CNFR / Conifer Holdings, Inc. - Pengajuan SECLaporan Tahunan, Pernyataan Proksi

Conifer Holdings, Inc.
US ˙ NasdaqCM ˙ US20731J1025

Mga Batayang Estadistika
LEI 549300CVR7X0GTYVM324
CIK 1502292
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 Conifer Holdings, Inc.
SEC Filings (Chronological Order)
Halaman ini menyediakan daftar lengkap dan kronologis dari Pengajuan SEC, tidak termasuk pengajuan kepemilikan yang kami sediakan di tempat lain.
August 18, 2025 EX-99.1

Conifer Holdings Reports 2025 Second Quarter Financial Results

News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Reports 2025 Second Quarter Financial Results Troy, MI, August 13, 2025 – Conifer Holdings, Inc. (Nasdaq: CNFR) (“Conifer” or the “Company”) today announced results for the second quarter ended June 30, 2025. Second Quarter 2025 Financial Highlights • Net income allocable to common shareholders of $2.1

August 18, 2025 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): August 13, 2025 Conifer Holdings

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 13, 2025 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File

August 13, 2025 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 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, 2025 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 001-37536 Conifer Holdings, Inc.

July 11, 2025 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): July 8, 2025 Conifer Holdings, In

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 8, 2025 Conifer Holdings, Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Nu

July 11, 2025 EX-16.1

Letter from Plante & Moran, PLLC, dated July 11, 2025, to the Securities and Exchange Commission

July 11, 2025 Securities and Exchange Commission 100 F Street, N.E. Washington, DC 20549 Commissioners: We have read Item 4.01a of Form 8-K of Conifer Holdings, Inc. dated July 8, 2025, and agree with the statements concerning our firm contained therein. We have no basis to agree or disagree with other statements of the registrant contained therein. Very truly yours, /s/ Plante & Moran, PLLC East

June 4, 2025 8-K

Submission of Matters to a Vote of Security Holders

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 3, 2025 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Num

May 30, 2025 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): May 30, 2025 Conifer Holdings Inc

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 30, 2025 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Num

May 16, 2025 EX-99.1

Conifer Holdings Reports 2025 First Quarter Financial Results

News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Reports 2025 First Quarter Financial Results Troy, MI, May 14, 2025 – Conifer Holdings, Inc. (Nasdaq: CNFR) (“Conifer” or the “Company”) today announced results for the first quarter ended March 31, 2025. First Quarter 2025 Financial Highlights • Personal Lines production was up 22% for the period • Net

May 16, 2025 8-K/A

Financial Statements and Exhibits, Results of Operations and Financial Condition

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): May 14, 2025 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Co

May 14, 2025 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): May 14, 2025 Conifer Holdings Inc

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 14, 2025 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Num

May 14, 2025 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 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, 2025 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 001-37536 Conifer Holdings, Inc

May 14, 2025 EX-99.1

Conifer Holdings Reports 2025 First Quarter Financial Results

News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Reports 2025 First Quarter Financial Results Troy, MI, May 14, 2025 – Conifer Holdings, Inc. (Nasdaq: CNFR) (“Conifer” or the “Company”) today announced results for the first quarter ended March 31, 2025. First Quarter 2025 Financial Highlights • Personal Lines production was up 22% for the period • Net

May 9, 2025 10-K/A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K/A Amendment No. 2

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 10-K/A Amendment No. 2 ☑ ANNUAL REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 For the Fiscal Year Ended December 31, 2024 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 001-37536 Conifer

May 9, 2025 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 (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)) ☒ Defini

April 30, 2025 10-K/A

UNITED STATES

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, 2024 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 001-37536 Conifer

April 29, 2025 PRE 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 (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)) ☐ Defini

March 31, 2025 EX-99.1

Conifer Holdings Reports 2024 Fourth Quarter and Year End Financial Results

News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Reports 2024 Fourth Quarter and Year End Financial Results Troy, MI, March 28, 2025 – Conifer Holdings, Inc. (Nasdaq: CNFR) (“Conifer” or the “Company”) today announced results for the fourth quarter and year ended December 31, 2024. Year End 2024 Financial Highlights • Net income allocable to common sh

March 31, 2025 8-K

Financial Statements and Exhibits, 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 28, 2025 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File N

March 28, 2025 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 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, 2024 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 001-37536 Conifer Holdings, Inc. (Ex

March 28, 2025 EX-4.1

Description of Securities

Exhibit 4.1 DESCRIPTION OF THE REGISTRANT’S SECURITIES REGISTERED PURSUANT TO SECTION 12 OF THE SECURITIES EXCHANGE ACT OF 1934 Below is a summary description of the following securities of Conifer Holdings, Inc. (“Conifer”, “the Company”, “we”, “our” and “us”) registered pursuant to Section 12 of the Securities Exchange Act of 1934, as amended: (i) common stock, no par value (the “common stock”);

March 28, 2025 EX-21.1

List of Subsidiaries of the Company

Exhibit 21.1 Subsidiaries of Conifer Holdings, Inc. Subsidiary State of Formation Conifer Insurance Company Michigan Red Cedar Insurance Company District of Columbia White Pine Insurance Company Michigan VSRM, Inc. Michigan

March 28, 2025 EX-19

Insider Trading Policy

Exhibit 19 CONIFER HOLDINGS, INC. INSIDER TRADING POLICY POLICY GUIDELINES U.S. federal securities laws prohibit the purchase or sale of securities of a company by an Insider (as defined below) aware of material, nonpublic information about such company, or the disclosure of material nonpublic information about a company to another person who then trades in its securities (together referred to her

March 28, 2025 EX-97

Conifer Clawback Policy

Exhibit 97 Conifer Holdings, Inc. Compensation Recovery Policy Adopted and approved on November 29, 2023 and Effective as of December 1, 2023 1. Purpose. Conifer Holdings, Inc., a Michigan corporation (the “Company”) is committed to promoting high standards of honest and ethical business conduct and compliance with applicable laws, rules and regulations. As part of this commitment, the Company has

March 14, 2025 8-K/A

Entry into a Material Definitive Agreement, Unregistered Sales of Equity Securities

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 8-K/A CURRENT REPORT PURSUANT TO SECTION 13 OR 15(d) OF THE SECURITIES EXCHANGE ACT OF 1934 Date of Report (Date of earliest event Reported): February 27, 2025 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission F

March 4, 2025 EX-10.1

Purchase Agreement, dated February 27, 2025, by and between Conifer Holdings, Inc. and Clarkston Capital, LLC

SECURITIES PURCHASE AGREEMENT This Securities Purchase Agreement (this “Agreement”) is dated as of February 27, 2025 by and between Conifer Holdings Inc.

March 4, 2025 EX-10.3

Additional Purchase Agreement, dated March 3, 2025, by and between Conifer Holdings, Inc. and Clarkston Capital, LLC

SECURITIES PURCHASE AGREEMENT This Securities Purchase Agreement (this “Agreement”) is dated as of March 3, 2025 by and between Conifer Holdings Inc.

March 4, 2025 8-K

Amendments to Articles of Incorporation or Bylaws; Change in Fiscal Year, Entry into a Material Definitive Agreement, Material Modification to Rights of Security Holders, Unregistered Sales of Equity Securities, 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): February 27, 2025 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission Fil

March 4, 2025 EX-3.1

Certificate of Designation of Series B Preferred Stock

CERTIFICATE OF DESIGNATION OF SERIES B PREFERRED STOCK OF CONIFER HOLDINGS, INC. Pursuant to Section 302(3) of the Michigan Business Corporation Act Pursuant to Section 302(3) of the Michigan Business Corporation Act (the “MBCA”), Conifer Holdings, Inc., a corporation duly organized and validly existing under the laws of the State of Michigan (the “Corporation”), in accordance with the provisions

March 4, 2025 EX-10.2

Form of Warrant

NEITHER THIS SECURITY NOR THE SECURITIES FOR WHICH THIS SECURITY IS EXERCISABLE HAVE BEEN REGISTERED UNDER THE SECURITIES ACT OF 1933, AS AMENDED (THE “SECURITIES ACT”), OR UNDER ANY STATE SECURITIES OR BLUE SKY LAWS.

December 19, 2024 EX-10.1

Employment Agreement, dated December 13, 2024, by and between the Company and Brian J. Roney

Employment Agreement THIS EMPLOYMENT AGREEMENT (this “Agreement”) is made effective as of the 13th day of December, 2024 (the “Commencement Date”), by and between CONIFER HOLDINGS, Inc.

December 19, 2024 EX-10.2

Employment Agreement, dated December 13, 2024, by and between the Company and Harold Meloche.

Employment Agreement THIS EMPLOYMENT AGREEMENT (this “Agreement”) is made effective as of the 13th day of December, 2024 (the “Commencement Date”), by and between CONIFER HOLDINGS, Inc.

