Selling Tickets to The Future with Brooklyn Bridge Ventures Founder and General Partner Charlie O’Donnell

Charlie O’Donnell is one of the most influential figures in New York’s startup ecosystem. With more than two decades of experience spanning Union Square Ventures, First Round Capital, and then creating the first venture capital fund based in Brooklyn, Charlie has backed well-over 100 early-stage startups. In this all-Brooklyn episode, Charlie brings his uniquely candid and deeply informed perspective on how venture capital actually works and insights from his new book Founder Unfriendly where he unpacks common misconceptions about VC and how both founders and investors can build more transparent, productive relationships. We dive into the evolving venture landscape, the realities behind investor feedback, and how startups and large corporations can better collaborate for mutual success. We talk about why fundraising isn’t winning and how to sell tickets to the future. If you want a clearer, more honest understanding of how venture capital decisions get made—and how to navigate them—this episode is a must-listen.