The Startup Community Way Archives

Brad Feld

This Season 2 Finale features an extended conversation (2+ hours) between Brad Feld and Ben McDougal, recorded in the wild, LIVE from the mountains of Boulder, Colorado!

We begin with a rewind on Brad’s own journey, then shift into entrepreneurship, leadership within startup communities, and venture capital in the first hour. Ben teleports to narrate a break with two writings inspired by Brad, then we dive back in for so much more. The origins of Techstars, technology, mentorship, and philosophy is how we land this milestone moment.

As you’ll hear/see, EP100 brews timeless insight for founders and the entrepreneurial lifestyle. Enjoy the full experience, and to make key takeaways easier to share, bookmarks for this extended experience are highlighted below. Cheers to another remarkable season of You Don’t Need This Podcast and let’s keep building… together.

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0:00 – Ben in Boulder
1:30 – Hello Brad Feld
2:30 – Early Experiences
5:15 – Writing First Book
7:00 – Incubator to Accelerator
12:40 – Random Days
29:30 – Startup Communities
36:15 – Entrepreneurial Ecosystems
37:30 – Too Many Referees, Not Enough Boxers
38:15 – Rural Startup Communities
43:30 – Astronomy
45:30 – Positive Sum Games
46:15 – Give First Intrapreneurs
50:45 – J-Curve
52:00 – Venture Capital Timelines
54:00 – Investor Metrics
56:30 – The Measurement Trap
1:01:15 – 5 Why’s
1:03:50 – Cliffhangers

1:04:50 – Break ☕ #GiveFirst
1:08:18 – Break ☕ Intrinsic

1:11:50 – Welcome Back
1:12:25 – Founders of Techstars
1:23:00 – Startup Community Partnerships
1:33:20 – Guitar Hero in Times Square
1:38:15 – Bigger Isn’t Better
1:41:00 – Sclerotic Thoughts
1:42:00 – Contentment
1:42:50 – BEN BOT
1:44:05 – Digitized Consciousness
1:45:12 – Vibe Coding
1:46:45 – Dinostroids
1:49:40 – Quantified Self
1:54:16 – Biohacking
1:56:30 – AI Notetaking
1:59:55 – Founder’s Interest in Philosophy
2:00:50 – The Entrepreneur’s Weekly Niche
2:07:10 – Obsession over Passion
2:10:20 – Affinity as an Investor
2:11:35 – Fight to the End
2:11:50 – The Dip -Seth Godin
2:12:20 – Successful Companies Experiment
2:13:15 – Evolution of Work
2:14:30 – Quickfire
– Spell Check
– Ant Hills
– Signal to Raise Capital
– Long Run Epiphany
– Being Alone
– Pinball Wizard
– Music & Concerts
2:23:15 – Fine Art
2:24:30 – You Don’t Need This Book
2:26:00 – “They can’t kill you, and they can’t eat you.” –Len Fassler