December 19, 2024 8-K

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): December 13, 2024 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission Fil

November 13, 2024 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 13, 2024 Conifer Holding

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 13, 2024 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission Fil

November 13, 2024 EX-99.1

Conifer Holdings Reports 2024 Third Quarter Financial Results

News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Reports 2024 Third Quarter Financial Results Troy, MI, November 13, 2024 – Conifer Holdings, Inc. (Nasdaq: CNFR) (“Conifer” or the “Company”) today announced results for the third quarter ended September 30, 2024. This quarter, the Company reported a $61 million gain on the sale of its insurance agency

November 13, 2024 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 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, 2024 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 001-37536 Conifer Holdings,

October 4, 2024 EX-99.2

Unaudited Pro Forma Consolidated Financial Statements

Exhibit 99.2 Unaudited Pro Forma Consolidated Financial Statements On August 30, 2024, Conifer Holdings, Inc. (the “Company”), completed the sale of all of the issued and outstanding membership interests of Conifer Insurance Services, LLC (“CIS”) (the “CIS Sale”). CIS comprised the Company’s managing general agency “MGA” business and was the legal entity used to implement the strategic shift to no

October 4, 2024 8-K/A

Financial Statements and Exhibits

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): August 30, 2024 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporatio

September 6, 2024 EX-99.2

Unaudited Pro Forma Consolidated Financial Statements

Exhibit 99.2 Unaudited Pro Forma Consolidated Financial Statements On August 30, 2024, Conifer Holdings, Inc. (the “Company”), completed the sale of all of the issued and outstanding membership interests of Conifer Insurance Services, LLC (“CIS”) (the “CIS Sale”). CIS comprised the Company’s managing general agency “MGA” business and was the legal entity used to implement the strategic shift to no

September 6, 2024 EX-2.1

Interest Purchase Agreement

Exhibit 2.1 INTEREST PURCHASE AGREEMENT by and among BSU LEAF HOLDINGS LLC, CONIFER HOLDINGS, INC., and, solely for purposes of Section 2.8 hereof, BISHOP STREET UNDERWRITERS LLC August 30, 2024 TABLE OF CONTENTS Article I. Definitions Section 1.1 Defined Terms 2 Article II. Purchase and Sale Section 2.1 Purchase and Sale of Purchased Interests 20 Section 2.2 Closing 20 Section 2.3 Closing Cash Pu

September 6, 2024 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): August 30, 2024 Conifer Holdings

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, 2024 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File

September 6, 2024 EX-99.1

Conifer Holdings Sells Insurance Agency Operations, Promotes Brian Roney to Chief Executive Officer

Exhibit 99.1 News Release For Further Information: 248- [email protected] Conifer Holdings Sells Insurance Agency Operations, Promotes Brian Roney to Chief Executive Officer Troy, MI, September 3, 2024 – Conifer Holdings, Inc. (Nasdaq:CNFR) (“Conifer” or the “company”) today announced that on August 30, 2024, it completed the sale of its insurance agency operations for consideration eq

August 22, 2024 8-K

Notice of Delisting or Failure to Satisfy a Continued Listing Rule or Standard; Transfer of Listing

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 16, 2024 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File

August 14, 2024 8-K

Regulation FD Disclosure, 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): August 14, 2024 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File

August 14, 2024 8-K

Financial Statements and Exhibits, 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 13, 2024 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File

August 14, 2024 EX-99.1

Conifer Holdings Reports 2024 Second Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Wednesday, August 14, 2024

News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Reports 2024 Second Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Wednesday, August 14, 2024 Troy, MI, August 13, 2024 – Conifer Holdings, Inc. (Nasdaq: CNFR) (“Conifer” or the “Company”) today announced results for the second quarter ended June 30, 2024. Second Quarter 2024

August 14, 2024 EX-99.1

Nasdaq: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner Q2 2024 Investor Conference Call August 14, 2024

Nasdaq: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner Q2 2024 Investor Conference Call August 14, 2024 Safe Harbor Statement This presentation contains “forward-looking” statements within the meaning of Section 27A of the Securities Act of 1933, as amended, and Section 21E of the Securities Exchange Act of 1934, as amended, that are based on our management’s beliefs and assumptions and on information currently available to management.

August 13, 2024 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 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, 2024 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 001-37536 Conifer Holdings, Inc.

May 29, 2024 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): May 22, 2024 Conifer Holdings Inc

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 22, 2024 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Num

May 16, 2024 8-K

Financial Statements and Exhibits, 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 14, 2024 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Num

May 16, 2024 8-K

Regulation FD Disclosure, 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): May 15, 2024 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Num

May 16, 2024 EX-99.1

Conifer Holdings Reports 2024 First Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Wednesday, May 15, 2024

News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Reports 2024 First Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Wednesday, May 15, 2024 Troy, MI, May 14, 2024 – Conifer Holdings, Inc. (Nasdaq: CNFR) (“Conifer” or the “Company”) today announced results for the first quarter ended March 31, 2024. First Quarter 2024 Financi

May 16, 2024 EX-99.1

Nasdaq: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner Q1 2024 Investor Conference Call May 15, 2024

Nasdaq: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner Q1 2024 Investor Conference Call May 15, 2024 Safe Harbor Statement This presentation contains “forward-looking” statements within the meaning of Section 27A of the Securities Act of 1933, as amended, and Section 21E of the Securities Exchange Act of 1934, as amended, that are based on our management’s beliefs and assumptions and on information currently available to management.

May 14, 2024 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 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, 2024 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 001-37536 Conifer Holdings, Inc

April 26, 2024 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 (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)) ☒ Defin

April 9, 2024 EX-99.1

Conifer Holdings Reports 2023 Fourth Quarter and Year End Financial Results; Announces Strategic Shift to Production Based Revenue Company to Host Conference Call at 8:30 AM ET on Friday, April 5, 2024

News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Reports 2023 Fourth Quarter and Year End Financial Results; Announces Strategic Shift to Production Based Revenue Company to Host Conference Call at 8:30 AM ET on Friday, April 5, 2024 Troy, MI, April 4, 2024 – Conifer Holdings, Inc. (Nasdaq: CNFR) (“Conifer” or the “Company”) today announced results fo

April 9, 2024 8-K

Regulation FD Disclosure, 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): April 5, 2024 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Nu

April 9, 2024 8-K

Financial Statements and Exhibits, 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): April 4, 2024 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Nu

April 9, 2024 EX-99.1

Nasdaq: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner Q4 2023 Investor Conference Call April 5, 2024

Nasdaq: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner Q4 2023 Investor Conference Call April 5, 2024 Safe Harbor Statement This presentation contains “forward-looking” statements within the meaning of Section 27A of the Securities Act of 1933, as amended, and Section 21E of the Securities Exchange Act of 1934, as amended, that are based on our management’s beliefs and assumptions and on information currently available to management.

April 1, 2024 EX-21.1

List of Subsidiaries of the Company

Exhibit 21.1 Subsidiaries of Conifer Holdings, Inc. Subsidiary State of Formation Conifer Insurance Company Michigan Red Cedar Insurance Company District of Columbia Sycamore Insurance Agency Michigan White Pine Insurance Company Michigan VSRM, Inc. Michigan Sycamore Specialty Underwriters, LLC (50% ownership) Michigan

April 1, 2024 EX-97

Conifer Clawback Policy

Conifer Holdings, Inc. Compensation Recovery Policy Adopted and approved on November 29, 2023 and Effective as of December 1, 2023 1. Purpose. Conifer Holdings, Inc., a Michigan corporation (the “Company”) is committed to promoting high standards of honest and ethical business conduct and compliance with applicable laws, rules and regulations. As part of this commitment, the Company has adopted th

April 1, 2024 EX-4.4

Second Supplemental Indenture dated August 8, 2023, by and between the Company and Wilmington Trust, National Association, as trustee

SECOND SUPPLEMENTAL INDENTURE Dated as of August 8, 2023 between CONIFER HOLDINGS, INC.

April 1, 2024 EX-10.12

Employment agreement - Nicholas J. Petcoff

EMPLOYMENT AGR EEMENT THIS EMPLOYMENT AGREEMENT (this "Agreement") is made effective as of the \ the 18 of December , 2023, by and between CONIFER HOLDINGS , IN C.

April 1, 2024 EX-10.8

Limited Waiver Regarding Second Amended and Restated Note Purchase Agreement

Execution Version LIMITED WAIVER REGARDING SECOND AMENDED AND RESTATED NOTE PURCHASE AGREEMENT March 27, 2024 Conifer Holdings, Inc.

April 1, 2024 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 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, 2023 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 001-37536 Conifer Holdings, Inc. (Ex

April 1, 2024 EX-10.7

Lease Agreement, dated June 14, 2022

LEASE THIS LEASE, made as of the 14th day of June, 2022, by and between the Landlord and Tenant hereinafter defined in Sections 1(a) and 1(c), respectively.

April 1, 2024 EX-99.1

Report of Independent Registered Public Accounting Firm on Supplemental Information

Report of Independent Registered Public Accounting Firm on Supplemental Information To the Board of Directors and Shareholders Conifer Holdings, Inc.

April 1, 2024 EX-4.1

Description of Securities

DESCRIPTION OF THE REGISTRANT’S SECURITIES REGISTERED PURSUANT TO SECTION 12 OF THE SECURITIES EXCHANGE ACT OF 1934 Below is a summary description of the following securities of Conifer Holdings, Inc.

