#97 Brad Feld, Founder of Techstars - Lessons from Techstars, why you should have “random” meetin...

29 Jul 2025 · 68 min
1:08:02

In this July 2025 episode of From Startup to Grownup, host Alisa Cohn interviews Brad Feld, co‑founder of Techstars, about his two‑year “hibernation,” the restructuring of his daily routine, and the deeper self‑realisation that emerged. Feld explains how he stripped away public‑facing activities, limited his work to a 40‑hour week, and reclaimed time for the four things he truly loves: time with his wife Amy, running, reading, and writing (including code). He reflects on entering the “third third” of his life, abandoning the pursuit of more money, power, or status, and instead focusing on harmony over balance. The conversation shifts to his new book Give First, a mentorship philosophy that emphasizes non‑transactional, positive‑sum, multi‑turn relationships. Feld contrasts this with zero‑sum, transactional mindsets, cites Adam Grant’s Give and Take, and outlines practical tools such as the 5‑Whys and Socratic questioning. He also shares anecdotes about his alter egos (Brad the Book Salesman, Vladimir, Spike), the role of randomness (the “random day” meetings that birthed Techstars), and the awkward teenage years of Techstars, including board dynamics and scaling missteps. Throughout, Feld stresses the importance of being responsive, open to randomness, and deliberately cultivating mentorship ecosystems that lift entire communities rather than individual winners. He also discusses his mentorship engagement process—using short assignments to filter and deepen relationships—his belief that writing is his primary learning method, the concept of work‑life harmony versus balance, quarterly disconnect vacations (QX), mental‑health struggles, and advice for founders about purpose, relationships, and graceful breakups. The episode ends with reflections on mortality, a playful message to AI, and a call to read his book Give First.

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