMINAR Y DISCUSSION MATERIAL S FOR THE SPECIAL COMMITTEE OF THE BOARD OF DIRECT ORS OCTOBER 28, 2022 | CONFIDENTIAL CONFIDENTIAL Table of Contents 2 Page 3 5 15 26 36 37 40 43 Executive Summary Selected Company Observations Preliminary Financial Considerations Other Proposal Considerations Appendices Supplemental Financial Information Supplemental Public Company & Market Observations Supplemental Industry Observations Page 1.

January 19, 2023 SC 13E3

SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 13E-3 RULE 13E-3 TRANSACTION STATEMENT UNDER SECTION 13(E) OF THE SECURITIES EXCHANGE ACT OF 1934 TREAN INSURANCE GROUP, INC. (Name of the Issuer) Trean Insurance Group, Inc. Treadsto

SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 13E-3 RULE 13E-3 TRANSACTION STATEMENT UNDER SECTION 13(E) OF THE SECURITIES EXCHANGE ACT OF 1934 TREAN INSURANCE GROUP, INC. (Name of the Issuer) Trean Insurance Group, Inc. Treadstone Merger Sub Inc. Treadstone Parent Inc. Treadstone Upper Parent Inc. Treadstone Aggregator L.P. Altaris Health Partners V, L.P. Altaris Health Partn

January 19, 2023 EX-FILING FEES

CALCULATION OF FILING FEE TABLES Schedule 14A (Form Type) Trean Insurance Group, Inc. (Exact Name of Registrant as Specified in its Charter) Table 1: Transaction Valuation

Exhibit 107 CALCULATION OF FILING FEE TABLES Schedule 14A (Form Type) Trean Insurance Group, Inc.

January 19, 2023 EX-99.(D)(4)

Limited Guarantee

Exhibit (d)(4) Limited Guarantee This Limited Guarantee, dated as of December 15, 2022 (this “Limited Guarantee”), is made by each of Altaris Health Partners V, L.

January 19, 2023 EX-FILING FEES

CALCULATION OF FILING FEE TABLES Schedule 13E-3 (Form Type) Trean Insurance Group, Inc. Treadstone Merger Sub Inc. Treadstone Parent Inc. Treadstone Upper Parent Inc. Treadstone Aggregator L.P. Altaris Health Partners V, L.P. Altaris Health Partners

Exhibit 107 CALCULATION OF FILING FEE TABLES Schedule 13E-3 (Form Type) Trean Insurance Group, Inc.

January 19, 2023 EX-99.(C)(2)

CONFIDENTIAL Table of Contents 2 Page 3 5 10 20 21 23 30 33 Executive Summary Selected Updates Since Prior Discussion Materials Financial Analyses Appendices Selected Cost of Equity Considerations Supplemental Financial Information Illustrative Selec

Exhibit (c)(2) Project Twins DISCUSSION MATERIALS FOR THE SPECIAL COMMITTEE OF THE BOARD OF DIRECT ORS DECEMBER 15, 2022 | CONFIDENTIAL CONFIDENTIAL Table of Contents 2 Page 3 5 10 20 21 23 30 33 Executive Summary Selected Updates Since Prior Discussion Materials Financial Analyses Appendices Selected Cost of Equity Considerations Supplemental Financial Information Illustrative Selected Company Multiple Trendlines Supplemental Public Company & Market Observations Page 1.

December 19, 2022 EX-2.1

Agreement and Plan of Merger, dated as of December 15, 2022, by and among Trean Insurance Group, Inc., Treadstone Parent Inc., and Treadstone Merger Sub Inc.

Exhibit 2.1 AGREEMENT AND PLAN OF MERGER by and among TREADSTONE PARENT INC., TREADSTONE MERGER SUB INC., and TREAN INSURANCE GROUP, INC. Dated as of December 15, 2022 TABLE OF CONTENTS ARTICLE I THE MERGER 3 Section 1.1 The Merger 3 Section 1.2 Closing 3 Section 1.3 Effective Time 3 Section 1.4 Effects of the Merger 3 Section 1.5 Organizational Documents of the Surviving Corporation 4 Section 1.6

December 19, 2022 EX-10.2

Third Amendment to Second Amended and Restated Credit Agreement by and among Trean Insurance Group, Inc., Trean Corporation, Benchmark Administrators, LLC, the lenders party thereto and First Horizon Bank, as administrative agent, dated December 15, 2022.

Exhibit 10.2 THIRD AMENDMENT TO SECOND AMENDED AND RESTATED CREDIT AGREEMENT This THIRD AMENDMENT TO SECOND AMENDED AND RESTATED CREDIT AGREEMENT (this ?Amendment?), is made and entered into as of December 15, 2022 (the ?Effective Date?), by and among TREAN INSURANCE GROUP, INC., a Delaware corporation (?Holdings?), TREAN CORPORATION, a Minnesota corporation (?Trean?), BENCHMARK ADMINISTRATORS, LL

December 19, 2022 8-K

Current Report

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): December 19, 2022 (December 15, 2022) TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of

December 19, 2022 DEFA14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): December 19, 2022 (December 15, 2

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): December 19, 2022 (December 15, 2022) TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of

December 19, 2022 EX-10.1

Voting and Support Agreement, dated as of December 15, 2022, by and among Trean Insurance Group, Inc., AHP-BHC LLC, AHP-TH LLC, ACP-BHC LLC, ACP-TH LLC and Altaris Partners, LLC.

Exhibit 10.1 VOTING AND SUPPORT AGREEMENT This VOTING AND SUPPORT AGREEMENT (this ?Agreement?), dated as of December 15, 2022, is entered into by and among Trean Insurance Group, Inc., a Delaware corporation (the ?Company?), AHP-BHC LLC, a Delaware limited liability company (?AHP-BHC?), AHP-TH LLC, a Delaware limited liability company (?AHP-TH?), ACP-BHC LLC, a Delaware limited liability company (

December 16, 2022 EX-99.1

Trean Insurance Group Announces Definitive Agreement to be Acquired by Altaris Capital Partners Trean Stockholders to Receive $6.15 Per Share in Cash, a Premium of Approximately 97% Company to Continue Growth Plan and Delivering Full Suite of Insuran

EX-99.1 Exhibit 99.1 Trean Insurance Group Announces Definitive Agreement to be Acquired by Altaris Capital Partners Trean Stockholders to Receive $6.15 Per Share in Cash, a Premium of Approximately 97% Company to Continue Growth Plan and Delivering Full Suite of Insurance and Reinsurance Services WAYZATA, Minn. and NEW YORK, NY, December 16, 2022 – Trean Insurance Group, Inc. (Nasdaq: TIG) (“Trea

December 16, 2022 DEFA14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ? Filed by a Party other than the Registrant ? Check the appropriate box: ? Preliminary Proxy Statement ? Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ? Definitive Proxy State

December 16, 2022 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): December 16, 2022 (December 15, 2

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): December 16, 2022 (December 15, 2022) TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of

December 16, 2022 DEFA14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): December 16, 2022 (December 15, 2

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): December 16, 2022 (December 15, 2022) TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of

November 8, 2022 10-Q

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 September 30, 2022 ☐ TRANSITION REPORT PURSUANT

Table of Contents 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 September 30, 2022 OR ? 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: 001-3939

November 2, 2022 8-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): November 2, 2022 TREAN INSURANCE

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): November 2, 2022 TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of Incorporation) (Commi

November 2, 2022 EX-99.1

TREAN INSURANCE GROUP REPORTS THIRD QUARTER 2022 RESULTS Net Income of $7.6 Million and Adjusted Net Income of $5.5 Million Diluted Earnings per Share of $0.15 and Adjusted Diluted Earnings per Share of $0.11 Updates Full Year 2022 Outlook

EX-99.1 Exhibit 99.1 TREAN INSURANCE GROUP REPORTS THIRD QUARTER 2022 RESULTS Net Income of $7.6 Million and Adjusted Net Income of $5.5 Million Diluted Earnings per Share of $0.15 and Adjusted Diluted Earnings per Share of $0.11 Updates Full Year 2022 Outlook Wayzata, MN, November 2, 2022 – Trean Insurance Group, Inc. (Nasdaq: TIG) (“Trean” or the “Company”), a leading provider of products and se

