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

Prognostication

Ehrich Pakala is a mathematician, software engineer, and founder who uses machine learning to unlock data-driven understandings. His team at Emigrait leverages insight to find future home buyers and sellers for real estate professionals.

While they play chess in-studio, hear Ben and Ehrich chat about avoiding the measurement trap, Ehrich’s favorite math equation, machine learning, and predictive modeling in real estate. The nerdery continues with mathematics in the real world, then Ben narrates an exponential writing.

After the break, Ehrich writes a haiku in real-time and climbs through thoughts from atop the mountain. EP83 continues with stories from inside the Iowa Techstars Accelerator, communicating complicated products, and what people look for when it comes to their new home. We finish with thoughts on polyhedrons, infinity, and beyond.

LISTEN on APPLE PODCASTS
LISTEN on SPOTIFY

BONUS MATERIALS

https://Emigrait.com

https://linkedin.com/in/ehrichpakala

Techstars Iowa Accelerator Demo Day

http://Prognostication.YouDontNeedThisPodcast.com

Roasted Reflections Break: Linear

EP6 – Computer Vision(ary) 🎙️ Brad Dwyer

EP22 – BioMathemAttorney 🎙️ Cassie Edgar

EP29 – Borderless 🎙️ Kerty Levy

EP34 – Measured Twice 🎙️ Ryan Glick

http://YouDontNeedThisPodcast.com

A Trip to Inifinity (Netflix)

How to Win at Chess

http://BENBOT.ai

By Ben McDougal, ago

Goodnight Moon

I crashed my first star party!

Most people have never heard of a star party, so let me set the scene. The Iowa Star Party is a weekend gathering of people all curious about the cosmos. Dark skies improve long range visibility, so to avoid light pollution, the middle of nowhere is ideal. As I arrived to the Whiterock Conservancy Star Field, there were different camp sites lined up, each with 1-3 telescopes setup. The astronomy equipment ranged from homemade to expensive and I enjoyed learning more about astrophotography. It was nice having a friendly host (Cheers Sinclair!) who had our camp on point, excellent equipment, and knew how to effectively lock into endless celestial objects. During the afternoon, you could tell everyone was just waiting for the evening sky to roll around. We sipped on some brews, went on a hike, listened to a talk from an astronomy professor, won the raffle prize, and then the heavenly show began!

Extra Shot

Welcome back to school! This week’s episode of You Don’t Need This Podcast features a caffeinated conversation with a special guest who spent 20 years in the classroom and is now redefining retirement. Enjoy!

Our first stop was a setting crescent moon. It’s hard to align a smartphone’s three lens camera into the sensitive eye piece of a telescope, but it’s not impossible. Objects are a kabillion miles away and everything is always moving so the photos aren’t great, but I enjoy trying to trap time in creative ways. I also captured nightlapse footage and while it may be amateur hour, my short highlight video is entertaining and it leads me to my first observation. Different people enjoy the moment in different ways, but when content creation is habitual, extending an experience becomes an option. Capturing those photos/video is required, but the extra effort shines through a willingness to review, edit, and stitch things together so it can be enjoyed and not just lost in a mountain of media.

My second observation is that we are all weird. Not an alienating type of weird, but a weird that challenged the status quo and what it means to be normal. Normal is boring and as I listened to the experience and passion of veteran star gazers, I’m reminded how easy it is to find a tribe of people who care about almost anything. This level of nerdery is inspiring and can be found no matter the focus, so never stop exploring.

The third observation is through the lens of pure wonder. It’s hard not to be astonished by countless stars surrounding you. I’ve enjoyed many cosmic experiences, such as this trip to Lowell Observatory in Arizona, but I had never felt the spherical movement in our night’s sky or seen the nebulosity of our Milky Way. Along with staring up into the seemingly infinite universe, looking through a telescope never got old. I saw Saturn’s rings, multiple moons and colored bands of Jupiter, meteors, satellite trains, binary stars, globular clusters like M13, and distance galaxies that blur like eraser marks on speckled black paper.

I thought I’d feel more spiritual throughout the evening’s exploration, but it was more fun, relaxing, creative, and scientific. While I have more thoughts on many fronts and I look forward to doing this again, my last observation is more of a hypothesis. Space is for everyone and I believe almost anyone would enjoy an experience like this.

Extra Shot

Forget the social media facade that is Threads. My first BlueSky post (web3) landed while I was at this star party, right before we crashed at 3AM.

