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
5:15Writing 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
1:23:00Startup 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
1:42:50BEN BOT
1:44:05 – Digitized Consciousness
1:45:12 – Vibe Coding
1:46:45Dinostroids
1:49:40 – Quantified Self
1:54:16 – Biohacking
1:56:30 – AI Notetaking
1:59:55 – Founder’s Interest in Philosophy
2:00:50The Entrepreneur’s Weekly Niche
2:07:10 – Obsession over Passion
2:10:20 – Affinity as an Investor
2:11:35 – Fight to the End
2:11:50The 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
2:24:30You Don’t Need This Book
2:26:00 – “They can’t kill you, and they can’t eat you.” Len Fassler

Give First.
People like us.
Do things like this.

BONUS MATERIALS

https://feld.com

https://foundry.vc

https://techstars.com

Break: #GiveFirst + Intrinsic

http://BradFeld.YouDontNeedThisPodcast.com

EP14 – Drams of History 🎙️ Tej Dhawan

EP18 – Fourteeners 🎙️🎞️ Jeff Reed

EP29 – Borderless 🎙️ Kerty Levy

EP56 – Caffeinated Manifesto 2 🎙️🎞️

EP99 – Traveled 🎙️🎞️ Trevor Carlson

https://BenMcDougal.com/tag/Brad-Feld

https://BenMcDougal.com/tag/Techstars

http://YouDontNeedThisPodcast.com

By Ben McDougal, ago

Break Ground

Dan Knoup and Brandon Patterson lead the Home Builders Association of Greater Des Moines. We break ground by hearing how these two leaders got into residential construction. We then hit on the hands-on nature of entrepreneurs who start (or acquire) a skilled trade or home building business.

After the break, we explore the tech-flavored frontiers of the home building industry, like AI in construction, online tools to enhance collaboration, smart homes, material science, and evolving talent. We then talk about how membership-based organizations can stay vibrant to deliver what’s needed now, while staying creative in ways members will appreciate later. We finish the job by discussing residential vs. commercial construction, how teams can build together, ways new founders can break into the home building industry, and fresh ways to keep us all building.

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BONUS MATERIALS

https://dsmhba.com

https://iowaskilledtrades.com

https://hbi.org

Roasted Reflections Break: Perpetual

http://Break-Ground.YouDontNeedThisPodcast.com

EP34 – Measured Twice 🎙️ Ryan Glick

EP83 – Prognostication 🎙️ Ehrich Pakala

http://YouDontNeedThisPodcast.com

YDNTP on YouTube

http://BENBOT.ai

By Ben McDougal, ago

Student Founders

Ben was back at UW Stevens Point, speaking and collaborating inside the UW Stevens Point Center for Entrepreneurship. During his time on campus, Alex Suscha and Haley Densow joined him for another “In The Wild” jam session.

Hear how these two college student founders are building beyond the classroom by embracing the tension of going beyond the status quo. We speak about building a company while balancing school work, how to win pitch contests, and growing up in the connected era. For leaders who build on the timeline of now, this timeless episode is brewed just for you. Enjoy!

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BONUS MATERIALS

https://sourcerai.co

https://uwsp.edu/news/haley-densow-dormdash

https://x.com/SentrySchool/status/1896335458461778294

https://x.com/BENovator/status/1894227286326464568

http://Student-Founders.YouDontNeedThisPodcast.com

http://YouDontNeedThisKeynote.com

http://PlayforcePrinciples.com

EP17 – Schoolhouse Rock 🎙️ Anika Yadav

EP31 – What is School For? 🎙️ Russ Goerend

EP53 – Now & Later 🎙️ Evan Stanislawski + Matt Vollmer

EP54 –  Blurring Lines 🎙️ Kevin Neuman + Chris Klesmith

EP69 –  Generative Humans 🎙️ Chris Snider

EP81 – Technology Soup 🎙️ Carl Lippert

https://BenMcDougal.com/slide-deck-design

http://YouDontNeedThisPodcast.com

By Ben McDougal, ago

Paving Paths

Eric Engelmann builds stuff. Let’s cheers to this leader’s early entrepreneurial experiences and the origins of so many projects (see bonus materials) that have paved different paths for fellow founders. We also discuss when teams need to raise financial capital and how to manage a board of advisors, then explore leveraging large clients, finding co-founders in a startup community, and being honest with the end game in mind.

After the break, we hear how Eric wants to be remembered and riff on if everyone has an entrepreneurial spirit. We celebrate co-founders in life, articulate venture studios, deal flow as an investor, the importance of computer science in education, and avoiding burnout within the long-term realm of evolving entrepreneurial ecosystems.

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BONUS MATERIALS

https://x.com/ericengelmann

https://geonetric.com

https://newbo.co

https://isaventures.com

https://novyventures.com

http://Paving-Paths.YouDontNeedThisPodcast.com

Roasted Reflections Break: Pain Relievers vs. Vitamins

https://entrefest.com

EP9 – Future of Work 🎙️ Nancy Mwirotsi

EP17 – Schoolhouse Rock 🎙️🎞️ Anika Yadav

EP30 – Exit Ramps 🎙️ Brian Crotty

EP77 – Problem Solving – Gerald Beranek

http://YouDontNeedThisPodcast.com

http://BENBOT.ai

By Ben McDougal, ago

Revenue Bulldogs

Bill Adamowski is a technologist, founder, and educator who strengthens the web for understanding customers, solving the right problems, and sequencing human-centered design to grow revenue. We explore this catalyst’s journey from early interest in AI at Syracuse University, building/exiting his own business, helping large companies scale, shifting into higher education, establishing the ISU Startup Factory, and now inside Drake University (Bulldogs) as the Executive Director of Innovation, Entrepreneurship and Human-Centered Design.

After the break, hear how to leverage research discoveries and scientific findings from tech transfer portals inside R1 universities. We close by discussing venture capital and paving paths to exit in style.

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BONUS MATERIALS

https://Drake.edu/zimpleman

https://researchguides.library.syr.edu/AI

http://Revenue-Bulldogs.YouDontNeedThisPodcast.com

Roasted Reflections Break: Import Knowledge

https://technology.nasa.gov

https://warf.org

EP30 – Exit Ramps 🎙️ Brian Crotty

EP31 – What is School For? 🎙️ Russ Goerend

EP69 – Generative Humans 🎙️ Chris Snider

EP81 – Technology Soup 🎙️ Carl Lippert

http://YouDontNeedThisPodcast.com

http://BENBOT.ai

By Ben McDougal, ago