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Pro Rata Rights: The VC’s superpower with Steve Brotman

In this episode, we have the pleasure of hosting Steve Brotman, a seasoned entrepreneur, investor, and fund manager with an impressive track record in the world of venture capital and startups. Steve is the founder and Managing Partner at Alpha Partners and a Strategic Advisor to the Pritzker Group’s venture arm, Pritzker Group Venture Capital.

Steve’s venture capital journey began as the co-founder and Managing Director of Greenhill SAVP, a venture capital unit of Greenhill & Co that later became Tribeca Venture Partners. Managing a fund with $100 million in assets, Steve focused on technology and business information services, becoming an early institutional investor in successful companies like LivePerson (Nasdaq: LPSN) and Medidata Solutions (Nasdaq: MDSO).

Beyond venture capital, Steve’s entrepreneurial spirit led him to co-found AdOne, an online classified advertising platform that originated as a class assignment at Columbia Business School but grew to serve over one-third of the newspaper industry, ultimately being acquired by a consortium led by Hearst. Steve’s outstanding contributions have earned him accolades, including being named a finalist for the Ernst and Young Entrepreneur of the Year Award, recognition in Crain’s Tech 100, and inclusion in the Top 40 under 40 among New York business leaders.

Steve Brotman’s extensive experience as an entrepreneur, investor, and fund manager makes him a valuable guest, and we look forward to delving into his insights and experiences in the world of venture capital and entrepreneurship in this episode.

Key Takeaways:

  • The Blackjack analogy – how to double down on the winners.
  • Green lights and red lights in investments;
  • AI is here to stay, how to get ready for it.