By Ben McDougal, ago

Totality

I sit atop this hill, soaking in the darkness of a lunar eclipse, reflecting to celebrate another trip around the Sun. As our pale blue dot moved between the moon and our closest star, I first noticed the moving shadow’s blurry edge. As I think about the time we spend on Earth, so much is devoted to finding our place in the universe. Even when we feel alignment, the blur of distractions will remain constant.

Anticipation takes over as the final sliver of moonlight goes dark. The orange haze of this blood moon is now the only cloud in the sky. The twinkling stars seem to serenade the silence of this moment. As the darkness holds time still, an eerie peacefulness is accompanied by welcomed loneliness. My thoughts sync into the shadow of this cosmic darkness. It became useless to resist the overwhelming appreciation I have for so many people who have given my life meaning.

Extra Shot

Jodie and Kate, you are the light of my life and my own totality. Together, you set me free and have taught me the meaning of life. My greatest achievement will always be us. I look forward to more of our story being written, but whenever I do turn my final page, know that I’ll always be with you and wouldn’t have changed a single thing.

Within the darkness of totality, I’m soon struck by the discomfort I feel, not knowing when the moonlight may return. We’ve all heard how dark it is before the dawn, yet it still feels natural to consider things that have not gone to plan. Accepting past failures, broken relationships, and future challenges was not an expected emotion, but perspective determines how we respond. I’m thankful that it’s hard to think of anyone who may need to hear this, but if I’ve ever wronged you in anyway, I want to say that I am sorry and only wish the best for you.

Extra Shot

Perhaps a transitory quest for totality is the impossible pursuit that gives us meaning?

As the first sliver of moonlight returns, eminence joy and assuring enthusiasm seemed to rush over my mind and body. It was as if the light of our cherished moon had never been brighter. The subsiding shadow of our planet slowly released moonlight back into the night sky, which lit renewed optimism for all that is still to come. As the moon shown brighter than ever, so will my appreciation for all that we share. Now and forever, thank you.

By Ben McDougal, ago

13.8 Billion

Based on the latest scientific estimate, our universe is 13.8 billion years old.

I don’t know about you, but over the past decade, I’ve been especially fascinated by the cosmos. If you’re over 30 years old, it’s almost like cosmic curiosity didn’t exists when we grew up. Perhaps I was a bit sheltered by a religious upbringing, but in high school, the narrative around space only focused on our own solar system. I don’t even remember talking about our place within the Milky Way galaxy.

This now feels like such a myopic perspective based on what we’ve learned. As scientific understandings expand, I can’t help but to wonder…

✨ How is our evolving understanding of the universe objectively taught to kids?

🏫 What are educational paths to astrophysics?

☯ Can cosmology and religion co-exist?

⚖️ At what point does arguing become a waste of time?

🧬 Can biotech pause, protect, or extend humans for space travel?

⚫️ How long would it take to arrive at the closest black hole? Who’s going in first?

🧠 How might the field of psychology better prepare us for the neon future?

🤖 Does digitized consciousness unlock time travel by leaving the limitations of a human body behind?

🧮 Where does quantum computing fit into the landscape of cosmic exploration?

👽 It seems statistically impossible that extraterrestrial life does not exist.

⏳ If life on earth has only existed ~25% of the total time our universe has existed, that sure leaves a lot of time for distant civilizations to evolve.

🪐 Considering the universe is expanding at an ever-increasing rate, do we know how fast our solar system is moving and in what direction?

⚡️ Unless it’s to find a more sustainable source, it feels careless to fuel energy using resources that won’t last.

🔬 Can nanotechnology alter the input of an energy source at a subatomic level to dramatically transform the output?

🧪 Will material science support deeper exploration?

🌌 Visiting, even colonizing Mars feels like an important exercise, but somehow starts to feel trivial.

🔭 Does seeing deeper fuel urgency?

🚀 Action may require sacrifice, so how can we encourage and celebrate those who lead the way?

These are extraordinary things to think about, but such concentration can quickly feel overly theoretical. In practice, perpetual learning, comfort within complexity, and a willingness to think again feels essential. Through such a curious lens, perhaps the most significant opportunity we have, is to aspire toward an existence which exceeds our imagination.

I talk often about collaboration in business and within entrepreneurial ecosystems, but when we put our delicate existence into perspective, it’s hard to think that anything besides collaboration allows us to survive.

By Ben McDougal, ago