October 4, 2022 EX-10.1

First Amendment to Second Amended and Restated Credit Agreement by and among Trean Insurance Group, Inc., Trean Corporation, Trean Compstar Holdings LLC, Benchmark Administrators, LLC, the lenders party thereto and First Horizon Bank, N.A., as administrative agent, dated May 6, 2022

Exhibit 10.1 EXECUTION VERSION FIRST AMENDMENT TO SECOND AMENDED AND RESTATED CREDIT AGREEMENT This FIRST AMENDMENT TO SECOND AMENDED AND RESTATED CREDIT AGREEMENT (this ?Amendment?), is made and entered into as of May 6, 2022 (the ?Effective Date?), by and among TREAN INSURANCE GROUP, INC., a Delaware corporation (?Holdings?), TREAN CORPORATION, a Minnesota corporation (?Trean?), TREAN COMPSTAR H

October 4, 2022 8-K

Entry into a Material Definitive Agreement

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): October 4, 2022 (May 6, 2022) TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of Incorpor

October 4, 2022 EX-10.2

Second Amendment to Second Amended and Restated Credit Agreement by and among Trean Insurance Group, Inc., Trean Corporation, Benchmark Administrators, LLC, the lenders party thereto and First Horizon Bank, N.A., as administrative agent, dated September 28, 2022

Exhibit 10.2 EXECUTION VERSION SECOND AMENDMENT TO SECOND AMENDED AND RESTATED CREDIT AGREEMENT This SECOND AMENDMENT TO SECOND AMENDED AND RESTATED CREDIT AGREEMENT (this ?Amendment?), is made and entered into as of September 28, 2022 (the ?Effective Date?), by and among TREAN INSURANCE GROUP, INC., a Delaware corporation (?Holdings?), TREAN CORPORATION, a Minnesota corporation (?Trean?), BENCHMA

August 30, 2022 EX-99.1

Trean Insurance Group Increases Surplus with $50 Million Surplus Notes Offering

Exhibit 99.1 Trean Insurance Group Increases Surplus with $50 Million Surplus Notes Offering WAYZATA, MINNESOTA, August 24, 2022 ? Trean Insurance Group (Nasdaq: TIG) (?Trean? or the ?Company?) a leading provider of products and services to the specialty insurance market, today announced that it has increased the surplus of its subsidiary Benchmark Insurance Company (?Benchmark?) by completing a p

August 30, 2022 EX-10.1

Fiscal Agency Agreement, dated as of August 24, 2022, by and between Benchmark Insurance Company and The Bank of New York Mellon

Exhibit 10.1 EXECUTION VERSION FISCAL AGENCY AGREEMENT DATED August 24, 2022 Benchmark Insurance Company, as Issuer Up to $50,000,000 6.75% Surplus Notes due 2042 CONTENTS Section Page 1. INTERPRETATION 1 2. DEFINITIONS 1 3. APPOINTMENT OF AGENTS 4 4. AUTHENTICATION AND DELIVERY OF NOTES 4 5. [RESERVED] 5 6. PAYMENT TO THE PAYING AGENT 5 7. [RESERVED] 7 8. [RESERVED] 7 9. NOTICE OF ANY WITHHOLDING

August 30, 2022 8-K

Entry into a Material Definitive Agreement

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): August 30, 2022 (August 24, 2022) TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of Inco

August 9, 2022 10-Q

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 June 30, 2022 ☐ TRANSITION REPORT PURSUANT TO S

Table of Contents 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 June 30, 2022 OR ? 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 TRE

August 3, 2022 8-K

Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): August 3, 2022 TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of Incorporation) (Commiss

August 3, 2022 EX-99.1

TREAN INSURANCE GROUP REPORTS SECOND QUARTER 2022 RESULTS Net Income and Adjusted Net Income of $5.5 Million Diluted and Adjusted Diluted Earnings per Share of $0.11 Provides Third Quarter and Updates Full Year 2022 Outlook

Exhibit 99.1 TREAN INSURANCE GROUP REPORTS SECOND QUARTER 2022 RESULTS Net Income and Adjusted Net Income of $5.5 Million Diluted and Adjusted Diluted Earnings per Share of $0.11 Provides Third Quarter and Updates Full Year 2022 Outlook Wayzata, MN, August 3, 2022 ? Trean Insurance Group, Inc. (Nasdaq: TIG) (?Trean? or the ?Company?), a leading provider of products and services to the specialty in

June 7, 2022 8-K

Regulation FD Disclosure

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): June 7, 2022 TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of Incorporation) (Commissio

June 7, 2022 EX-99.1

Disclaimer This presentation of Trean Insurance Group, Inc. (the “Company”) contains forward-looking statements as that term is defined in the Private Securities Litigation Reform Act of 1995. Forward-looking statements include statements that are no

Exhibit 99.1 Investor Presentation June 2022 Disclaimer This presentation of Trean Insurance Group, Inc. (the ?Company?) contains forward-looking statements as that term is defined in the Private Securities Litigation Reform Act of 1995. Forward-looking statements include statements that are not historical or current facts. These statements may discuss the Company?s net income, cash flow, financia

May 18, 2022 8-K

Current Report

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): May 18, 2022 (May 17, 2022) TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of Incorporat

May 9, 2022 10-Q

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, 2022 ☐ TRANSITION REPORT PURSUANT TO

Table of Contents 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, 2022 OR ? 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 TR

May 4, 2022 8-K

Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): May 4, 2022 TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of Incorporation) (Commission

May 4, 2022 EX-99.1

TREAN INSURANCE GROUP REPORTS FIRST QUARTER 2022 RESULTS Net Income of $12.3 Million, Diluted Earnings per Share of $0.24 Adjusted Net Income of $8.3 Million, Adjusted Diluted Earnings per Share of $0.16 Provides Second Quarter and Updates Full Year

Exhibit 99.1 TREAN INSURANCE GROUP REPORTS FIRST QUARTER 2022 RESULTS Net Income of $12.3 Million, Diluted Earnings per Share of $0.24 Adjusted Net Income of $8.3 Million, Adjusted Diluted Earnings per Share of $0.16 Provides Second Quarter and Updates Full Year 2022 Outlook Wayzata, MN, May 4, 2022 ? Trean Insurance Group, Inc. (Nasdaq: TIG) (?Trean? or the ?Company?), a leading provider of produ

April 5, 2022 DEF 14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

TABLE OF CONTENTS UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ? ? ? Filed by a Party other than the Registrant ?? Check the appropriate box: ?? ? ? Preliminary Proxy Statement ?? ? ? Confidential, for Use of the Commission Only (as permitted by Rule 14a-

April 5, 2022 DEFA14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ? Filed by a Party other than the Registrant ?? Check the appropriate box: ? Preliminary Proxy Statement ? Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ? Definitive Proxy Stat

March 16, 2022 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ☒ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2021 ☐ TRANSITION REPORT PURSUANT TO SECTI

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ? ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2021 OR ? 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 I

March 16, 2022 EX-21.1

SUBSIDIARIES OF TREAN INSURANCE GROUP, INC.