March 22, 2024 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 19, 2024 Conifer Holdings I

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 19, 2024 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File N

January 17, 2024 EX-99.1

Conifer Holdings Names New Board Chair; Appoints New Director

News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] For Immediate Release Conifer Holdings Names New Board Chair; Appoints New Director Troy, MI, January 17, 2024 - Conifer Holdings, Inc. (Nasdaq: CNFR) (“Conifer” or the “Company”) announced today that its Board of Directors has named Isolde G. O’Hanlon to the role of Acting Board Chair, effective immediately. Ms. O’Hanl

January 17, 2024 8-K

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): January 12, 2024 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File

January 10, 2024 CORRESP

January 10, 2024

January 10, 2024 U.S. Securities and Exchange Commission Division of Corporation Finance Office of Healthcare & Insurance 100 F. Street, N.E. Washington, D.C. 20549 Attention: Lorie Empie Robert Klein Re: Conifer Holdings, Inc. Form 10-K for Fiscal Year Ended December 31, 2022 Filed March 27, 2023 File No. 001-37536 Dear Ms. Empie and Mr. Klein: I submit this letter on behalf of Conifer Holdings,

December 22, 2023 EX-9.1

Termination Agreement dated December 18, 2023

EX-9.1 2 cnfr-ex91.htm EX-9.1 TERMINATION Agreement THIS TERMINATION AGREEMENT (this “Agreement”) is made and entered into as of December 18, 2023 (the “Effective Date”) by and among James Petcoff (“Jim”), Nicholas Petcoff (“Nick”), Andrew Petcoff (“Andy”) and Conifer Holdings, Inc., a Michigan corporation (“Conifer”). Jim, Nick, Andrew and Conifer are collectively referred to in this Agreement as

December 22, 2023 EX-3.1

Certificate of Designation of Series A Preferred Stock

CERTIFICATE OF DESIGNATION OF SERIES A PREFERRED STOCK OF CONIFER HOLDINGS, INC. Pursuant to Section 302(3) of the Michigan Business Corporation Act Pursuant to Section 302(3) of the Michigan Business Corporation Act (the “MBCA”), Conifer Holdings, Inc., a corporation duly organized and validly existing under the laws of the State of Michigan (the “Corporation”), in accordance with the provisions

December 22, 2023 SC 13D/A

CNFR / Conifer Holdings, Inc. / PETCOFF JAMES G - SC 13D/A Activist Investment

SC 13D/A 1 12.18.2313da-jp.htm SC 13D/A UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. 8)* Conifer Holdings, Inc. (Name of Issuer) Common Stock, no par value (Title of Class of Securities) 20731J102 (CUSIP Number) Conifer Holdings, Inc. 3001 West Big Beaver Road, Suite 200 Troy, MI 48084 (248) 559-0840 (

December 22, 2023 8-K

Departure of Directors or Certain Officers; Election of Directors; Appointment of Certain Officers; Compensatory Arrangements of Certain Officers, Amendments to Articles of Incorporation or Bylaws; Change in Fiscal Year, Entry into a Material Definitive Agreement, Material Modification to Rights of Security Holders, Unregistered Sales of Equity Securities, 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): December 20, 2023 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission Fil

December 22, 2023 EX-10.1

Purchase Agreement, dated December 20, 2023, by and between Conifer Holdings, Inc. and Clarkston Capital, LLC

SECURITIES PURCHASE AGREEMENT This Securities Purchase Agreement (this “Agreement”) is dated as of December 20, 2023 by and between Conifer Holdings Inc.

November 13, 2023 8-K

Regulation FD Disclosure, 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): November 10, 2023 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission Fil

November 13, 2023 EX-99.1

Conifer Holdings Reports 2023 Third Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Friday, November 10, 2023

News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Reports 2023 Third Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Friday, November 10, 2023 Troy, MI, November 9, 2023 – Conifer Holdings, Inc. (Nasdaq: CNFR) (“Conifer” or the “Company”) today announced results for the third quarter ended September 30, 2023. Third Quarter 20

November 13, 2023 EX-10.30

Second Amended and Restated Note Purchase Agreement dated as of September 30, 2023 between the Company and Elanus Capital Investment Master SP Series 3

Conifer Holdings, Inc. $10,000,000 12.5% Senior Secured Notes due September 30, 2028 SECOND AMENDED AND RESTATED NOTE PURCHASE AGREEMENT Dated as of September 30, 2023 DOCPROPERTY "CUSDocIDChunk0" 49361156.14 TABLE OF CONTENTS 1. AUTHORIZATION OF THE NOTES. 1 2. SALE AND PURCHASE OF THE NOTES. 1 3. CLOSING. 2 4. CONDITIONS TO CLOSING. 2 4.1 Representations and Warranties. 2 4.2 Performance; No Def

November 13, 2023 EX-99.1

Nasdaq: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner Q3 2023 Investor Conference Call November 10, 2023

Nasdaq: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner Q3 2023 Investor Conference Call November 10, 2023 Safe Harbor Statement This presentation contains “forward-looking” statements within the meaning of Section 27A of the Securities Act of 1933, as amended, and Section 21E of the Securities Exchange Act of 1934, as amended, that are based on our management’s beliefs and assumptions and on information currently available to management.

November 13, 2023 8-K

Financial Statements and Exhibits, 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 9, 2023 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File

November 13, 2023 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 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, 2023 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 001-37536 Conifer Holdings,

October 27, 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): October 23, 2023 Conifer Holdings

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 23, 2023 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File

October 6, 2023 8-K

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): October 6, 2023 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File

October 6, 2023 EX-99.1

Nick Petcoff to Become Chief Executive Officer of Conifer Holdings, Inc.

News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] For Immediate Release Nick Petcoff to Become Chief Executive Officer of Conifer Holdings, Inc. Troy, MI, October 6, 2023 – Conifer Holdings, Inc. (Nasdaq: CNFR) (“Conifer” or the “Company”) today announced that Nicholas J. Petcoff will become sole Chief Executive Officer of the Company, effective December 31, 2023. Cons

August 15, 2023 8-K

Financial Statements and Exhibits, 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 9, 2023 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File N

August 15, 2023 EX-99.1

Conifer Holdings Reports 2023 Second Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, August 10, 2023

News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Reports 2023 Second Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, August 10, 2023 Troy, MI, August 9, 2023 – Conifer Holdings, Inc. (Nasdaq: CNFR) (“Conifer” or the “Company”) today announced results for the second quarter ended June 30, 2023. Second Quarter 2023 F

August 11, 2023 EX-99.1

Nasdaq: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner Q2 2023 Investor Conference Call August 10, 2023

Nasdaq: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner Q2 2023 Investor Conference Call August 10, 2023 Safe Harbor Statement This presentation contains “forward-looking” statements within the meaning of Section 27A of the Securities Act of 1933, as amended, and Section 21E of the Securities Exchange Act of 1934, as amended, that are based on our management’s beliefs and assumptions and on information currently available to management.

August 11, 2023 8-K

Regulation FD Disclosure, 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): August 10, 2023 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File

August 9, 2023 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 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, 2023 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 001-37536 Conifer Holdings, Inc.

August 8, 2023 EX-99.1

Conifer Holdings, Inc. Announces Closing of Exchange Offer

Exhibit 99.1 News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] For Immediate Release Conifer Holdings, Inc. Announces Closing of Exchange Offer Troy, MI, August 8, 2023 – Conifer Holdings, Inc. (NASDAQ: CNFR) (“Conifer” or the “Company”), announced today that it has closed its previously announced offer to exchange (the “Exchange Offer”) its outstanding 6.75% Senior Un

August 8, 2023 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 Conifer Holdings, Inc. (Exact name of registran

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 Conifer Holdings, Inc. (Exact name of registrant as specified in its charter) Michigan 27-1298795 (State of incorporation or organization) (I.R.S. Employer Identification No.) 550 West Big Beaver R

August 8, 2023 EX-4.2

Exhibit 4.2

Exhibit 4.2 SECOND SUPPLEMENTAL INDENTURE Dated as of August 8, 2023 between CONIFER HOLDINGS, INC., as Issuer, and WILMINGTON TRUST, NATIONAL ASSOCIATION, as Trustee to Indenture Dated as of September 24, 2018 9.75% Senior Unsecured Notes due 2028 TABLE OF CONTENTS Page ARTICLE I SENIOR NOTES 3 SECTION 1.01 Definitions. 3 SECTION 1.02 Establishment. 4 SECTION 1.03 Payment of Principal and Interes

August 8, 2023 EX-4.2

Exhibit 4.2

Exhibit 4.2 SECOND SUPPLEMENTAL INDENTURE Dated as of August 8, 2023 between CONIFER HOLDINGS, INC., as Issuer, and WILMINGTON TRUST, NATIONAL ASSOCIATION, as Trustee to Indenture Dated as of September 24, 2018 9.75% Senior Unsecured Notes due 2028 TABLE OF CONTENTS Page ARTICLE I SENIOR NOTES 3 SECTION 1.01 Definitions. 3 SECTION 1.02 Establishment. 4 SECTION 1.03 Payment of Principal and Interes

