Jack Cohen: In the real estate industry for all the crazy people.

On this episode, Kevin chats with Jack Cohen, Managing Director of ArrowMark Partners and founder of Dark Knight Ventures, a business consultancy focused on helping smart, creative salespeople become more successful. Jack shares his journey taking Cohen Financial from a single office with $200MM in annual loan production to 25 offices with $6B in annual production and a loan servicing portfolio over $30MM before a successful exit. The conversation covers what Jack calls "stupid human tricks"—lessons learned along the way through countless scenarios—including his split with his father over business philosophy, the difference between efficiency with things versus effectiveness with people, and why the real estate capital advisory business is about doing the work rather than outsmarting it. Jack discusses how standing for something provides common ground for teams to rally around, why risk equals volatility of outcome and smart investing is about identifying and pricing that risk, how self-awareness enables entrepreneurial clarity and conviction, and why 2026-2027 might produce some of the best vintage real estate deals in a decade as overleveraged assets get repriced.