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 Executive Management Committee  Monica Cramér-Manhem | Group COO, Gene Boxer | Chief Strategy Officer & Group Allan Waters | Group Chairman & CEO Kip Oberting | Group President & CFO Sirius International - President & CEO General Counsel Sirius Tenure: 32 | Relevant Experience: 38 Sirius Tenure: 14 | Relevant Experience: 22 Sirius Tenure: 32 | Relevant Experience: 32 Sirius Tenure: 2 | Relevant Experience: 19  Other Global Corporate Team Members Jeff Davis | Group Chief Actuary & CRO Ralph Salamone | Global Services President Matthew Kirk | Investment Advisors President Sirius Tenure: 10 | Relevant Experience: 27 Sirius Tenure: 21 | Relevant Experience: 30 Sirius Tenure: 16 | Relevant Experience: 23 . . Neal Wasserman | Global Solutions CEO Edward Park | Group Tax Director 6 Sirius Tenure: 18 | Relevant Experience: 32 Sirius Tenure: 2 | Relevant Experience: 20 .

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2018 For the Year Ended, ($ in millions) 2017 (2) 2016 (2) 2015 (2) YTD 2014 2013 Income Statement Data: Gross Written Premiums $ 1,518 $ 1,439 $ 1,269 $ 1,161 $ 1,137 $ 1,120 Net Earned Premiums 915 1,035 890 847 874 866 Net Underwriting Income (Loss) 56 (79) 53 127 205 155 Comprehensive Net Income 56 (78) (34) 196 186 88 "Cash" Comprehensive Net Income (3) 65 (58) 19 206 186 88 Balance Sheet Data: Total Cash and Investments 3,641 3,604 3,815 3,678 3,290 3,345 Total Assets 6,259 5,824 5,167 5,092 5,192 5,290 Debt 698 723 396 403 403 400 Total Liabilities 4,176 3,800 2,927 2,883 3,180 3,413 Common Equity 1,973 1,917 1,988 1,959 1,763 1,627 Total Liabilities & Equity 6,259 5,824 5,167 5,092 5,192 5,290 Key Financial Indicators: Adjusted GAAP Combined Ratio 93.9% 107.6% 93.1% 83.9% 76.5% 82.1% Adjusted GAAP Combined Ratio excl. Cats 85.1% 82.6% 81.0% 81.5% 69.8% 72.3% Total Insurance Float (4) $ 1,493 $ 1,427 $ 1,315 $ 1,387 $ 1,593 $ 1,849 Book Value Per Share $ 16.44 $ 15.98 $ 16.57 $ 16.33 $ 14.69 $ 13.56 (1) See appendix for reconciliation of non-GAAP measures. (2) Results exclude after-tax transaction charges of $11m, $52m, and $10m in 2017, 2016, and 2015, respectively related to the acquisition of Sirius Group by CMIG International. (3) Cash earnings equals comprehensive net income plus non-cash amortization expenses as well as transaction related costs. (4) Standard industry definition, not audited. 20

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($ in millions) IMG Armada slide 14 - IMG and Armada EBITDA: 2017 GAAP pre-tax income (loss) $ (0.6) $ 14.8 add: amortization 1.7 - add: depreciation 11.2 0.5 add: interest 10.1 - EBITDA 22.4 15.3 transaction related gains/expenses and other costs (2.4) 3.4 adjusted EBITDA $ 20.0 $ 18.7 2018 For the Year Ended, ($ in millions) YTD 2017 2016 2015 2014 2013 slide 20 - "cash" comprehensive net income GAAP after-tax comprehensive net income (loss) $ 56 $ (78) $ (34) $ 196 $ 186 $ 88 adjust: removal of one-time WTM/CMIG transaction costs - 11 52 10 - - adjust: non-cash PGAAP amortization expense 12 15 - - - - adjust: accrued preference share dividends (3) (6) - - - - "cash" comprehensive net income $ 65 $ (58) $ 19 $ 206 $ 186 $ 88 slide 20 - combined ratio GAAP legal entity combined ratio 93.9% 107.6% 94.0% 85.0% 76.5% 82.1% adjust for WTM related ILW costs from CMIG transaction 0.0% 0.0% -0.8% -1.1% 0.0% 0.0% adjusted GAAP combined ratio 93.9% 107.6% 93.1% 83.9% 76.5% 82.1% adjusted GAAP combined ratio 93.9% 107.6% 93.1% 83.9% 76.5% 82.1% remove actual catastrophe losses incurred -8.8% -25.0% -12.1% -2.4% -6.7% -9.8% adjusted GAAP combined ratio excluding cats 85.1% 82.6% 81.0% 81.5% 69.8% 72.3% 23