August 8, 2023 EX-4.3

Form of Note (included in Exhibit A to the Second Supplemental Indenture)

Exhibit 4.3 EXHIBIT A FORM OF 9.75% SENIOR UNSECURED NOTE DUE 2028 THIS SENIOR NOTE IS A GLOBAL NOTE WITHIN THE MEANING OF THE ORIGINAL INDENTURE HEREINAFTER REFERRED TO. UNLESS THIS CERTIFICATE IS PRESENTED BY AN AUTHORIZED REPRESENTATIVE OF THE DEPOSITORY TRUST COMPANY (“DTC”), A NEW YORK CORPORATION, TO CONIFER HOLDINGS, INC. OR ITS AGENT FOR REGISTRATION OF TRANSFER, EXCHANGE OR PAYMENT, AND A

August 8, 2023 EX-4.3

Exhibit 4.3

Exhibit 4.3 EXHIBIT A FORM OF 9.75% SENIOR UNSECURED NOTE DUE 2028 THIS SENIOR NOTE IS A GLOBAL NOTE WITHIN THE MEANING OF THE ORIGINAL INDENTURE HEREINAFTER REFERRED TO. UNLESS THIS CERTIFICATE IS PRESENTED BY AN AUTHORIZED REPRESENTATIVE OF THE DEPOSITORY TRUST COMPANY (“DTC”), A NEW YORK CORPORATION, TO CONIFER HOLDINGS, INC. OR ITS AGENT FOR REGISTRATION OF TRANSFER, EXCHANGE OR PAYMENT, AND A

August 8, 2023 8-K

Entry into a Material Definitive Agreement, Financial Statements and Exhibits, Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant, Other Events

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 8, 2023 Conifer Holdings, Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File

August 8, 2023 EX-99.1

Conifer Holdings, Inc. Announces Closing of Exchange Offer

Exhibit 99.1 News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] For Immediate Release Conifer Holdings, Inc. Announces Closing of Exchange Offer Troy, MI, August 8, 2023 – Conifer Holdings, Inc. (NASDAQ: CNFR) (“Conifer” or the “Company”), announced today that it has closed its previously announced offer to exchange (the “Exchange Offer”) its outstanding 6.75% Senior Un

August 8, 2023 425

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 8, 2023 Conifer Holdings,

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 8, 2023 Conifer Holdings, Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File

July 28, 2023 8-K

Financial Statements and Exhibits, 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): July 28, 2023 Conifer Holdings, Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File N

July 28, 2023 425

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 28, 2023 Conifer Holdings, I

false000150229200015022922023-07-282023-07-28 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.

July 28, 2023 EX-99.1

Conifer Holdings Announces Estimated Storm Losses for Second Quarter 2023

EX-99.1 2 brhc20056647ex99-1.htm EXHIBIT 99.1 Exhibit 99.1 News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Announces Estimated Storm Losses for Second Quarter 2023 Birmingham, MI, July 28, 2023 - Conifer Holdings, Inc. (Nasdaq: CNFR) (“Conifer” or the “Company”) today announced preliminary unaudited pre-tax net catastrophe loss estimates for the seco

July 28, 2023 EX-99.1

Conifer Holdings Announces Estimated Storm Losses for Second Quarter 2023

Exhibit 99.1 News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Announces Estimated Storm Losses for Second Quarter 2023 Birmingham, MI, July 28, 2023 - Conifer Holdings, Inc. (Nasdaq: CNFR) (“Conifer” or the “Company”) today announced preliminary unaudited pre-tax net catastrophe loss estimates for the second quarter ended June 30, 2023. The Company ex

July 26, 2023 EX-99.1

Conifer Holdings, Inc. Announces Extension of Exchange Offer

Exhibit 99.1 News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] For Immediate Release Conifer Holdings, Inc. Announces Extension of Exchange Offer Troy, MI, July 26, 2023 – Conifer Holdings, Inc. (NASDAQ: CNFR) (“Conifer” or the “Company”), announced today that it extended its offer to exchange (the “Exchange Offer”) its outstanding 6.75% Senior Unsecured Notes due 2023

July 26, 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): July 26, 2023 Conifer Holdings, I

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 26, 2023 Conifer Holdings, Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File N

July 26, 2023 425

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 26, 2023 Conifer Holdings, I

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 26, 2023 Conifer Holdings, Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File N

July 26, 2023 EX-99.1

Conifer Holdings, Inc. Announces Extension of Exchange Offer

Exhibit 99.1 News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] For Immediate Release Conifer Holdings, Inc. Announces Extension of Exchange Offer Troy, MI, July 26, 2023 – Conifer Holdings, Inc. (NASDAQ: CNFR) (“Conifer” or the “Company”), announced today that it extended its offer to exchange (the “Exchange Offer”) its outstanding 6.75% Senior Unsecured Notes due 2023

June 27, 2023 FWP

Nasdaq: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner Senior Notes Exchange & New Issuance June 2023 Transaction Specific disclaimers Conifer Holdings, Inc. has filed a registration statement (including a pros

Filed Pursuant to Rule 433 Issuer Free Writing Prospectus, dated June 26, 2023 Registration No.

June 26, 2023 424B4

EXCHANGE OFFER 9.75% Senior Unsecured Notes due 2028 for its 6.75% Senior Unsecured Notes due 2023 the Sale of up to $25,000,000 9.75% Senior Unsecured Notes due 2028

TABLE OF CONTENTS Filed pursuant to Rule 424(b)(4) Registration Statement No. 333-272217 PROSPECTUS/OFFER TO EXCHANGE   EXCHANGE OFFER 9.75% Senior Unsecured Notes due 2028 for its 6.75% Senior Unsecured Notes due 2023 and the Sale of up to $25,000,000 9.75% Senior Unsecured Notes due 2028 Until the expiration date (as defined below), Conifer Holdings, Inc. (the “Company,” “Conifer,” “our,” “we” o

June 22, 2023 CORRESP

June 22, 2023

June 22, 2023 VIA EDGAR U.S. Securities and Exchange Commission Division of Corporation Finance 100 F. Street, NE Washington, D.C. 20549 Attention: Chris Windsor Re: Conifer Holdings, Inc. Registration Statement on Form S-4 File No. 333-272217 Acceleration Request Requested Date: June 26, 2023 Requested Time: 9:00 A.M. Eastern Time Ladies and Gentlemen: Pursuant to Rule 461 under the Securities Ac

June 15, 2023 EX-25.1

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM T-1 ☐ Check if an Application to Determine Eligibility of a Trustee Pursuant to Section 305(b)(2) WILMINGTON TRUST, NATIONAL ASSOCIATION (Exact name of trustee as specified

Exhibit 25.1 UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM T-1 ☐ Check if an Application to Determine Eligibility of a Trustee Pursuant to Section 305(b)(2) WILMINGTON TRUST, NATIONAL ASSOCIATION (Exact name of trustee as specified in its charter) 16-1486454 (I.R.S. employer identification no.) 1100 North Market Street Wilmington, DE 19890-0001 (Address of principal

June 15, 2023 S-4/A

As filed with the Securities and Exchange Commission on June 14, 2023

TABLE OF CONTENTS As filed with the Securities and Exchange Commission on June 14, 2023 Registration No.

June 15, 2023 EX-1.1

Conifer Holdings Inc. Dealer Manager Agreement

EX-1.1 2 ny20009209x2ex1-1.htm EXHIBIT 1.1 Exhibit 1.1 Conifer Holdings Inc. Dealer Manager Agreement June , 2023 Janney Montgomery Scott LLC, as Dealer Manager 1717 Arch Street, Floor 22 Philadelphia, PA 19103 American Capital Partners, LLC, as Dealer Manager 205 Oser Avenue Hauppauge, NY 11788 Ladies and Gentlemen: Conifer Holdings Inc., a Michigan corporation (the “Company”), proposes to offer

June 15, 2023 EX-4.5

SECOND SUPPLEMENTAL INDENTURE Dated as of [___], 2023 CONIFER HOLDINGS, INC., as Issuer, WILMINGTON TRUST, NATIONAL ASSOCIATION, as Trustee Dated as of September 24, 2018 9.75% Senior Unsecured Notes due 2028 TABLE OF CONTENTS

Exhibit 4.5 SECOND SUPPLEMENTAL INDENTURE Dated as of [], 2023 between CONIFER HOLDINGS, INC., as Issuer, and WILMINGTON TRUST, NATIONAL ASSOCIATION, as Trustee to Indenture Dated as of September 24, 2018 9.75% Senior Unsecured Notes due 2028 TABLE OF CONTENTS Page ARTICLE I SENIOR NOTES 3 SECTION 1.01 Definitions. 4 SECTION 1.02 Establishment. 5 SECTION 1.03 Payment of Principal and Interest. 6 S

June 15, 2023 EX-1.2

Conifer Holdings Inc. Placement Agent Agreement

EX-1.2 3 ny20009209x2ex1-2.htm EXHIBIT 1.2 Exhibit 1.2 Conifer Holdings Inc. Placement Agent Agreement June , 2023 Janney Montgomery Scott LLC, as Placement Agent 1717 Arch Street, Floor 22 Philadelphia, PA 19103 American Capital Partners, LLC, as Placement Agent 205 Oser Avenue Hauppauge, NY 11788 Ladies and Gentlemen: Conifer Holdings Inc., a Michigan corporation (the “Company”), proposes to off

