John Cain is a seasoned entrepreneur with extensive experience in the private capital markets and financial technology sectors. As the Co-Founder and CEO of Payout, an AI-driven matchmaking service for private capital, and Loot, an innovative money app for small businesses, John has consistently demonstrated leadership in developing impactful financial solutions. Previously, John owned Lambert's Cove Inn, a prestigious boutique inn and farm that featured a farm-to-table restaurant, and founded Relentless MV, which focuses on enhancing the performance of executives and entrepreneurs through experiential events. With a strong foundation in finance, having held positions such as Co-Founder and COO at Forward Financing and Senior Financial Analyst at Burger King Corporation, John also has early career experience as an Investment Banking Analyst at Rothschild. John holds a Bachelor of Business Administration in Entrepreneurship and Finance from Babson College.
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