Dillon McCafferty
Management & Business and Economics | Student-Athlete | Skidmore College | Incoming Investment Banking Summer Analyst at Whipstitch Capital
- Role
- Investment Banking Fall Analyst at Cambridge Wilkinson
- Location
- Chapel Hill, NC, US
- LinkedIn followers
- 500 followers
About Dillon McCafferty
Raised in Chapel Hill, North Carolina, I am currently studying Management & Business…
Experience
Investment Banking Fall Analyst
Sep 2025 — Present · Saratoga Springs, NY, US
Working directly under two Managing Directors at a boutique investment bank specializing in debt and equity raises ($25MM–$5B), M&A, and restructuring transactions across financial services and consumer industriesSELECTED TRANSACTION EXPERIENCE:Advised a $MM+ Insurance Restructuring for a $B Consumer Retail Client (Ongoing)- Built cash flow and rate-of-return models in Excel to evaluate a live transaction, quantifying $MM in liquidity savings and a % annualized yield improvement under the proposed 1035 exchange- Modeled 25-year investment and dividend cash flows across 323 policies to analyze post-exchange death benefit differentials, present value impacts, and after-tax return scenarios under varying capital structure assumptions- Supported preparation of pitch materials and client presentations outlining balance sheet optimization strategies, ESOP tax-deductible mechanisms, and long-term financing implications for management and creditor negotiations- Assisted in managing data rooms and coordinating materials for insurance and consumer M&A and capital-raising mandates
Education
Skidmore College
Bachelor of Science - BS, Management & Business, Economics
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