Exhibit 21.1 SUBSIDIARIES OF TREAN INSURANCE GROUP, INC. Subsidiary Jurisdiction Benchmark Holding Company Minnesota ?Benchmark Insurance Company Kansas ?American Liberty Insurance Company Utah ?7710 Insurance Company South Carolina ?Benchmark Specialty Insurance Company Arkansas Trean Corporation Minnesota ?Benchmark Administrators, LLC California ?Trean Reinsurance Services, LLC Minnesota ?Westc

March 10, 2022 EX-99.1

TREAN INSURACE GROUP ANNOUNCES SENIOR MANAGEMENT CHANGES

Exhibit 99.1 TREAN INSURACE GROUP ANNOUNCES SENIOR MANAGEMENT CHANGES Wayzata, MN, March 9, 2022 ? Trean Insurance Group, Inc. (Nasdaq: TIG) (?Trean? or the ?Company?), a leading provider of products and services to the specialty insurance market, announced today that its Board of Directors has appointed current CEO Andrew O?Brien as Executive Chairman of the Board and appointed current President

March 10, 2022 EX-99.2

TREAN INSURANCE GROUP APPOINTS PHILIP I. SMITH TO BOARD OF DIRECTORS

Exhibit 99.2 TREAN INSURANCE GROUP APPOINTS PHILIP I. SMITH TO BOARD OF DIRECTORS Wayzata, MN, March 10, 2022 ? Trean Insurance Group, Inc. (Nasdaq: TIG) (?Trean? or the ?Company?), a leading provider of products and services to the specialty insurance market, announced today that its Board of Directors has appointed a new independent director, Philip I. Smith, to its Board of Directors, effective

March 10, 2022 8-K

Regulation FD Disclosure

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): March 10, 2022 TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of Incorporation) (Commiss

March 9, 2022 8-K

Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): March 9, 2022 TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of Incorporation) (Commissi

March 9, 2022 EX-99.1

TREAN INSURANCE GROUP REPORTS FOURTH QUARTER AND FULL YEAR 2021 RESULTS, PROVIDES 2022 OUTLOOK Full Year 2021 Net Income of $19.3 Million – 25th Consecutive Profitable Year Commitment to Profitable Growth - Full Year 2021 Gross Written Premiums Grew

Exhibit 99.1 TREAN INSURANCE GROUP REPORTS FOURTH QUARTER AND FULL YEAR 2021 RESULTS, PROVIDES 2022 OUTLOOK Full Year 2021 Net Income of $19.3 Million ? 25th Consecutive Profitable Year Commitment to Profitable Growth - Full Year 2021 Gross Written Premiums Grew 31% 57% Growth in Fourth Quarter Net Earned Premiums and 83% Growth for Full Year Wayzata, MN, March 9, 2022 ? Trean Insurance Group, Inc

February 2, 2022 SC 13G/A

TIG / TiGenix / Baker Blake - SC 13G/A Passive Investment

SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 SCHEDULE 13G (Rule 13d-102) INFORMATION TO BE INCLUDED IN STATEMENTS FILED PURSUANT TO § 240.

January 14, 2022 SC 13G/A

TIG / TiGenix / Altaris Partners, LLC Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 1)* Trean Insurance Group, Inc. (Name of Issuer) Common Stock, par value $0.01 per share (Title of Class of Securities) 89457R101 (CUSIP Number) December 31, 2021 (Date of Event which Requires Filing of this Statement) Check the appropriate box to designate

December 28, 2021 8-K

Regulation FD Disclosure

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): December 28, 2021 (December 27, 2021) TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of

December 28, 2021 EX-99.1

TREAN INSURANCE GROUP LAUNCHES NEW E&S CARRIER, BENCHMARK SPECIALTY INSURANCE COMPANY

Exhibit 99.1 TREAN INSURANCE GROUP LAUNCHES NEW E&S CARRIER, BENCHMARK SPECIALTY INSURANCE COMPANY Wayzata, MN, December 27, 2021 ? Trean Insurance Group, Inc. (Nasdaq: TIG), a leading provider of products and services to the specialty insurance market, announced today that its subsidiary, Benchmark Insurance Company, a leading writer of program business, formed a new excess and surplus lines subs

November 12, 2021 8-K

Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): November 10, 2021 TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of Incorporation) (Comm

November 12, 2021 8-K

Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): November 12, 2021 (November 10, 2021) TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of

November 12, 2021 EX-99.1

1

Exhibit 99.1 Trean Insurance Group, Inc. ? Third Quarter 2021 Earnings Conference Call, November 10, 2021 C O R P O R A T E P A R T I C I P A N T S Garrett Edson, Investor Relations, ICR, Inc. Andrew O?Brien, Chief Executive Officer Julie Baron, President and Chief Operating Officer Nicholas Vassallo, Chief Financial Officer C O N F E R E N C E C A L L P A R T I C I P A N T S Pablo Singzon, JPMorg

November 12, 2021 EX-99.1

TREAN INSURANCE GROUP REPORTS THIRD QUARTER 2021 RESULTS - 34.3% Year-over-Year Growth in Third Quarter 2021 Gross Written Premiums to $177.6 Million - - 86.5% Year-over-Year Growth in Third Quarter Net Earned Premium to $52.0 Million - - Net Income

Exhibit 99.1 TREAN INSURANCE GROUP REPORTS THIRD QUARTER 2021 RESULTS - 34.3% Year-over-Year Growth in Third Quarter 2021 Gross Written Premiums to $177.6 Million - - 86.5% Year-over-Year Growth in Third Quarter Net Earned Premium to $52.0 Million - - Net Income of $6.5 Million, Diluted Earnings per Share of $0.13 - - Adjusted Net Income of $7.7 Million, Adjusted Diluted Earnings per Share of $0.1

November 12, 2021 10-Q

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 September 30, 2021 ☐ TRANSITION REPORT PURSUANT

Table of Contents 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 September 30, 2021 OR ? 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: 001-3939

October 18, 2021 CORRESP

Trean Insurance Group, Inc. 150 Lake Street West Wayzata, MN 55391

Trean Insurance Group, Inc. 150 Lake Street West Wayzata, MN 55391 October 18, 2021 Via EDGAR Transmission and E-mail U.S. Securities and Exchange Commission Division of Corporation Finance, Office of Finance 100 F Street, N.E. Washington, D.C. 20549 Attention: Michael Volley Amit Pande Re: Trean Insurance Group, Inc. (the ?Registrant?) Form 10-K Filed March 26, 2021 Response dated August 19, 2021

August 19, 2021 CORRESP

Trean Insurance Group, Inc. 150 Lake Street West Wayzata, MN 55391

Trean Insurance Group, Inc. 150 Lake Street West Wayzata, MN 55391 August 19, 2021 Via EDGAR Transmission and E-mail U.S. Securities and Exchange Commission Division of Corporation Finance, Office of Finance 100 F Street, N.E. Washington, D.C. 20549 Attention: Michael Volley Amit Pande Re: Trean Insurance Group, Inc. (the ?Registrant?) Form 10-K for the Fiscal Year Ended December 31, 2020 Filed Ma

August 13, 2021 10-Q

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 June 30, 2021 ☐ TRANSITION REPORT PURSUANT TO S

Table of Contents 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 June 30, 2021 OR ☐ 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 TRE

August 11, 2021 8-K

Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): August 11, 2021 TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of Incorporation) (Commis

August 11, 2021 EX-99.1

TREAN INSURANCE GROUP REPORTS SECOND QUARTER 2021 RESULTS - 43% Year-over-Year Growth in Second Quarter 2021 Gross Written Premiums to $156.6 Million - - 124% Year-over-Year Growth in Second Quarter Net Earned Premium to $47.9 Million - - Net Income

Exhibit 99.1 TREAN INSURANCE GROUP REPORTS SECOND QUARTER 2021 RESULTS - 43% Year-over-Year Growth in Second Quarter 2021 Gross Written Premiums to $156.6 Million - - 124% Year-over-Year Growth in Second Quarter Net Earned Premium to $47.9 Million - - Net Income of $2.1 Million, Diluted Earnings per Share of $0.04 - - Adjusted Net Income of $4.3 Million, Adjusted Diluted Earnings per Share of $0.0

July 23, 2021 8-K/A

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K/A (Amendment No. 1) CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): July 23, 2021 (July 20, 2021) TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Juri

July 22, 2021 8-K

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): July 22, 2021 (July 20, 2021) TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of Incorpor

July 1, 2021 8-K

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): July 1, 2021 (June 30, 2021) TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of Incorpora

June 14, 2021 EX-99.1

TREAN INSURANCE GROUP PROMOTES JULIE BARON TO PRESIDENT AND CHIEF OPERATING OFFICER AND NICHOLAS VASSALLO TO CHIEF FINANCIAL OFFICER

