Raising and deploying capital can be one of the most defining moments in the life of any company.To explore what really separates the great capital allocators from the rest, I spent over five hours in recorded conversations with five iconic leaders and investors. These aren’t just big industry names — they’re people I’ve had the privilege of working alongside for years. That trust opened the door for candid, behind-the-scenes conversations you won’t hear anywhere else.Each guest was interviewed individually, and those full conversations will be released as bonus episodes. But in this three-part mini-series, we’ve woven those insights together — with Spencer and me in the studio reacting to clips — to reveal the patterns, decisions, and principles that define exceptional capital strategy.In this episode, you’ll hear the full interview with:Dug Song — co-founder and former CEO of Duo Security (acquired by Cisco for $2.35B), investor, and community builder passionate about cultivating the next generation of founders, operators, and civic leaders.Subscribe to catch the rest of the series and hear from other iconic leaders. Drop your biggest insight from Dug's story in the comments below.

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