May 26, 2023 EX-10.6(3)

CONIFER HOLDINGS, INC. THIRD AMENDMENT Dated as of May 9, 2022 to the AMENDED AND RESTATED NOTE PURCHASE AGREEMENT Dated as of September 25, 2018 RE: $10,500,000 7.5%/12.5% Subordinated Notes due September 30, 2038 THIRD AMENDMENT TO THE AMENDED AND

Exhibit 10.6.3 CONIFER HOLDINGS, INC. THIRD AMENDMENT Dated as of May 9, 2022 to the AMENDED AND RESTATED NOTE PURCHASE AGREEMENT Dated as of September 25, 2018 RE: $10,500,000 7.5%/12.5% Subordinated Notes due September 30, 2038 THIRD AMENDMENT TO THE AMENDED AND RESTATED NOTE PURCHASE AGREEMENT This Third Amendment dated as of May 9, 2022 (this “Third Amendment”) to the Amended and Restated Note

May 26, 2023 EX-FILING FEES

Calculation of Filing Fee Table FORM S-4 and FORM S-1 (Form Type) Conifer Holdings, Inc. (Exact Name of Registrant as Specified in its Charter) Table 1: Newly Registered Securities

EX-FILING FEES 5 ny20009209x1ex107.htm FILING FEES TABLE Exhibit 107 Calculation of Filing Fee Table FORM S-4 and FORM S-1 (Form Type) Conifer Holdings, Inc. (Exact Name of Registrant as Specified in its Charter) Table 1: Newly Registered Securities Security Type Security Class Title Fee Calculation or Carry Forward Rule Maximum Aggregate Offering Price (3)(7) Fee Rate Amount of Registration Fee (

May 26, 2023 S-4

As filed with the Securities and Exchange Commission on May 25, 2023

TABLE OF CONTENTS As filed with the Securities and Exchange Commission on May 25, 2023 Registration No.

May 18, 2023 EX-99.1

Annual Shareholder Meeting May 17, 2023 NASDAQ: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner

Annual Shareholder Meeting May 17, 2023 NASDAQ: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner Safe Harbor Statement This presentation contains “forward-looking” statements within the meaning of Section 27A of the Securities Act of 1933, as amended, and Section 21E of the Securities Exchange Act of 1934, as amended, that are based on our management’s beliefs and assumptions and on information currently available to management.

May 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): May 17, 2023 Conifer Holdings Inc

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 17, 2023 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Num

May 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): May 17, 2023 Conifer Holdings Inc

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 17, 2023 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Num

May 11, 2023 EX-99.1

Conifer Holdings Reports 2023 First Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, May 11, 2023

News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Reports 2023 First Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, May 11, 2023 Troy, MI, May 10, 2023 – Conifer Holdings, Inc. (Nasdaq: CNFR) (“Conifer” or the “Company”) today announced results for the first quarter ended March 31, 2023. First Quarter 2023 Financia

May 11, 2023 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 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, 2023 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 001-37536 Conifer Holdings, Inc

May 11, 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): May 11, 2023 Conifer Holdings Inc

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 11, 2023 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Num

May 11, 2023 8-K

Financial Statements and Exhibits, 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 10, 2023 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Num

May 11, 2023 EX-99.1

Nasdaq: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner Q1 2023 Investor Conference Call May 11, 2023

Nasdaq: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner Q1 2023 Investor Conference Call May 11, 2023 Safe Harbor Statement This presentation contains “forward-looking” statements within the meaning of Section 27A of the Securities Act of 1933, as amended, and Section 21E of the Securities Exchange Act of 1934, as amended, that are based on our management’s beliefs and assumptions and on information currently available to management.

April 12, 2023 SC 13D/A

CNFR / Conifer Holdings Inc / PETCOFF JAMES G - SC 13D/A Activist Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. 7)* Conifer Holdings, Inc. (Name of Issuer) Common Stock, no par value (Title of Class of Securities) 20731J102 (CUSIP Number) Conifer Holdings, Inc. 3001 West Big Beaver Road, Suite 200 Troy, MI 48084 (248) 559-0840 (Name, Address and Telephone Number of Pe

April 12, 2023 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 (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)) ☒ Defin

March 27, 2023 EX-21

List of Subsidiaries of the Company

Exhibit 21.1 Subsidiaries of Conifer Holdings, Inc. Subsidiary State of Formation Conifer Insurance Company Michigan Red Cedar Insurance Company District of Columbia Sycamore Insurance Agency Michigan White Pine Insurance Company Michigan VSRM, Inc. Michigan Sycamore Specialty Underwriters, LLC (50% ownership) Michigan

March 27, 2023 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 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 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 001-37536 Conifer Holdings, Inc. (Ex

March 15, 2023 RW

Securities and Exchange Commission (the “Commission”)

RW Securities and Exchange Commission (the “Commission”) Division of Corporation Finance 100 F Street, N.

March 14, 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 Conifer Holdings In

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 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Nu

March 14, 2023 EX-99

Conifer Holdings Reports 2022 Fourth Quarter and Year End Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, March 9, 2023

News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Reports 2022 Fourth Quarter and Year End Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, March 9, 2023 Troy, MI, March 8, 2023 – Conifer Holdings, Inc. (Nasdaq: CNFR) (“Conifer” or the “Company”) today announced results for the fourth quarter and year ended December 31, 2022

March 14, 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 8, 2023 Conifer Holdings In

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 8, 2023 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Nu

March 14, 2023 EX-99

Nasdaq: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner Q4 2022 Investor Conference Call March 9, 2023

Nasdaq: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner Q4 2022 Investor Conference Call March 9, 2023 Safe Harbor Statement This presentation contains “forward-looking” statements within the meaning of Section 27A of the Securities Act of 1933, as amended, and Section 21E of the Securities Exchange Act of 1934, as amended, that are based on our management’s beliefs and assumptions and on information currently available to management.

February 17, 2023 SC 13D/A

CNFR / Conifer Holdings Inc / PETCOFF JAMES G - SC 13D/A Activist Investment

SC 13D/A 1 202313da-jp-withjf.htm SC 13D/A UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. 6)* Conifer Holdings, Inc. (Name of Issuer) Common Stock, no par value (Title of Class of Securities) 20731J102 (CUSIP Number) Conifer Holdings, Inc. 3001 West Big Beaver Road, Suite 200 Troy, MI 48084 (248) 559-084

January 17, 2023 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): January 17, 2023 (December 31, 2022) Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporati

November 15, 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 9, 2022

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 9, 2022 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File

November 15, 2022 EX-99.1

Safe Harbor Statement 2

Nasdaq: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner Q3 2022 Investor Conference Call November 10, 2022 Exhibit 99.

November 15, 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 10, 2022

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, 2022 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission Fil

November 15, 2022 EX-99.1

Conifer Holdings Reports 2022 Third Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, November 10, 2022

Exhibit 99.1 News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Reports 2022 Third Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, November 10, 2022 Troy, MI, November 9, 2022 - Conifer Holdings, Inc. (Nasdaq: CNFR) (“Conifer” or the “Company”) today announced results for the third quarter ended September 30, 2022. T

November 9, 2022 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 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 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 001-37536 Conifer Holdings,

November 7, 2022 8-K

Entry into a Material Definitive Agreement, 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): November 1, 2022 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File

November 7, 2022 EX-99.1

Conifer Holdings Announces Closing of Loss Portfolio Transfer Agreement

Exhibit 99.1 News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] For Immediate Release Conifer Holdings Announces Closing of Loss Portfolio Transfer Agreement Troy, MI, November 7, 2022 ? Conifer Holdings, Inc. (Nasdaq: CNFR) (?Conifer?) today announced the execution of a Loss Portfolio Transfer (LPT) reinsurance agreement with Fleming Reinsurance Ltd (?Fleming Re?). Thr

October 20, 2022 8-K

Completion of Acquisition or Disposition of Assets

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 14, 2022 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File

October 12, 2022 8-K/A

Submission of Matters to a Vote of Security Holders

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): May 18, 2022 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation)

August 26, 2022 EX-99.1

Conifer Holdings Appoints Investment Strategy Leader Gerald W. Hakala to its Board of Directors

Exhibit 99.1 News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] For Immediate Release Conifer Holdings Appoints Investment Strategy Leader Gerald W. Hakala to its Board of Directors Birmingham, MI, August 26, 2022 ? Conifer Holdings, Inc. (Nasdaq: CNFR) (?Conifer? or the ?Company?) announced today that Gerald W. Hakala has been elected to the Board of Directors of the C

August 26, 2022 8-K

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): August 23, 2022 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File