Exhibit 99.1 TREAN INSURANCE GROUP PROMOTES JULIE BARON TO PRESIDENT AND CHIEF OPERATING OFFICER AND NICHOLAS VASSALLO TO CHIEF FINANCIAL OFFICER Wayzata, MN, June 14, 2021 ? Trean Insurance Group, Inc. (Nasdaq: TIG), a leading provider of products and services to the specialty insurance market, announced today that it is promoting Chief Financial Officer Julie Baron to the new position of Preside

June 14, 2021 8-K

Regulation FD Disclosure, Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): June 14, 2021 TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of Incorporation) (Commissi

May 21, 2021 424B4

Joint Book-Running Managers

TABLE OF CONTENTS Filed Pursuant to 424(b)(4) Registration No. 333-256220 Prospectus 5,000,000 shares ? Trean Insurance Group, Inc. Common Stock This is a public offering of 5,000,000 shares of common stock of Trean Insurance Group, Inc. The selling stockholders identified in this prospectus are offering all of the shares offered hereby. We will not receive any proceeds from the sale of shares of

May 19, 2021 8-K

Current Report

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): May 19, 2021 (May 18, 2021) TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of Incorporat

May 17, 2021 CORRESP

Trean Insurance Group, Inc. 150 Lake Street West Wayzata, MN 55391

CORRESP 1 filename1.htm Trean Insurance Group, Inc. 150 Lake Street West Wayzata, MN 55391 May 17, 2021 BY EDGAR Securities and Exchange Commission Division of Corporation Finance 100 F Street, N.E. Washington, DC 20549-3561 Re: Trean Insurance Group, Inc. Registration Statement on Form S-1 File No. 333-256220 Ladies and Gentlemen: Pursuant to Rule 461 under the Securities Act of 1933 (the “Securi

May 17, 2021 S-1

As filed with the Securities and Exchange Commission on May 17, 2021

TABLE OF CONTENTS As filed with the Securities and Exchange Commission on May 17, 2021 Registration No.

May 17, 2021 EX-1.1

TREAN INSURANCE GROUP, INC. [•] Shares of Common Stock Underwriting Agreement

EX-1.1 2 nt10022331x2ex1-1.htm EXHIBIT 1.1 Exhibit 1.1 TREAN INSURANCE GROUP, INC. [•] Shares of Common Stock Underwriting Agreement May [•], 2021 J.P. Morgan Securities LLC Evercore Group L.L.C. As Representatives of the several Underwriters listed in Schedule 1 hereto c/o J.P. Morgan Securities LLC 383 Madison Avenue New York, New York 10179 c/o Evercore Group L.L.C. 55 East 52nd Street New York

May 17, 2021 CORRESP

[Signature Page to Underwriters’ Acceleration Request]

J.P. Morgan Securities LLC 383 Madison Avenue New York, New York 10179 Evercore Group L.L.C. 55 East 52nd Street New York, New York 10055 William Blair & Company, L.L.C. 150 North Riverside Plaza Chicago, Illinois 60606 May 17, 2021 VIA EDGAR U.S. Securities and Exchange Commission Division of Corporation Finance 100 F Street, N.E. Washington, D.C. 20549 Re: Trean Insurance Group, Inc. Registratio

May 13, 2021 EX-10.2

TREAN INSURANCE GROUP, INC. 2020 OMNIBUS INCENTIVE PLAN 2021 MARKET STOCK UNIT AWARD AGREEMENT

Exhibit 10.2 TREAN INSURANCE GROUP, INC. 2020 OMNIBUS INCENTIVE PLAN 2021 MARKET STOCK UNIT AWARD AGREEMENT This Market Stock Unit Award Agreement (this ?MSU Award Agreement?), dated as of March 26, 2021 (the ?Date of Grant?), is made by and between Trean Insurance Group, Inc., a Delaware corporation (the ?Company?), and [] (the ?Participant?). Capitalized terms used but not defined herein shall h

May 13, 2021 10-Q

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, 2021 ☐ TRANSITION REPORT PURSUANT TO

Table of Contents 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, 2021 OR ? 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 TR

May 13, 2021 EX-10.1

TREAN INSURANCE GROUP, INC. 2020 OMNIBUS INCENTIVE PLAN 2021 PERFORMANCE STOCK UNIT AWARD AGREEMENT

Exhibit 10.1 TREAN INSURANCE GROUP, INC. 2020 OMNIBUS INCENTIVE PLAN 2021 PERFORMANCE STOCK UNIT AWARD AGREEMENT This Performance Stock Unit Award Agreement (this ?PSU Award Agreement?), dated as of March 26, 2021 (the ?Date of Grant?), is made by and between Trean Insurance Group, Inc., a Delaware corporation (the ?Company?), and [] (the ?Participant?). Capitalized terms used but not defined here

May 12, 2021 EX-99.1

TREAN INSURANCE GROUP REPORTS FIRST QUARTER 2021 RESULTS - 36% Year-over-Year Growth in First Quarter 2021 Gross Written Premiums to $146.7 Million – - 83% Year-over-Year Growth in First Quarter Net Earned Premium to $41.1 Million - - Net Income of $

Exhibit 99.1 TREAN INSURANCE GROUP REPORTS FIRST QUARTER 2021 RESULTS - 36% Year-over-Year Growth in First Quarter 2021 Gross Written Premiums to $146.7 Million ? - 83% Year-over-Year Growth in First Quarter Net Earned Premium to $41.1 Million - - Net Income of $6.8 Million, Diluted Earnings per Share of $0.13 - - Adjusted Net Income of $8.0 Million, Adjusted Diluted Earnings per Share of $0.16 -

May 12, 2021 8-K

Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): May 12, 2021 TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of Incorporation) (Commissio

April 6, 2021 DEF 14A

- DEF 14A

TABLE OF CONTENTS UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Statement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ? ? ? Filed by a Party other than the Registrant ?? Check the appropriate box: ?? ? ? Preliminary Proxy Statement ?? ? ? Confidential, for Use of the Commission Only (as permitted by Rule 14a-

April 6, 2021 DEFA14A

- DEFA14A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 SCHEDULE 14A Proxy Staement Pursuant to Section 14(a) of the Securities Exchange Act of 1934 Filed by the Registrant ? Filed by a Party other than the Registrant ?? Check the appropriate box: ? Preliminary Proxy Statement ? Confidential, for Use of the Commission Only (as permitted by Rule 14a-6(e)(2)) ? Definitive Proxy State

March 26, 2021 EX-4.1

Description of capital stock

Exhibit 4.1 Description of capital stock The following description of the capital stock of Trean Insurance Group, Inc. (?Company,? ?we,? ?us,? or ?our?) and provisions of our amended and restated certificate of incorporation and our amended and restated by-laws are summaries and do not purport to be complete. They are qualified in their entirety by reference to our amended and restated certificate

March 26, 2021 DRS

As confidentially submitted to the Securities and Exchange Commission on March 26, 2021 Confidential treatment requested by Trean Insurance Group, Inc. pursuant to 17 C.F.R. §200.83

TABLE OF CONTENTS As confidentially submitted to the Securities and Exchange Commission on March 26, 2021 Confidential treatment requested by Trean Insurance Group, Inc.

March 26, 2021 EX-10.15

SECOND AMENDED AND RESTATED CREDIT AGREEMENT Trean Insurance Group, Inc., as Holdings and a Borrower, TREAN CORPORATION, TREAN COMPSTAR HOLDINGS LLC, and BENCHMARK ADMINISTRATORS, LLC, as the Borrower, The Other Loan Parties from Time to Time Parties

Exhibit 10.15 SECOND AMENDED AND RESTATED CREDIT AGREEMENT among Trean Insurance Group, Inc., as Holdings and a Borrower, TREAN CORPORATION, TREAN COMPSTAR HOLDINGS LLC, and BENCHMARK ADMINISTRATORS, LLC, as the Borrower, The Other Loan Parties from Time to Time Parties Hereto, The Several Lenders from Time to Time Parties Hereto, and FIRST HORIZON BANK, as Administrative Agent Dated as of July 16

March 26, 2021 10-K

Annual Report - 10-K

Table of Contents UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K ? ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the fiscal year ended December 31, 2020 OR ? 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 I

March 26, 2021 EX-21.1

SUBSIDIARIES OF TREAN INSURANCE GROUP, INC.

