0001558370-20-002335 Sample Contracts

EMPLOYMENT AGREEMENT
Employment Agreement • March 10th, 2020 • ProSight Global, Inc. • Fire, marine & casualty insurance • New York

EMPLOYMENT AGREEMENT, dated as of August 7, 2019 (the “Agreement”), by and between ProSight Global, Inc. (the “Company”), a Delaware corporation, and Robert Bailey (the “Executive”).

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PROSIGHT GLOBAL, INC.
Time-Based Restricted Stock Unit Award Agreement • March 10th, 2020 • ProSight Global, Inc. • Fire, marine & casualty insurance

This Time-Based Restricted Stock Unit Award Agreement (this “Award Agreement”) evidences an award of time-based restricted stock units (“RSUs”) by ProSight Global, Inc., a Delaware corporation (together with any Subsidiary, and any successor entity thereto, the “Company”), under the ProSight Global, Inc. 2019 Equity Incentive Plan (as amended, supplemented or modified from time to time, the “Plan”). Capitalized terms not defined in the Award Agreement have the meanings given to them in the Plan.

PROSIGHT GLOBAL, INC.
Performance-Based Restricted Stock Unit Award Agreement • March 10th, 2020 • ProSight Global, Inc. • Fire, marine & casualty insurance

This Performance-Based Restricted Stock Unit Award Agreement (this “Award Agreement”) evidences an award of performance-based restricted stock units (“PSUs”) by ProSight Global, Inc., a Delaware corporation (together with any Subsidiary, and any successor entity thereto, the “Company”), under the ProSight Global, Inc. 2019 Equity Incentive Plan (as amended, supplemented or modified from time to time, the “Plan”). Capitalized terms not defined in the Award Agreement have the meanings given to them in the Plan.

PROSIGHT GLOBAL, INC.
Performance Shares Award Agreement • March 10th, 2020 • ProSight Global, Inc. • Fire, marine & casualty insurance

This Performance Shares Award Agreement (this “Award Agreement”) evidences an award of performance-based restricted shares (“Performance Shares”) by ProSight Global, Inc., a Delaware corporation (together with any Subsidiary, and any successor entity thereto, the “Company”), under the ProSight Global, Inc. 2019 Equity Incentive Plan (as amended, supplemented or modified from time to time, the “Plan”). Capitalized terms not defined in the Award Agreement have the meanings given to them in the Plan.

AMENDMENT TO TRANSITION AND SEPARATION AGREEMENT
Transition and Separation Agreement • March 10th, 2020 • ProSight Global, Inc. • Fire, marine & casualty insurance

This Amendment is made the 23rd day of January 2020 by and between ProSight Global, Inc., a Delaware corporation (“Company”), and Joseph Beneducci (the “Executive”), as an amendment to the Transition and Separation Agreement entered into by the Company, ProSight Global Holdings Limited (“PGHL”) and the Executive dated the 3rd day of May, 2019 (the “Separation Agreement”).

PROSIGHT GLOBAL, INC.
Time-Based Restricted Shares Award Agreement • March 10th, 2020 • ProSight Global, Inc. • Fire, marine & casualty insurance

The Plan is incorporated herein by reference. Except as otherwise set forth in the Award Agreement, the Award Agreement and the Plan constitute the entire agreement and understanding of the parties with respect to the Restricted Shares. In the event that any provision of the Award Agreement is inconsistent with the Plan, the terms of the Plan will control. Except as specifically provided herein, in the event that any provision of this Award Agreement is inconsistent with any employment agreement or similar agreement between the Grantee and the Company (“Employment Agreement”), the terms of the Employment Agreement will control.

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