August 24, 2022 SC 13D/A

CNFR / Conifer Holdings Inc / Clarkston Ventures, Llc - CLARKSTON VENTURES/CONIFER HOLDINGS SC 13D/A#4 Activist Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D/A#4 Under the Securities Exchange Act of 1934 Conifer Holdings, Inc. (Name of Issuer) Common stock, no par value (Title of Class of Securities) 20731J102 (CUSIP Number) Clarkston Ventures, LLC 91 West Long Lake Road Bloomfield Hills, MI 48304 (248) 205-2254 (Name, Address and Telephone Number of Person Authorized

August 12, 2022 EX-9.2

Joint Filing Agreement dated August 12, 2022

Exhibit 9.2 JOINT FILING AGREEMENT In accordance with Rule 13d-1(k)(1) promulgated under the Securities Exchange Act of 1934, as amended, the undersigned hereby agree that they are jointly filing this statement on Schedule 13D. Each of them is responsible for the timely filing of such statement and any amendments thereto, and for the completeness and accuracy of the information concerning such per

August 12, 2022 SC 13D/A

CNFR / Conifer Holdings Inc / PETCOFF JAMES G - SC 13D/A Activist Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. 5)* Conifer Holdings, Inc. (Name of Issuer) Common Stock, no par value (Title of Class of Securities) 20731J102 (CUSIP Number) Conifer Holdings, Inc. 550 West Merrill Street, Suite 200 Birmingham, MI 48009 (248) 559-0840 (Name, Address and Telephone Number o

August 12, 2022 EX-99.1

Safe Harbor Statement 2

Nasdaq: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner Q2 2022 Investor Conference Call August 11, 2022 Exhibit 99.

August 12, 2022 EX-99.1

Conifer Holdings Reports 2022 Second Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, August 11, 2022

Exhibit 99.1 News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Reports 2022 Second Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, August 11, 2022 Birmingham, MI, August 10, 2022 - Conifer Holdings, Inc. (Nasdaq: CNFR) (?Conifer? or the ?Company?) today announced results for the second quarter ended June 30, 2022. S

August 12, 2022 8-K

Regulation FD Disclosure, 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): August 11, 2022 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File

August 12, 2022 EX-9.1

Voting Agreement dated August 8, 2022

Exhibit 9.1 VOTING AGREEMENT This Voting Agreement (this ?Agreement?) is entered into as of August 8, 2022, by and among James Petcoff (?Jim?), Nicholas Petcoff (?Nick?), Andrew Petcoff (?Andy?) and Conifer Holdings, Inc., a Michigan corporation (?Conifer?). Recitals A. Jim, Nick and Andy are holders of record and the ?beneficial owner? (within the meaning of Rule 13d-3 under the Securities Exchan

August 12, 2022 8-K

Financial Statements and Exhibits, 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 10, 2022 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File

August 11, 2022 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 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 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 001-37536 Conifer Holdings, Inc.

August 11, 2022 EX-10.29

Six Amendment to Credit Agreement dated as of August 8, 2022 between the Company and the Huntington National Bank

Exhibit 10.29 SIXTH AMENDMENT TO CREDIT AGREEMENT AND WAIVER THIS SIXTH AMENDMENT TO CREDIT AGREEMENT AND WAIVER (?Amendment?), is made as of the 8th day of August, 2022, by and among CONIFER HOLDINGS, INC. (?Borrower?) and THE HUNTINGTON NATIONAL BANK (?Bank?). RECITALS: A.Borrower and Bank entered into a Credit Agreement dated as of June 21, 2018, as amended by five Amendments (?Agreement?). B.B

June 3, 2022 8-K

Financial Statements and Exhibits, Changes in Registrant's Certifying Accountant

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 1, 2022 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Num

June 3, 2022 EX-16.1

Letter from Deloitte & Touche LLP, dated June 3, 2022, to the Securities and Exchange Commission

Exhibit 16.1 Deloitte & Touche LLP 1001 Woodward Suite 700 Detroit, MI 48226-1904 USA Tel:+1 313 396 3000 Fax:+1 313 396 3618 www.deloitte.com June 3, 2022 Securities and Exchange Commission 100 F Street, N.E. Washington, D.C. 20549-7561 Dear Sirs/Madams: We have read Item 4.01 of Conifer Holdings Inc.?s Form 8-K dated June 3, 2022, and have the following comments: 1. We agree with the statements

May 23, 2022 EX-99.1

Safe Harbor Statement This presentation contains “forward-looking” statements within the meaning of Section 27A of the Securities Act of 1933, as amended, and Section 21E of the Securities Exchange Act of 1934, as amended, that are based on our manag

Annual Shareholder Meeting May 18, 2022 NASDAQ: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner Exhibit 99.

May 23, 2022 8-K

Submission of Matters to a Vote of Security Holders

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 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Num

May 23, 2022 8-K

Regulation FD Disclosure, 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): May 18, 2022 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Num

May 17, 2022 EX-10.9

Waiver Letter May 9, 2022

Exhibit 10.9 Waiver Letter May 9, 2022 Conifer Holdings, Inc. 550 W. Merrill Street Suite 200 Birmingham, MI 48009 Re: Waiver re: Amended and Restated Note Purchase Agreement Gentlemen: Reference is made to that certain Amended and Restated Note Purchase Agreement dated as of September 25, 2018, as amended on December 13, 2018 and September 25, 2018 (as further amended, modified or revised from ti

May 17, 2022 EX-10.6.3

CONIFER HOLDINGS, INC. THIRD AMENDMENT Dated as of May 9, 2022 to the AMENDED AND RESTATED NOTE PURCHASE AGREEMENT Dated as of September 25, 2018 RE: $10,500,000 7.5%/12.5% Subordinated Notes due September 30, 2038 THIRD AMENDMENT TO THE AMENDED AND

Exhibit 10.6.3 CONIFER HOLDINGS, INC. THIRD AMENDMENT Dated as of May 9, 2022 to the AMENDED AND RESTATED NOTE PURCHASE AGREEMENT Dated as of September 25, 2018 RE: $10,500,000 7.5%/12.5% Subordinated Notes due September 30, 2038 THIRD AMENDMENT TO THE AMENDED AND RESTATED NOTE PURCHASE AGREEMENT This Third Amendment dated as of May 9, 2022 (this ?Third Amendment?) to the Amended and Restated Note

May 17, 2022 EX-10.8

Waiver Letter May 11, 2022

Exhibit 10.8 Waiver Letter May 11, 2022 Conifer Holdings, Inc. 550 W. Merrill Street Suite 200 Birmingham, MI 48009 Re: Credit Agreement dated June 21, 2018 between Conifer Holdings, Inc. (?Borrower?) and The Huntington National Bank, as amended (?Credit Agreement?) Gentlemen: The Borrower has advised the Bank that it violated the provisions of Section 8.15(a) and 8.15(e) of the Credit Agreement f

May 17, 2022 S-1

As filed with the Securities and Exchange Commission on May 17, 2022

TABLE OF CONTENTS As filed with the Securities and Exchange Commission on May 17, 2022 Registration No.

May 17, 2022 EX-FILING FEES

Calculation of Filing Fee Table FORM S-1 (Form Type) Conifer Holdings, Inc. (Exact Name of Registrant as Specified in its Charter) Newly Registered Securities

Exhibit 107 Calculation of Filing Fee Table FORM S-1 (Form Type) Conifer Holdings, Inc.

May 12, 2022 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 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 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 001-37536 Conifer Holdings, Inc

May 12, 2022 EX-99.1

Conifer Holdings Reports 2022 First Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, May 12, 2022

Exhibit 99.1 News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Reports 2022 First Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, May 12, 2022 Birmingham, MI, May 11, 2022 - Conifer Holdings, Inc. (Nasdaq: CNFR) (?Conifer? or the ?Company?) today announced results for the first quarter ended March 31, 2022. First Qu

May 12, 2022 8-K

Financial Statements and Exhibits, 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 11, 2022 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Num

May 12, 2022 8-K

Regulation FD Disclosure, 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): May 12, 2022 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Num

May 12, 2022 EX-99.1

Safe Harbor Statement 2

Nasdaq: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner Q1 2022 Investor Conference Call May 12, 2022 Exhibit 99.

April 7, 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

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

March 10, 2022 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): March 8, 2022 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Nu

March 10, 2022 EX-21.1

List of Subsidiaries of the Company

Exhibit 21.1 Subsidiaries of Conifer Holdings, Inc. Subsidiary State of Formation Conifer Insurance Company Michigan Red Cedar Insurance Company District of Columbia Sycamore Insurance Agency Michigan White Pine Insurance Company Michigan Venture Agency Holdings, Inc. (50% ownership) Michigan

March 10, 2022 10-K

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 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 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 001-37536 Conifer Holdings, Inc. (Ex

March 4, 2022 EX-99.1

Safe Harbor Statement 2

Nasdaq: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner Q4 2021 Investor Conference Call March 3, 2022 Exhibit 99.