Exhibit 21.1 SUBSIDIARIES OF TREAN INSURANCE GROUP, INC. Subsidiary Jurisdiction Benchmark Holding Company Minnesota ?Benchmark Insurance Company Kansas ?American Liberty Insurance Company Utah ?7710 Insurance Company South Carolina Trean Corporation Minnesota ?Benchmark Administrators, LLC California ?Trean Reinsurance Services, LLC Minnesota ?Westcap Insurance Services, LLC California Trean Comp

March 24, 2021 8-K

Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): March 24, 2021 TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of Incorporation) (Commiss

March 24, 2021 SC 13G

SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 SCHEDULE 13G (Rule 13d-102) INFORMATION TO BE INCLUDED IN STATEMENTS FILED PURSUANT TO § 240.13d-1(b), (c), AND (d) AND AMENDMENTS THERETO FILED PURSUANT TO § 240.13d-2 (Amendment No._ _)* Trean

SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 SCHEDULE 13G (Rule 13d-102) INFORMATION TO BE INCLUDED IN STATEMENTS FILED PURSUANT TO § 240.

March 24, 2021 EX-99.1

TREAN INSURANCE GROUP REPORTS FOURTH QUARTER AND FULL YEAR 2020 RESULTS - 37% Year-over-Year Growth in Fourth Quarter 2020 Gross Written Premiums to $134.5 Million - - Net Income of $8.1 Million, Diluted Earnings per Share of $0.16 - - Adjusted Net I

EX-99.1 Exhibit 99.1 TREAN INSURANCE GROUP REPORTS FOURTH QUARTER AND FULL YEAR 2020 RESULTS - 37% Year-over-Year Growth in Fourth Quarter 2020 Gross Written Premiums to $134.5 Million - - Net Income of $8.1 Million, Diluted Earnings per Share of $0.16 - - Adjusted Net Income of $11.2 Million, Adjusted Diluted Earnings per Share of $0.22 - Wayzata, MN, March 24, 2021 – Trean Insurance Group, Inc.

January 14, 2021 SC 13G/A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 1)* Trean Insurance Group, Inc. (Name of Issuer) Common Stock, par value $0.01 per share (Title of Class of

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. 1)* Trean Insurance Group, Inc. (Name of Issuer) Common Stock, par value $0.01 per share (Title of Class of Securities) 89457R101 (CUSIP Number) December 31, 2020 (Date of Event which Requires Filing of this Statement) Check the appropriate box to designate

November 13, 2020 10-Q

Quarterly Report - 10-Q

Table of Contents 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 September 30, 2020 OR ☐ 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: 001-3939

November 12, 2020 EX-99.1

TREAN INSURANCE GROUP REPORTS THIRD QUARTER 2020 RESULTS - 23% Year-over-Year Growth in Gross Written Premiums to $132.3 Million - - Net Income of $69.3 Million, Diluted Earnings per Share of $1.41 - - Adjusted Net Income of $10.5 Million, Adjusted D

Exhibit 99.1 TREAN INSURANCE GROUP REPORTS THIRD QUARTER 2020 RESULTS - 23% Year-over-Year Growth in Gross Written Premiums to $132.3 Million - - Net Income of $69.3 Million, Diluted Earnings per Share of $1.41 - - Adjusted Net Income of $10.5 Million, Adjusted Diluted Earnings per Share of $0.21 - - Significant Year-over-Year Improvement in Loss and Combined Ratios - Wayzata, MN, November 12, 202

November 12, 2020 8-K

Results of Operations and Financial Condition

UNITED STATES SECURITIES AND EXCHANGE COMMISSION WASHINGTON, D.C. 20549 FORM 8-K CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event reported): November 12, 2020 TREAN INSURANCE GROUP, INC. (Exact name of registrant as specified in its charter) Delaware 001-39392 84-4512647 (State or Other Jurisdiction of Incorporation) (Comm

August 28, 2020 EX-10.5

DIRECTOR NOMINATION AGREEMENT

Exhibit 10.5 DIRECTOR NOMINATION AGREEMENT DIRECTOR NOMINATION AGREEMENT, dated as of July 16, 2020 (this “Agreement”), by and among Trean Insurance Group, Inc., a Delaware corporation (the “Company”), AHP-BHC LLC, AHP-TH LLC, ACP-BHC LLC and ACP TH LLC (collectively, together with their respective Permitted Transferees, the “Altaris Funds”). WHEREAS, the Company has determined that it is in its b

August 28, 2020 EX-10.3

CONTRIBUTION AGREEMENT

Exhibit 10.3 CONTRIBUTION AGREEMENT THIS CONTRIBUTION AGREEMENT (this “Agreement”), is made and entered into as of July 16, 2020, by and among Trean Insurance Group, Inc., a Delaware corporation (“Trean”), BIC Holdings LLC, a Delaware limited liability company (“BIC Holdings”) and Trean Holdings LLC, a Delaware limited liability company (“Trean Holdings”). Each of Trean, BIC Holdings and Trean Hol

August 28, 2020 EX-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)

Exhibit 3.1 AMENDED AND RESTATED CERTIFICATE OF INCORPORATION OF TREAN INSURANCE GROUP, INC. Pursuant to Section 103 of the General Corporation Law of the State of Delaware (the “DGCL”) the undersigned, Andrew M. O’Brien, President, Chief Executive Officer and Director of Trean Insurance Group, Inc., a corporation organized and existing under the laws of the State of Delaware (the “Corporation”),

August 28, 2020 EX-10.1

REGISTRATION RIGHTS AGREEMENT by and among TREAN INSURANCE GROUP, INC. THE PERSONS LISTED ON SCHEDULE A HERETO Dated as of July 20, 2020

Exhibit 10.1 REGISTRATION RIGHTS AGREEMENT by and among TREAN INSURANCE GROUP, INC. and THE PERSONS LISTED ON SCHEDULE A HERETO Dated as of July 20, 2020 1 Table of Contents Page Section 1. Definitions 2 Section 2. Registration Rights 4 (a) Demand Registration 4 (b) Priority on Demand Registrations 4 (c) Restrictions on Demand Registrations 5 (d) Selection of Underwriters 5 (e) Effective Period of

August 28, 2020 EX-10.7

TERMINATION AGREEMENT

Exhibit 10.7 TERMINATION AGREEMENT This TERMINATION AGREEMENT (this “Agreement”), dated as of July 16 2020, is by and among Altaris Capital Partners, LLC, a Delaware limited liability company (“Advisor”), BIC Holdings LLC, a Delaware limited liability company (“BIC Holdings”), Trean Holdings LLC, a Delaware limited liability company (“Trean Holdings”), and Trean Insurance Group, Inc., a Delaware c

August 28, 2020 10-Q

Quarterly Report - 10-Q

Table of Contents 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 June 30, 2020 OR ☐ 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 TRE

August 28, 2020 EX-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)

Exhibit 3.2 AMENDED AND RESTATED BY-LAWS OF TREAN INSURANCE GROUP, INC. a Delaware corporation Effective July 16, 2020 TABLE OF CONTENTS Page Article I OFFICES 2 Section 1.1 Registered Office 2 Section 1.2 Other Offices 2 Article II MEETINGS OF STOCKHOLDERS 2 Section 2.1 Place of Meetings 2 Section 2.2 Annual Meetings 2 Section 2.3 Special Meetings 3 Section 2.4 Nature of Business at Meetings of S

August 28, 2020 EX-10.6

TREAN INSURANCE GROUP, INC. 2020 OMNIBUS INCENTIVE PLAN

Exhibit 10.6 TREAN INSURANCE GROUP, INC. 2020 OMNIBUS INCENTIVE PLAN Section 1. Purpose of Plan. The name of the Plan is the Trean Insurance Group, Inc. 2020 Omnibus Incentive Plan (the “Plan”). The purposes of the Plan are to provide an additional incentive to selected officers, employees, non-employee directors, independent contractors, and consultants of the Company or its Affiliates whose cont

