0001363829-17-000074 Sample Contracts

AMENDED AND RESTATED EMPLOYMENT AGREEMENT
Employment Agreement • May 22nd, 2017 • Enstar Group LTD • Fire, marine & casualty insurance

This EMPLOYMENT AGREEMENT (“Agreement”) is dated as of May 19, 2017 between Enstar Group Limited (formerly known as Castlewood Holdings 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.

AMENDED AND RESTATED EMPLOYMENT AGREEMENT
Employment Agreement • May 22nd, 2017 • Enstar Group LTD • Fire, marine & casualty insurance

This EMPLOYMENT AGREEMENT (“Agreement”) is dated as of May 19, 2017, 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.

TRANSITION AGREEMENT
Transition Agreement • May 22nd, 2017 • Enstar Group LTD • Fire, marine & casualty insurance

This TRANSITION AGREEMENT (this “Agreement”) is made and entered into by and between Enstar Group Limited (the “Company”) and Mark Smith (“Executive”) as of May 19, 2017.