0001193125-23-102202 Sample Contracts

FIDELIS INSURANCE HOLDINGS LIMITED, as Issuer and THE BANK OF NEW YORK MELLON, as Trustee, Registrar, Transfer Agent and Paying Agent INDENTURE Dated as of June 18, 2020 $300,000,000 4.875% SENIOR NOTES DUE 2030
Indenture • April 14th, 2023 • Fidelis Insurance Holdings LTD • Fire, marine & casualty insurance • New York

This INDENTURE, dated as of June 18, 2020, among FIDELIS INSURANCE HOLDINGS LIMITED, a Bermuda exempted company with limited liability, as the issuer (the “Company”), and The Bank of New York Mellon, not in its individual capacity but solely as Trustee, Registrar, Transfer Agent and Paying Agent (the “Trustee”).

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FIDELIS INSURANCE HOLDINGS LIMITED, as Issuer and THE BANK OF NEW YORK MELLON, as Trustee, Registrar, Transfer Agent and Paying Agent INDENTURE Dated as of October 16, 2020 $105,000,000 6.625% FIXED-RATE RESET JUNIOR SUBORDINATED NOTES DUE 2041
Indenture • April 14th, 2023 • Fidelis Insurance Holdings LTD • Fire, marine & casualty insurance • New York

This INDENTURE, dated as of October 16, 2020, among FIDELIS INSURANCE HOLDINGS LIMITED, a Bermuda exempted company with limited liability, as the issuer (the “Company”), and The Bank of New York Mellon, not in its individual capacity but solely as Trustee, Registrar, Transfer Agent and Paying Agent (the “Trustee”).

SUPPLEMENTAL INDENTURE NO. 1
Supplemental Indenture • April 14th, 2023 • Fidelis Insurance Holdings LTD • Fire, marine & casualty insurance • New York

SUPPLEMENTAL INDENTURE No. 1 (this “Supplemental Indenture”), dated as of October 20, 2020, between Fidelis Insurance Holdings Limited, a Bermuda exempted company with limited liability (the “Issuer”) and The Bank of New York Mellon, not in its individual capacity but solely as trustee, registrar, transfer agent and paying agent (the “Trustee”).

FIDELIS INSURANCE HOLDINGS LIMITED THIRD AMENDMENT TO THE COMMON SHAREHOLDER REGISTRATION RIGHTS AGREEMENT
Common Shareholder Registration Rights Agreement • April 14th, 2023 • Fidelis Insurance Holdings LTD • Fire, marine & casualty insurance

This THIRD AMENDMENT TO THE COMMON SHAREHOLDER REGISTRATION RIGHTS AGREEMENT (the “Amendment”) is made as of July 13, 2021, by FIDELIS INSURANCE HOLDINGS LIMITED, a Bermuda exempted company with limited liability (the “Company”). Capitalized terms used but not defined herein shall have the respective meanings ascribed to them in the Agreement (as defined herein).

FIDELIS INSURANCE HOLDINGS LIMITED SECOND AMENDMENT TO THE COMMON SHAREHOLDER REGISTRATION RIGHTS AGREEMENT
Common Shareholder Registration Rights Agreement • April 14th, 2023 • Fidelis Insurance Holdings LTD • Fire, marine & casualty insurance

This SECOND AMENDMENT TO THE COMMON SHAREHOLDER REGISTRATION RIGHTS AGREEMENT (the “Amendment”) is made as of February 3, 2020, by FIDELIS INSURANCE HOLDINGS LIMITED, a Bermuda exempted company with limited liability (the “Company”). Capitalized terms used but not defined herein shall have the respective meanings ascribed to them in the Agreement (as defined herein).

FIDELIS INSURANCE HOLDINGS LIMITED COMMON SHAREHOLDER REGISTRATION RIGHTS AGREEMENT June 9, 2015
Joinder Agreement • April 14th, 2023 • Fidelis Insurance Holdings LTD • Fire, marine & casualty insurance • New York

This COMMON SHAREHOLDERS’ REGISTRATION AGREEMENT (this “Agreement”) is made as of June 9, 2015, by and among FIDELIS INSURANCE HOLDINGS LIMITED, a Bermuda exempted company with limited liability (the “Company”), the holders of the Common Shares of the Company who acquired Common Shares on or prior to the Closing Date in connection with the offering of Common Shares contemplated by the PPM (the “Existing Shareholders”) and the holders of the Warrants of the Company who acquired Warrants on or prior to the Closing Date in connection with the issuance of Warrants contemplated by the PPM (the “Existing Warrantholders”). The Existing Shareholders, the Existing Warrantholders and any other holder of Common Shares or Warrants of the Company who agrees in writing to become bound by this Agreement, and each of their respective successors and permitted assignees, are collectively referred to herein as the “Shareholders” and each individually as a “Shareholder.”

FIDELIS INSURANCE HOLDINGS LIMITED FIRST AMENDMENT TO THE COMMON SHAREHOLDER REGISTRATION RIGHTS AGREEMENT
Registration Rights Agreement • April 14th, 2023 • Fidelis Insurance Holdings LTD • Fire, marine & casualty insurance

This FIRST AMENDMENT TO THE COMMON SHAREHOLDER REGISTRATION RIGHTS AGREEMENT (the “Amendment”) is made as of November 25, 2019, by FIDELIS INSURANCE HOLDINGS LIMITED, a Bermuda exempted company with limited liability (the “Company”). Capitalized terms used but not defined herein shall have the respective meanings ascribed to them in the Agreement (as defined herein).

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