August 28, 2020 EX-10.2

REORGANIZATION AGREEMENT

Exhibit 10.2 REORGANIZATION AGREEMENT This REORGANIZATION AGREEMENT (this “Agreement”), dated as of July 16, 2020, is made and entered into by and among Trean Insurance Group, Inc., a Delaware corporation (“Trean”), BIC Holdings LLC, a Delaware limited liability company (“BIC Holdings”), Trean Holdings LLC, a Delaware limited liability company (“Trean Holdings”), Trean Corporation, a Minnesota cor

August 28, 2020 EX-10.4

CONTRIBUTION AGREEMENT

Exhibit 10.4 CONTRIBUTION AGREEMENT THIS CONTRIBUTION AGREEMENT (this “Agreement”), is made and entered into as of July 16, 2020, by and among Trean Insurance Group, Inc., a Delaware corporation (“Trean”), and Trean Compstar Holdings LLC, a Delaware limited liability company (“Trean Compstar”). Each of Trean and Compstar Holding is referred to individually as a “Party” and collectively with the ot

August 27, 2020 8-K

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Financial Statements and Exhibits, Results of Operations and Financial Condition - 8-K

falseTrean Insurance Group, Inc.150 LAKE STREET WESTWAYZATAMN974-2222000180175400018017542020-08-272020-08-27 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K CURRENT REPORT Pursuant to Section 13 or 15(d) of The Securities Exchange Act of 1934 Date of report (Date of earliest event reported): August 27, 2020 TREAN INSURANCE GROUP, INC. (Exact name of registrant as

August 27, 2020 EX-99.1

TREAN INSURANCE GROUP REPORTS SECOND QUARTER 2020 RESULTS

Exhibit 99.1 TREAN INSURANCE GROUP REPORTS SECOND QUARTER 2020 RESULTS - Grows Gross Written Premiums by 5% to $109.6 Million Despite COVID-19 Environment - Wayzata, MN, August 27, 2020 – Trean Insurance Group, Inc. (Nasdaq: TIG) (“Trean” or the “Company”), a leading provider of products and services to the specialty insurance market, today reported results for the second quarter ended June 30, 20

August 11, 2020 SC 13G

TIG / TiGenix / Altaris Partners, LLC Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13G Under the Securities Exchange Act of 1934 (Amendment No. )* Trean Insurance Group, Inc. (Name of Issuer) Common Stock, par value $0.01 per share (Title of Class of Securities) 89457R101 (CUSIP Number) July 20, 2020 – Initial Public Offering (Date of Event which Requires Filing of this Statement) Check the appropri

August 11, 2020 EX-99.1

Joint Filing Agreement

Exhibit 99.1 JOINT FILING AGREEMENT Pursuant to and in accordance with the Securities Exchange Act of 1934, as amended, and the rules and regulations thereunder (the “Exchange Act”) the undersigned hereby agree to the joint filing on behalf of each of them of any filing required by such party under Section 13 of the Exchange Act or any rule or regulation thereunder (including any amendment, restat

July 17, 2020 424B4

Joint Book-Running Managers

TABLE OF CONTENTS Filed Pursuant to 424(b)(4) Registration No. 333-239291 Prospectus 10,714,286 shares   Trean Insurance Group, Inc. Common Stock This is the initial public offering of common stock of Trean Insurance Group, Inc. We are offering 7,142,857 shares of our common stock. The selling stockholders identified in this prospectus are offering an additional 3,571,429 shares of our common stoc

July 16, 2020 EX-3.1

AMENDED AND RESTATED CERTIFICATE OF INCORPORATION TREAN INSURANCE GROUP, INC.

Exhibit 3.1 AMENDED AND RESTATED CERTIFICATE OF INCORPORATION OF TREAN INSURANCE GROUP, INC. Pursuant to Section 103 of the General Corporation Law of the State of Delaware (the “DGCL”) the undersigned, Andrew M. O’Brien, President, Chief Executive Officer and Director of Trean Insurance Group, Inc., a corporation organized and existing under the laws of the State of Delaware (the “Corporation”),

July 16, 2020 8-A12B

- 8-A12B

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-A FOR REGISTRATION OF CERTAIN CLASSES OF SECURITIES PURSUANT TO SECTION 12(b) OR (g) OF THE SECURITIES EXCHANGE ACT OF 1934 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

July 16, 2020 S-8

- FORM S-8

As filed with the Securities and Exchange Commission on July 16, 2020 Registration No.

July 13, 2020 CORRESP

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Skadden, Arps, Slate, Meagher & Flom llp ONE MANHATTAN WEST NEW YORK, NY 10001 TEL: (212) 735-3000 FAX: (212) 735-2000 www.

July 13, 2020 EX-1.1

TREAN INSURANCE GROUP, INC. [•] Shares of Common Stock Underwriting Agreement

Exhibit 1.1 TREAN INSURANCE GROUP, INC. [•] Shares of Common Stock Underwriting Agreement [•], 2020 J.P. Morgan Securities LLC Evercore Group, L.L.C. William Blair & Company, L.L.C. As Representatives of the several Underwriters listed in Schedule 1 hereto c/o J.P. Morgan Securities LLC 383 Madison Avenue New York, New York 10179 c/o Evercore Group, L.L.C. 55 East 52nd Street New York, New York 10

July 13, 2020 EX-3.1

AMENDED AND RESTATED CERTIFICATE OF INCORPORATION TREAN INSURANCE GROUP, INC.

Exhibit 3.1 AMENDED AND RESTATED CERTIFICATE OF INCORPORATION OF TREAN INSURANCE GROUP, INC. Pursuant to Section 103 of the General Corporation Law of the State of Delaware (the “DGCL”) the undersigned, Andrew M. O’Brien, President, Chief Executive Officer and Director of Trean Insurance Group, Inc., a corporation organized and existing under the laws of the State of Delaware (the “Corporation”),

July 13, 2020 CORRESP

-

J.P. Morgan Securities LLC 383 Madison Avenue New York, New York 10179 Evercore Group, L.L.C. 55 East 52nd Street New York, New York 10055 William Blair & Company, L.L.C. 150 North Riverside Plaza Chicago, Illinois 60606 July 13, 2020 VIA EDGAR U.S. Securities and Exchange Commission Division of Corporation Finance 100 F Street, N.E. Washington, D.C. 20549 Re: Trean Insurance Group, Inc. Registrat

July 13, 2020 EX-3.2

AMENDED AND RESTATED BY-LAWS TREAN INSURANCE GROUP, INC. a Delaware corporation Effective , 2020 TABLE OF CONTENTS

Exhibit 3.2 AMENDED AND RESTATED BY-LAWS OF TREAN INSURANCE GROUP, INC. a Delaware corporation Effective , 2020 TABLE OF CONTENTS Page Article I OFFICES 1 Section 1.1 Registered Office 1 Section 1.2 Other Offices 1 Article II MEETINGS OF STOCKHOLDERS 1 Section 2.1 Place of Meetings 1 Section 2.2 Annual Meetings 1 Section 2.3 Special Meetings 1 Section 2.4 Nature of Business at Meetings of Stockhol

July 13, 2020 EX-10.1

REGISTRATION RIGHTS AGREEMENT by and among TREAN INSURANCE GROUP, INC. THE PERSONS LISTED ON SCHEDULE A HERETO Dated as of [•], 2020 Table of Contents

Exhibit 10.1 REGISTRATION RIGHTS AGREEMENT by and among TREAN INSURANCE GROUP, INC. and THE PERSONS LISTED ON SCHEDULE A HERETO Dated as of [•], 2020 Table of Contents Page Section 1. Definitions 1 Section 2. Registration Rights 4 (a) Demand Registration 4 (b) Priority on Demand Registrations 4 (c) Restrictions on Demand Registrations 5 (d) Selection of Underwriters 5 (e) Effective Period of Deman

July 13, 2020 S-1/A

- S1A

TABLE OF CONTENTS As filed with the Securities and Exchange Commission on July 13, 2020 Registration No.