March 4, 2022 8-K

Financial Statements and Exhibits, 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 2, 2022 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Nu

March 4, 2022 8-K

Regulation FD Disclosure, 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): March 3, 2022 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Nu

March 4, 2022 EX-99.1

Conifer Holdings Reports 2021 Fourth Quarter and Year End Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, March 3, 2022

Exhibit 99.1 News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Reports 2021 Fourth Quarter and Year End Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, March 3, 2022 Birmingham, MI, March 2, 2022 ? Conifer Holdings, Inc. (Nasdaq: CNFR) (?Conifer? or the ?Company?) today announced results for the fourth quarter and year ende

February 9, 2022 SC 13D/A

CNFR / Conifer Holdings Inc / PETCOFF JAMES G - SC 13D/A Activist Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. 4)* Conifer Holdings, Inc. (Name of Issuer) Common Stock, no par value (Title of Class of Securities) 20731J102 (CUSIP Number) Conifer Holdings, Inc. 550 West Merrill Street, Suite 200 Birmingham, MI 48009 (248) 559-0840 (Name, Address and Telephone Number o

February 9, 2022 SC 13G/A

CNFR / Conifer Holdings Inc / AEGIS FINANCIAL CORP - SCHEDULE 13G/A Passive Investment

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 SCHEDULE 13G/A (Amendment NO.

November 15, 2021 EX-99.1

Safe Harbor Statement 2

NASDAQ: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner November 11, 2021 Exhibit 99.

November 15, 2021 8-K

Regulation FD Disclosure, 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): November 11, 2021 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission Fil

November 15, 2021 8-K

Financial Statements and Exhibits, 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 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission Fil

November 15, 2021 EX-99.1

Conifer Holdings Reports 2021 Third Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, November 11, 2021

Exhibit 99.1 News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Reports 2021 Third Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, November 11, 2021 Birmingham, MI, November 10, 2021 - Conifer Holdings, Inc. (Nasdaq: CNFR) (?Conifer? or the ?Company?) today announced results for the third quarter ended September 30,

November 10, 2021 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 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 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 001-37536 Conifer Holdings,

August 13, 2021 8-K

Financial Statements and Exhibits, 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 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File

August 13, 2021 EX-99.1

Conifer Holdings Reports 2021 Second Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, August 12, 2021

Exhibit 99.1 News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Reports 2021 Second Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, August 12, 2021 Birmingham, MI, August 11, 2021 - Conifer Holdings, Inc. (Nasdaq: CNFR) (?Conifer? or the ?Company?) today announced results for the second quarter ended June 30, 2021. S

August 12, 2021 EX-99.1

Safe Harbor Statement 2

NASDAQ: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner August 12, 2021 Exhibit 99.

August 12, 2021 8-K

Regulation FD Disclosure, 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): August 12, 2021 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File

August 11, 2021 EX-10.27

Amendment to Promissory Note dated as of June 18, 2021 between the Company and The Huntington National Bank

Exhibit 10.27 AMENDMENT TO PROMISSORY NOTE This Amendment to Promissory Note (?Amendment?) is dated June 18, 2021, and made by and between CONIFER HOLDINGS, INC. (?Borrower?), and THE HUNTINGTON NATIONAL BANK (?Lender?). W I T N E S S E T H: WHEREAS, Borrower has executed and delivered that certain Promissory Note dated as of June 21, 2018, in the original principal amount of Ten Million Dollars (

August 11, 2021 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 FORM 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 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 001-37536 Conifer Holdings, Inc.

August 11, 2021 EX-10.28

Fifth Amendment to Credit Agreement dated as of June 18, 2021 between the company and the Huntington National Bank

Exhibit 10.28 FIFTH AMENDMENT TO CREDIT AGREEMENT THIS FIFTH AMENDMENT TO CREDIT AGREEMENT (?Amendment?), is made as of the 18th day of June, 2021, by and among CONIFER HOLDINGS, INC. (?Borrower?) and THE HUNTINGTON NATIONAL BANK (?Bank?). RECITALS: A.Borrower and Bank entered into a Credit Agreement dated as of June 21, 2018, as amended by four Amendments (?Agreement?). B.Borrower and Bank desire

June 22, 2021 8-K

Other Events

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 18, 2021 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Nu

May 21, 2021 8-K

Submission of Matters to a Vote of Security Holders

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 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Num

May 21, 2021 8-K

Regulation FD Disclosure, 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): May 19, 2021 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Num

May 21, 2021 EX-99.1

Safe Harbor Statement This presentation contains “forward-looking” statements within the meaning of Section 27A of the Securities Act of 1933, as amended, and Section 21E of the Securities Exchange Act of 1934, as amended, that are based on our manag

Annual Shareholder Meeting May 19, 2021 NASDAQ: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner Exhibit 99.

May 12, 2021 8-K

Regulation FD Disclosure, 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): May 12, 2021 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Num

May 12, 2021 8-K

Financial Statements and Exhibits, 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 11, 2021 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Num

May 12, 2021 EX-99.1

Conifer Holdings Reports 2021 First Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Wednesday, May 12, 2021

Exhibit 99.1 News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Reports 2021 First Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Wednesday, May 12, 2021 Birmingham, MI, May 11, 2021 - Conifer Holdings, Inc. (Nasdaq: CNFR) (?Conifer? or the ?Company?) today announced results for the first quarter ended March 31, 2021. First Q

May 12, 2021 EX-99.1

Safe Harbor Statement 2

NASDAQ: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner May 12, 2021 Exhibit 99.

May 11, 2021 10-Q

Quarterly Report - 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 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 001-37536 Conifer Holdings, Inc

April 7, 2021 DEFA14A

- 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 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

April 7, 2021 DEF 14A

- 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 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 11, 2021 10-K

Annual Report - 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, 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 001-37536 Conifer Holdings, Inc. (Ex

March 11, 2021 EX-21.1

List of Subsidiaries of the Company

Exhibit 21.1 Subsidiaries of Conifer Holdings, Inc. Subsidiary State of Formation Conifer Insurance Company Michigan Red Cedar Insurance Company District of Columbia Sycamore Insurance Agency Michigan White Pine Insurance Company Michigan Venture Agency Holdings, Inc. (50% ownership) Michigan

February 25, 2021 8-K

Regulation FD Disclosure, 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): February 24, 2021 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission Fil

February 25, 2021 EX-99.1

Safe Harbor Statement 2

NASDAQ: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner February 24, 2021 Exhibit 99.

February 24, 2021 8-K

Financial Statements and Exhibits, 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): February 23, 2021 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission Fil

February 24, 2021 EX-99.1

Conifer Holdings Reports 2020 Fourth Quarter and Year End Financial Results Company to Host Conference Call at 8:30 AM ET on Wednesday, February 24, 2021

Exhibit 99.1 News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Reports 2020 Fourth Quarter and Year End Financial Results Company to Host Conference Call at 8:30 AM ET on Wednesday, February 24, 2021 Birmingham, MI, February 23, 2021 - Conifer Holdings, Inc. (Nasdaq: CNFR) (?Conifer? or the ?Company?) today announced results for the fourth quarter and

February 11, 2021 SC 13D/A

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. 3)* Conifer Holdings, Inc. (Name of Issuer) Common Stock, no par value (Title of Class of Securities) (CUSIP

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, D.C. 20549 SCHEDULE 13D Under the Securities Exchange Act of 1934 (Amendment No. 3)* Conifer Holdings, Inc. (Name of Issuer) Common Stock, no par value (Title of Class of Securities) 20731J102 (CUSIP Number) Conifer Holdings, Inc. 550 West Merrill Street, Suite 200 Birmingham, MI 48009 (248) 559-0840 (Name, Address and Telephone Number o

November 13, 2020 EX-99.1

Safe Harbor Statement This presentation contains “forward-looking” statements within the meaning of Section 27A of the Securities Act of 1933, as amended, and Section 21E of the Securities Exchange Act of 1934, as amended, that are based on our manag

NASDAQ: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner November 12, 2020 Exhibit 99.

November 13, 2020 8-K

Regulation FD Disclosure, 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): November 12, 2020 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission Fil

November 13, 2020 EX-99.1

Conifer Holdings Reports 2020 Third Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, November 12, 2020

Exhibit 99.1 News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Reports 2020 Third Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, November 12, 2020 Birmingham, MI, November 11, 2020 - Conifer Holdings, Inc. (Nasdaq: CNFR) (“Conifer” or the “Company”) today announced results for the third quarter ended September 30,

November 13, 2020 8-K

Financial Statements and Exhibits, 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 11, 2020 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission Fil

November 12, 2020 10-Q

Quarterly Report - 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, 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 001-37536 Conifer Holdings,

August 26, 2020 EX-99.1

Conifer Holdings Appoints Reinsurance Industry Veteran Timothy Lamothe to its Board of Directors

Exhibit 99.1 News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] For Immediate Release Conifer Holdings Appoints Reinsurance Industry Veteran Timothy Lamothe to its Board of Directors Birmingham, MI, August 25, 2020 - Conifer Holdings, Inc. (Nasdaq: CNFR) (“Conifer” or the “Company”) announced today the appointment of Timothy M. Lamothe to its Board of Directors, where h

August 26, 2020 8-K

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): August 24, 2020 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File

August 14, 2020 8-K

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): August 10, 2020 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File

August 14, 2020 EX-99.1

August 10, 2020

August 10, 2020 James G. Petcoff, Chairman of the Board, CEO Conifer Holdings 550 W Merrill Street, Suite 200 Birmingham, MI. 48009 RE: Resignation Dear Jim: It is with regret that I tender my resignation from the Conifer Holdings’ board of directors, effective immediately. I am grateful for having had the opportunity to serve on the board of this fine organization for the past many years and I of

August 13, 2020 8-K

Financial Statements and Exhibits, 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 12, 2020 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File

August 13, 2020 8-K

Regulation FD Disclosure, 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): August 13, 2020 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File

August 13, 2020 EX-99.1

Conifer Holdings Reports 2020 Second Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, August 13, 2020

Exhibit 99.1 News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Reports 2020 Second Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, August 13, 2020 Birmingham, MI, August 12, 2020 - Conifer Holdings, Inc. (Nasdaq: CNFR) (“Conifer” or the “Company”) today announced results for the second quarter ended June 30, 2020. S

August 13, 2020 EX-99.1

Safe Harbor Statement This presentation contains “forward-looking” statements within the meaning of Section 27A of the Securities Act of 1933, as amended, and Section 21E of the Securities Exchange Act of 1934, as amended, that are based on our manag

NASDAQ: CNFR Fulfilling the Unique Needs of Specialty Insurance Markets as a Long-Term Partner August 13th, 2020 Exhibit 99.

