Conifer Holdings Inc. Watch

from 10-K 27 pages 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

from 10-K 16 pages Description of the Registrant’s Securities Registered Pursuant to Section 12 of the Securities Exchange Act of 1934

from 8-K 11 pages Form of 9.75% Senior Unsecured Note Due 2028

from 425 11 pages Form of 9.75% Senior Unsecured Note Due 2028

from 425 24 pages 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

from 8-K 24 pages 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

from S-4/A 23 pages 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

from 8-K 12 pages 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 Any Certificate Issued Is Registered in the Name of Cede & Co. or in Such Other Name as Is Requested by an Authorized Representative of Dtc (And Any Payment Is Made to Cede & Co. or to Such Other Entity as Is Requested by an Authorized Representative of Dtc), Any Transfer, Pledge or Other Use Hereof for Value or Otherwise by or to Any Person Is Wrongful Inasmuch as the Registered Owner Hereof, Cede & Co., Has an Interest Herein. Except as Otherwise Provided in Section 1.05 of the First Supplemental Indenture, This Senior Note May Be Transferred in Whole, but Not in Part, Only to Dtc, to Another Nominee of Dtc or to a Successor Depository or to a Nominee of Such Successor Depository. 28977971

from 8-K 4 pages Indenture or similar

from 8-K 24 pages Indenture or similar

from 8-K 67 pages Cross Reference Sheet Between Provisions of Sections 310 Through 318(a) Inclusive of the Trust Indenture Act of 1939 and the Indenture Dated as Of, Between Conifer Holdings, Inc., as Issuer, and Wilmington Trust, National Association, as Trustee. Section of Act Section of Indenture 310(a)(1) and (2) 8.09 310(a)(3), (4) and (5) * 310(b) 8.08 and 8.10 310(c) * 311(a) 8.13 311(b) 8.13 311(c) * 312(a) 6.01 and 6.02 312(b) 6.02(a) 312(c) 6.02(b) 313(a)(1), (2), (3), (4), (6) and (7) 6.04(a) 313(a)(5) * 313(b)(1) * 313(b)(2) 6.04(a) 313(c) 6.04(a) 313(d) 6.04(b) 314(a)(1) 6.03 314(a)(2) 6.03 314(a)(3) 6.03 314(b) * 314(c)(1) 5.06 and 15.05 314(c)(2) 15.05 314(c)(3) * 314(d) * 314(e) 15.05 314(f) * 315(a), (C) and (D) 8.01 315(b) 7.08 315(e) 7.09 316(a)(1) 7.07 316(a)(2) * 316(a) Last Para. 9.03 316(b) 7.10 317(a) 7.02 317(b) 5.05 318(a) 15.07 * Not Applicable. This Cross Reference Sheet Shall Not, for Any Purpose, Be Considered Part of the Indenture. 28819972

from S-1/A 11 pages Form of % Senior Unsecured Note Due

from S-1/A 13 pages First Supplemental Indenture Dated as of , 2018 Between Conifer Holdings, Inc., as Issuer, and Wilmington Trust, National Association, as Trustee to Indenture Dated as of , 2018 % Senior Unsecured Notes Due 20

from S-1/A 66 pages Conifer Holdings, Inc. and Wilmington Trust, National Association, as Trustee Indenture Dated as of , 2018 Cross Reference Sheet Between

from S-1/A 1 page Specimen Specimen C O M M O N S T O C K See Reverse for Certain Definitions Incorporated Under the Laws of the State of Michigan This Certifies That: Specimen Is the Owner of Fully Paid and Non-Assessable Shares of Common Stock of No Par Value Each of Conifer Holdings, Inc. Transferable on the Books of the Corporation in Person or by Attorney Upon Surrender of This Certificate Duly Endorsed or Assigned. This Certificate and the Shares Represented Hereby Are Subject to the Laws of the State of Michigan, and to the Articles of Incorporation and Bylaws of the Corporation, as Now or Hereafter Amended. This Certificate Is Not Valid Until Countersigned by the Transfer Agent. Witness the Facsimile Seal of the Corporation and the Facsimile Signature of Its Duly Authorized Officer. Dated: Chairman and CEO Countersigned and Registered: American Stock Transfer & Trust Company, LLC Brooklyn, Ny Transfer Agent and Registrar By: Authorized Signature Cusip 20731j 10 2 Shares N U M B E R