July 13, 2020 CORRESP

-

Trean Insurance Group, Inc. 150 Lake Street West Wayzata, MN 55391 July 13, 2020 BY EDGAR Securities and Exchange Commission Division of Corporation Finance 100 F Street, N.E. Washington, DC 20549-3561 Attn: John Stickel Attorney Advisor Re: Trean Insurance Group, Inc. Registration Statement on Form S-1 File No. 333-239291 Ladies and Gentlemen: Pursuant to Rule 461 under the Securities Act of 1933

July 9, 2020 EX-10.4

CONTRIBUTION AGREEMENT

Exhibit 10.4 CONTRIBUTION AGREEMENT THIS CONTRIBUTION AGREEMENT (this “Agreement”), is made and entered into as of [•], 2020, by and among Trean Insurance Group, Inc., a Delaware corporation (“Trean”), and Trean Compstar Holdings LLC, a Delaware limited liability company (“Trean Compstar”). Each of Trean and Compstar Holding is referred to individually as a “Party” and collectively with the other

July 9, 2020 EX-3.2

AMENDED AND RESTATED BY-LAWS TREAN INSURANCE GROUP, INC. a Delaware corporation Effective , 2020 TABLE OF CONTENTS

Exhibit 3.2 AMENDED AND RESTATED BY-LAWS OF TREAN INSURANCE GROUP, INC. a Delaware corporation Effective , 2020 TABLE OF CONTENTS Page Article I OFFICES 1 Section 1.1 Registered Office 1 Section 1.2 Other Offices 1 Article II MEETINGS OF STOCKHOLDERS 1 Section 2.1 Place of Meetings 1 Section 2.2 Annual Meetings 1 Section 2.3 Special Meetings 1 Section 2.4 Nature of Business at Meetings of Stockhol

July 9, 2020 EX-3.1

AMENDED AND RESTATED CERTIFICATE OF INCORPORATION TREAN INSURANCE GROUP, INC.

Exhibit 3.1 AMENDED AND RESTATED CERTIFICATE OF INCORPORATION OF TREAN INSURANCE GROUP, INC. Pursuant to Section 103 of the General Corporation Law of the State of Delaware (the “DGCL”) the undersigned, Andrew M. O’Brien, President, Chief Executive Officer and Director of Trean Insurance Group, Inc., a corporation organized and existing under the laws of the State of Delaware (the “Corporation”),

July 9, 2020 EX-10.3

CONTRIBUTION AGREEMENT

Exhibit 10.3 CONTRIBUTION AGREEMENT THIS CONTRIBUTION AGREEMENT (this “Agreement”), is made and entered into as of [•], 2020, by and among Trean Insurance Group, Inc., a Delaware corporation (“Trean”), BIC Holdings LLC, a Delaware limited liability company (“BIC Holdings”) and Trean Holdings LLC, a Delaware limited liability company (“Trean Holdings”). Each of Trean, BIC Holdings and Trean Holding

July 9, 2020 EX-10.7

TREAN INSURANCE GROUP, INC. 2020 OMNIBUS INCENTIVE PLAN

Exhibit 10.7 TREAN INSURANCE GROUP, INC. 2020 OMNIBUS INCENTIVE PLAN Section 1. Purpose of Plan. The name of the Plan is the Trean Insurance Group, Inc. 2020 Omnibus Incentive Plan (the “Plan”). The purposes of the Plan are to provide an additional incentive to selected officers, employees, non-employee directors, independent contractors, and consultants of the Company or its Affiliates whose cont

July 9, 2020 EX-10.9

TREAN INSURANCE GROUP, INC. 2020 OMNIBUS INCENTIVE PLAN NON-QUALIFIED STOCK OPTION AWARD AGREEMENT

Exhibit 10.9 TREAN INSURANCE GROUP, INC. 2020 OMNIBUS INCENTIVE PLAN NON-QUALIFIED STOCK OPTION AWARD AGREEMENT This Non-Qualified Stock Option Award Agreement (this “Option Award Agreement”), dated as of , (the “Date of Grant”), is made by and between Trean Insurance Group, Inc., a Delaware corporation (the “Company”), and (the “Participant”). Any capitalized terms used but not defined herein sha

July 9, 2020 EX-10.5(B)

AMENDMENT NO. 1 TO AGREEMENT

Exhibit 10.5b AMENDMENT NO. 1 TO AGREEMENT This Amendment No. 1 to Agreement (this “Amendment”), dated as of July 6, 2020, is entered into by and among Blake Baker Enterprises I, Inc., a Delaware corporation, Blake Baker Enterprises II, Inc., a Delaware corporation, and Blake Baker Enterprises III, Inc., a Delaware corporation (collectively, the “Baker Entities”), Blake Baker, Compstar Holding Com

July 9, 2020 EX-10.8

TREAN INSURANCE GROUP, INC. 2020 OMNIBUS INCENTIVE PLAN RESTRICTED STOCK UNIT AWARD AGREEMENT

Exhibit 10.8 TREAN INSURANCE GROUP, INC. 2020 OMNIBUS INCENTIVE PLAN RESTRICTED STOCK UNIT AWARD AGREEMENT This Restricted Stock Unit Award Agreement (this “RSU Award Agreement”), dated as of , (the “Date of Grant”), is made by and between Trean Insurance Group, Inc., a Delaware corporation (the “Company”), and (the “Participant”). Capitalized terms used but not defined herein shall have the meani

July 9, 2020 EX-99.1

CONSENT OF DIRECTOR NOMINEE

Exhibit 99.1 CONSENT OF DIRECTOR NOMINEE Pursuant to Rule 438 promulgated under the Securities Act of 1933, as amended, I hereby consent to be named in the Registration Statement on Form S-1 of Trean Insurance Group, Inc., and any amendments or supplements thereto, including the prospectus contained therein, as an individual to become a director of Trean Insurance Group, Inc. upon consummation of

July 9, 2020 CORRESP

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Skadden, Arps, Slate, Meagher & Flom llp ONE MANHATTAN WEST NEW YORK, NY 10001 TEL: (212) 735-3000 FAX: (212) 735-2000 www.

July 9, 2020 EX-10.2

REORGANIZATION AGREEMENT

Exhibit 10.2 REORGANIZATION AGREEMENT This REORGANIZATION AGREEMENT (this “Agreement”), dated as of [•], 2020, is made and entered into by and among Trean Insurance Group, Inc., a Delaware corporation (“Trean”), BIC Holdings LLC, a Delaware limited liability company (“BIC Holdings”), Trean Holdings LLC, a Delaware limited liability company (“Trean Holdings”), Trean Corporation, a Minnesota corpora

July 9, 2020 S-1/A

- S-1/A

TABLE OF CONTENTS As filed with the Securities and Exchange Commission on July 9, 2020 Registration No.

July 9, 2020 EX-1.1

TREAN INSURANCE GROUP, INC. [•] Shares of Common Stock Underwriting Agreement

Exhibit 1.1 TREAN INSURANCE GROUP, INC. [•] Shares of Common Stock Underwriting Agreement [•], 2020 J.P. Morgan Securities LLC Evercore Group, L.L.C. William Blair & Company, L.L.C. As Representatives of the several Underwriters listed in Schedule 1 hereto c/o J.P. Morgan Securities LLC 383 Madison Avenue New York, New York 10179 c/o Evercore Group, L.L.C. 55 East 52nd Street New York, New York 10

July 2, 2020 CORRESP

-

July 2, 2020 Securities and Exchange Commission Division of Corporation Finance 100 F Street, N.

June 19, 2020 S-1

Registration Statement - S-1

TABLE OF CONTENTS As filed with the Securities and Exchange Commission on June 19, 2020 Registration No.

June 19, 2020 EX-10.7

TREAN INSURANCE GROUP, INC. 2020 OMNIBUS INCENTIVE PLAN

Exhibit 10.7 TREAN INSURANCE GROUP, INC. 2020 OMNIBUS INCENTIVE PLAN Section 1. Purpose of Plan. The name of the Plan is the Trean Insurance Group, Inc. 2020 Omnibus Incentive Plan (the “Plan”). The purposes of the Plan are to provide an additional incentive to selected officers, employees, non-employee directors, independent contractors, and consultants of the Company or its Affiliates whose cont

June 19, 2020 CORRESP

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Skadden, Arps, Slate, Meagher & Flom llp ONE MANHATTAN WEST NEW YORK, NY 10001 TEL: (212) 735-3000 FAX: (212) 735-2000 www.