August 12, 2020 EX-10.26

Fourth Amendment to Credit Agreement dated as of June 19, 2020 between the Company and The Huntington National Bank

Exhibit 10.26 FOURTH AMENDMENT TO CREDIT AGREEMENT THIS FOURTH AMENDMENT TO CREDIT AGREEMENT (“Amendment”), is made as of the 19th day of June, 2020 (and is effective as of June 19, 2020), by and among CONIFER HOLDINGS, INC. (“Borrower”) and THE HUNTINGTON NATIONAL BANK (“Bank”). RECITALS: A.Borrower and Bank entered into a Credit Agreement dated as of June 21, 2018, as amended by three Amendments

August 12, 2020 EX-10.25

Amendment to Promissory Note dated as of June 19, 2020 between the Company and The Huntington National Bank

Exhibit 10.25 AMENDMENT TO PROMISSORY NOTE This Amendment to Promissory Note (“Amendment”) is dated June 19, 2020 (and is effective as of June 19, 2020), and made by and between CONIFER HOLDINGS, INC. (“Borrower”), and THE HUNTINGTON NATIONAL BANK (“Lender”). W IT N E S S ET H: WHEREAS, Borrower has executed and delivered that certain Promissory Note dated as of June 21, 2018, in the original prin

August 12, 2020 10-Q

Quarterly Report - 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, 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 001-37536 Conifer Holdings, Inc.

June 22, 2020 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): June 19, 2020 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Nu

May 20, 2020 EX-99.1

CNFR Annual Shareholder Meeting May 20, 2020 Ex 99.1

CNFR Annual Shareholder Meeting May 20, 2020 Ex 99.1 Safe Harbor Statement This presentation contains “forward-looking” statements within the meaning of Section 27A of the Securities Act of 1933, as amended, and Section 21E of the Securities Exchange Act of 1934, as amended, that are based on our management’s beliefs and assumptions and on information currently available to management. These forwa

May 20, 2020 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 20, 2020 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Num

May 20, 2020 8-K

Regulation FD Disclosure, 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): May 20, 2020 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Num

May 14, 2020 8-K

Regulation FD Disclosure, 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): May 14, 2020 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Num

May 14, 2020 8-K

Financial Statements and Exhibits, 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 13, 2020 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File Num

May 14, 2020 EX-99.1

First Quarter 2020 Investor Conference Call May 14, 2020 Ex 99.1

First Quarter 2020 Investor Conference Call May 14, 2020 Ex 99.1 Safe Harbor Statement This presentation contains “forward-looking” statements within the meaning of Section 27A of the Securities Act of 1933, as amended, and Section 21E of the Securities Exchange Act of 1934, as amended, that are based on our management’s beliefs and assumptions and on information currently available to management.

May 14, 2020 EX-99.1

Conifer Holdings Reports 2020 First Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, May 14, 2020

Ex 99.1 News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Reports 2020 First Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, May 14, 2020 Birmingham, MI, May 13, 2020 - Conifer Holdings, Inc. (Nasdaq: CNFR) (“Conifer” or the “Company”) today announced results for the first quarter ended March 31, 2020. First Quarter

May 13, 2020 EX-10.24

Third Amendment to Credit Agreement dated as of April 24, 2020 between the Company and The Huntington National Bank

Exhibit 10.24 THIRD AMENDMENT TO CREDIT AGREEMENT THIS THIRD AMENDMENT TO CREDIT AGREEMENT (“Amendment”), is made as of the 24th day of April, 2020, by and among CONIFER HOLDINGS, INC. (“Borrower”) and THE HUNTINGTON NATIONAL BANK (“Bank”). RECITALS: A. Borrower and Bank entered into a Credit Agreement dated as of June 21, 2018, as amended by a First Amendment to Credit Agreement dated December 27

May 13, 2020 10-Q

Quarterly Report - 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, 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 001-37536 Conifer Holdings, Inc

May 13, 2020 EX-10.23

Promissory Note – Paycheck Protection Program Loan dated as of April 24, 2020 between the Company and The Huntington National Bank

Exhibit 10.23 PROMISSORY NOTE (Paycheck Protection Program Loan) SBA Loan No. 48220270-08 Principal Amount $2,744,667.004/24/2020 FOR VALUE RECEIVED, the undersigned (“Borrower”), with an address of 550 W. Merrill St. #200 Birmingham, MI 48009, promises to pay to the order of The Huntington National Bank (“Lender”, which term shall include any holder hereof) at such place as Lender may designate o

April 28, 2020 8-K

Entry into a Material Definitive Agreement, Creation of a Direct Financial Obligation or an Obligation under an Off-Balance Sheet Arrangement of a Registrant

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 24, 2020 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission File N

April 8, 2020 DEFA14A

CNFR / Conifer Holdings, Inc. DEFA14A - - 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 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

April 8, 2020 DEF 14A

CNFR / Conifer Holdings, Inc. DEF 14A - - 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 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 12, 2020 10-K

CNFR / Conifer Holdings, Inc. 10-K - Annual Report - 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, 2019 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 001-37536 Conifer Holdings, Inc. (Ex

March 12, 2020 EX-10.22

Second Amendment to Credit Agreement dated as of June 21, 2019 between the Company and The Huntington National Bank

EX-10.22 3 cnfr-ex1022126.htm EX-10.22 Exhibit 10.22 SECOND AMENDMENT TO CREDIT AGREEMENT THIS SECOND AMENDMENT TO CREDIT AGREEMENT (“Amendment”), is made as of the day of June, 2019 (and is effective as of June 21, 2019), by and among CONIFER HOLDINGS, INC. (“Borrower”) and THE HUNTINGTON NATIONAL BANK (“Bank”). RECITALS: A.Borrower and Bank entered into a Credit Agreement dated as of June 21, 20

March 12, 2020 EX-10.21

Second Amendment to Amended and Restated Note Purchase Agreement dated as of June 21, 2019 between the Company and Elanus Capital Investments Master SP Series 3

Exhibit 10.21 CONIFER HOLDINGS, INC. SECOND AMENDMENT Dated as of June 21, 2019 to the AMENDED AND Restated NOTE PURCHASE AGREEMENT Dated as of September 29, 2017 RE:$30,000,000 8% Subordinated Notes due 2032 SECOND Amendment to the Note Purchase Agreement This Second Amendment dated as of June 21, 2019 (the or this “First Amendment”) to the Note Purchase Agreement dated as of September 29, 2017,

February 27, 2020 8-K

Financial Statements and Exhibits, 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): February 26, 2020 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission Fil

February 27, 2020 EX-99.1

Conifer Holdings Reports 2019 Fourth Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, February 27, 2020

Exhibit 99.1 News Release For Further Information: Jessica Gulis, 248.559.0840 [email protected] Conifer Holdings Reports 2019 Fourth Quarter Financial Results Company to Host Conference Call at 8:30 AM ET on Thursday, February 27, 2020 Birmingham, MI, February 26, 2020 - Conifer Holdings, Inc. (Nasdaq: CNFR) (“Conifer” or the “Company”) today announced results for the fourth quarter and year ended Dec

February 27, 2020 EX-99.1

Safe Harbor Statement This presentation contains “forward-looking” statements within the meaning of Section 27A of the Securities Act of 1933, as amended, and Section 21E of the Securities Exchange Act of 1934, as amended, that are based on our manag

Fourth Quarter 2019 Investor Conference Call February 27, 2020 Exhibit 99.1 Safe Harbor Statement This presentation contains “forward-looking” statements within the meaning of Section 27A of the Securities Act of 1933, as amended, and Section 21E of the Securities Exchange Act of 1934, as amended, that are based on our management’s beliefs and assumptions and on information currently available to

February 27, 2020 8-K

Regulation FD Disclosure, 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): February 27, 2020 Conifer Holdings Inc. (Exact Name of Registrant as Specified in Charter) Michigan 001-37536 27-1298795 (State or Other Jurisdiction of Incorporation) (Commission Fil

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