0001363829-20-000015 Sample Contracts

Performance Stock Unit Award Agreement Under the Amended and Restated Enstar Group Limited 2016 Equity Incentive Plan
Performance Stock Unit Award Agreement • January 27th, 2020 • Enstar Group LTD • Fire, marine & casualty insurance

This Performance Stock Unit Award Agreement (this “Agreement”) is entered into as of the Grant Date (as defined below), by and between the Grantee (as defined below) and Enstar Group Limited (the “Company”). Except as otherwise defined herein, capitalized terms used in this Agreement have the respective meanings set forth in the Plan (as defined below).

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AMENDED AND RESTATED EMPLOYMENT AGREEMENT
Employment Agreement • January 27th, 2020 • Enstar Group LTD • Fire, marine & casualty insurance

This EMPLOYMENT AGREEMENT (“Agreement”) is dated as of January 21, 2020 between Enstar Group Limited, a Bermuda corporation (“Company”), and Paul O’Shea (“Executive”) and amends and restates in its entirety all previous Employment Agreements between Company and Executive.

JOINT OWNERSHIP AGREEMENT
Joint Ownership Agreement • January 27th, 2020 • Enstar Group LTD • Fire, marine & casualty insurance
AMENDED AND RESTATED EMPLOYMENT AGREEMENT
Employment Agreement • January 27th, 2020 • Enstar Group LTD • Fire, marine & casualty insurance

This EMPLOYMENT AGREEMENT (“Agreement”) is dated as of January 21, 2020, between Enstar Group Limited, a Bermuda corporation (“Company”), and Orla M. Gregory (“Executive”) and amends and restates in its entirety all previous Employment Agreements between Company and Executive.

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