June 19, 2020 EX-10.6

DIRECTOR NOMINATION AGREEMENT

Exhibit 10.6 DIRECTOR NOMINATION AGREEMENT DIRECTOR NOMINATION AGREEMENT, dated as of , 2020 (this “Agreement”), by and among Trean Insurance Group, Inc., a Delaware corporation (the “Company”), AHP-BHC LLC, AHP-TH LLC, ACP-BHC LLC and ACP TH LLC (collectively, together with their respective Permitted Transferees, the “Altaris Funds”). WHEREAS, the Company has determined that it is in its best int

June 19, 2020 EX-10.4

CONTRIBUTION AGREEMENT

Exhibit 10.4 CONTRIBUTION AGREEMENT THIS CONTRIBUTION AGREEMENT (this “Agreement”), is made and entered into as of [•], 2020, by and among Trean Insurance Group, Inc., a Delaware corporation (“Trean”), and Trean Compstar Holdings LLC, a Delaware limited liability company (“Trean Compstar”). Each of Trean and Compstar Holding is referred to individually as a “Party” and collectively with the other

June 19, 2020 EX-10.3

CONTRIBUTION AGREEMENT

Exhibit 10.3 CONTRIBUTION AGREEMENT THIS CONTRIBUTION AGREEMENT (this “Agreement”), is made and entered into as of [•], 2020, by and among Trean Insurance Group, Inc., a Delaware corporation (“Trean”), BIC Holdings LLC, a Delaware limited liability company (“BIC Holdings”) and Trean Holdings LLC, a Delaware limited liability company (“Trean Holdings”). Each of Trean, BIC Holdings and Trean Holding

June 19, 2020 EX-10.10

AMENDED AND RESTATED CREDIT AGREEMENT TREAN HOLDINGS LLC, as the Parent Guarantor, TREAN CORPORATION, TREAN COMPSTAR HOLDINGS LLC, and BENCHMARK ADMINISTRATORS, LLC, as the Borrower, The Other Loan Parties from Time to Time Parties Hereto, The Severa

Exhibit 10.10 EXECUTION VERSION AMENDED AND RESTATED CREDIT AGREEMENT among TREAN HOLDINGS LLC, as the Parent Guarantor, TREAN CORPORATION, TREAN COMPSTAR HOLDINGS LLC, and BENCHMARK ADMINISTRATORS, LLC, as the Borrower, The Other Loan Parties from Time to Time Parties Hereto, The Several Lenders from Time to Time Parties Hereto, and FIRST HORIZON BANK, as Administrative Agent Dated as of May 26,

June 19, 2020 EX-10.5

[Signature page follows]

Exhibit 10.5 AGREEMENT This Agreement (this “Agreement”), dated as of June 3, 2020, is entered into by and among Blake Enterprises I, Inc., a Delaware corporation, Blake Enterprises II, Inc., a Delaware corporation, and Blake Enterprises III, Inc., a Delaware corporation (collectively, the “Baker Entities”), Blake Baker, Compstar Holding Company LLC, a Delaware limited liability company (the “Comp

June 19, 2020 EX-16.1

June 19, 2020

Exhibit 16.1 June 19, 2020 Securities and Exchange Commission 100 F Street, N.E. Washington, D.C. 20549 Commissioners: We have read the statements made by Trean Insurance Group, Inc. pursuant to Item 304(a)(1) of Regulation S-K, filed with the Securities and Exchange Commission as part of the Registration Statement on Form S-1 of Trean Insurance Group, Inc. dated June 19, 2020 and we agree with su

June 19, 2020 EX-10.9

TERMINATION AGREEMENT

Exhibit 10.9 TERMINATION AGREEMENT This TERMINATION AGREEMENT (this “Agreement”), dated as of , 2020, is by and among Altaris Capital Partners, LLC, a Delaware limited liability company (“Advisor”), BIC Holdings LLC, a Delaware limited liability company (“BIC Holdings”), Trean Holdings LLC, a Delaware limited liability company (“Trean Holdings”), and Trean Insurance Group, Inc., a Delaware corpora

June 19, 2020 EX-10.2

REORGANIZATION AGREEMENT

Exhibit 10.2 REORGANIZATION AGREEMENT This REORGANIZATION AGREEMENT (this “Agreement”), dated as of [•], 2020, is made and entered into by and among Trean Insurance Group, Inc., a Delaware corporation (“Trean”), BIC Holdings LLC, a Delaware limited liability company (“BIC Holdings”), Trean Holdings LLC, a Delaware limited liability company (“Trean Holdings”), Trean Corporation, a Minnesota corpora

June 19, 2020 EX-10.8

INDEMNIFICATION AGREEMENT

Exhibit 10.8 INDEMNIFICATION AGREEMENT This Indemnification Agreement, dated as of [●], 2020 (this “Agreement”), is entered into between Trean Insurance Group, Inc., a Delaware corporation (the “Company”), and [] (“Indemnitee”). WHEREAS, it is essential to the Company to retain and attract as directors and officers the most capable persons available; WHEREAS, Indemnitee is a director and/or office

April 10, 2020 DRSLTR

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SKADDEN, ARPS, SLATE, MEAGHER & FLOM LLP ONE MANHATTAN WEST NEW YORK, NY 10001 BY HAND AND EDGAR Securities and Exchange Commission Division of Corporation Finance 100 F Street, N.

April 10, 2020 DRS/A

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TABLE OF CONTENTS As confidentially submitted to the Securities and Exchange Commission on April 10, 2020 This second draft registration statement has not been filed publicly with the Securities and Exchange Commission and all information contained herein remains confidential.

April 10, 2020 EX-10.6

DIRECTOR NOMINATION AGREEMENT

Exhibit 10.6 DIRECTOR NOMINATION AGREEMENT DIRECTOR NOMINATION AGREEMENT, dated as of , 2020 (this “Agreement”), by and among Trean Insurance Group, Inc., a Delaware corporation (the “Company”), AHP-BHC LLC, AHP-TH LLC, ACP-BHC LLC and ACP TH LLC (collectively, together with their respective Permitted Transferees, the “Altaris Funds”). WHEREAS, the Company has determined that it is in its best int

April 10, 2020 EX-21.1

SUBSIDIARIES OF TREAN INSURANCE GROUP, INC.

EX-21.1 4 filename4.htm Exhibit 21.1 SUBSIDIARIES OF TREAN INSURANCE GROUP, INC. Subsidiary Jurisdiction of Incorporation or Formation American Liberty Insurance Company Utah Benchmark Administrators, LLC California Benchmark Holding Company Minnesota Benchmark Insurance Company Kansas Compstar Holding Company LLC Delaware Compstar Insurance Services, LLC California Trean Compstar Holdings LLC Del

April 10, 2020 EX-10.8

INDEMNIFICATION AGREEMENT

Exhibit 10.8 INDEMNIFICATION AGREEMENT This Indemnification Agreement, dated as of [●], 2020 (this “Agreement”), is entered into between Trean Insurance Group, Inc., a Delaware corporation (the “Company”), and [] (“Indemnitee”). WHEREAS, it is essential to the Company to retain and attract as directors and officers the most capable persons available; WHEREAS, Indemnitee is a director and/or office

February 11, 2020 DRSLTR

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Skadden, Arps, Slate, Meagher & Flom LLP Four Times Square New York, NY 10036 February 11, 2020 CONFIDENTIAL VIA EDGAR Re: Trean Insurance Group, Inc.

February 11, 2020 DRS

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TABLE OF CONTENTS As confidentially submitted to the Securities and Exchange Commission on February 11, 2020 This first draft registration statement has not been filed publicly with the Securities and Exchange Commission and all information contained herein remains confidential.

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