Investor Presentaiton

BOOK VALUE AND SHARE PRICE PERFORMANCE $304.59 350% Diluted book value per share 300% June 30, 2021 250% 200% Pro Forma Fully Diluted book 150% $319.25 value per share June 30, 2021 2 100% 14.77% Compound annual 50% Comparison of 10 Year Cumulative Total Return & Growth in Fully Diluted BVPS growth rate in book value per share since 2010 (50)% 2010 2011 2012 2013 2014 2015 2016 2017 2018 2019 2020 YTD 2021 -Enstar Fully Diluted BVPS - ESGR Share Price (1) S&P 500 (1) S&P Insurance Index (1) Enstar Pro Forma Fully Diluted BVPS (2) (1) Source: S&P Market Intelligence (2) Pro forma fully diluted book value per share is a Non-GAAP measure that reflects adjustments to the numerator and denominator of fully diluted book value per share to give effect to share repurchase transactions completed subsequent to June 30, 2021. Refer to Book Value Per Share on slide 20. ENSTAR Property of Enstar Group Limited - Not for Distribution 10

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