66: How to Raise Capital for Your Startup with Brad Feld of Techstars & Foundry Group

66: How to Raise Capital for Your Startup with Brad Feld of Techstars & Foundry Group

However great it is, entrepreneurship is hard. It can mean disappointment. It can mean exhaustion. It can mean frustration. It can mean failure. Starting a business is less smooth sailing and more stormy seas, often with waves of worry even as you tack toward horizons glowing with promise. “If you’re obsessed about this product that you want to bring to life, this business that you want to create, you’ll get through it,” Feld says. “If you’re not, you won’t.” He would know. Feld has been open about grappling with depression and dealing with the difficulties of a demanding job, yet he’s worked obsessively over dozens of years to get to where he is today. In 1987, he built a profitable software consulting company. Six years later, he sold it. He soon began investing money in other startups, a path that would lead him to co-found two venture capital firms, including Foundry Group, where he works today. He also co-founded Techstars, a massive startup accelerator. Feld has heard pitch after pitch—both successful and not. He has invested in company after company—including Harmonix, Zynga, and Fitbit. Pair those facts with his first-hand experience running a business, and it becomes clear that Feld knows how to get things done. In this interview you will learn: What makes, and breaks, an true entrepreneur The importance of finding balance when it comes to work and your personal life What to do when you hit those roadblocks and feel like giving up The key to rockstar pitches and how to impress investors How to blend short-term and long-term thinking in order to become a successful entrepreneur & much more!

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626: (Solo) Work Life Balance Is an Illusion. Here’s What Works Instead

626: (Solo) Work Life Balance Is an Illusion. Here’s What Works Instead

Most founders won’t say this out loud… work-life balance doesn’t really exist. At least not in the early years. I didn’t want balance — I was obsessed. I worked until 5 a.m., skipped sleep, skipped ho...

27 Jan 10min

625: From $70M in Debt to $1B Amazon Deal in 45 Days | Jamie Siminoff

625: From $70M in Debt to $1B Amazon Deal in 45 Days | Jamie Siminoff

One billion dollars. That’s what today’s guest built — after being rejected on Shark Tank, nearly going bankrupt multiple times, and spending millions before making a single sale. In this video, Jam...

22 Jan 55min

624: (Solo) How to Create More Than You Consume (Without Burning Out)

624: (Solo) How to Create More Than You Consume (Without Burning Out)

Most founders drown in content — YouTube, TikTok, newsletters, podcasts — but they rarely create anything themselves. And here’s the problem: consumption doesn’t build businesses; creation does. In...

20 Jan 9min

623: $500K in Debt, 5 Maxed Credit Cards — How Jordan Harper Built an 8-Figure Brand in Year One

623: $500K in Debt, 5 Maxed Credit Cards — How Jordan Harper Built an 8-Figure Brand in Year One

Jordan Harper built an eight-figure skincare brand in its first year by maxing out five credit cards while already $500,000 in debt — and never raised a single dollar from investors. In this inter...

15 Jan 55min

622: (Solo) The Truth About Founder-Led Content in 2026

622: (Solo) The Truth About Founder-Led Content in 2026

Founder-led branding isn’t dead — but it is evolving fast. Showing your face and posting “day in the life” content is no longer enough to stand out. The bar has risen, audiences have matured, and what...

13 Jan 8min

621: We Bet $200K on Bras Before Making a Single Sale — Sold 400,000 in 2 Years | Nala

621: We Bet $200K on Bras Before Making a Single Sale — Sold 400,000 in 2 Years | Nala

Nala was built by two founders with no fashion background who invested $200,000 before making a single sale and went on to sell over 400,000 pieces in just two years. In this interview, Chloe and ...

8 Jan 51min

620: (Solo) The Secret to Making Bold Business Moves With Confidence

620: (Solo) The Secret to Making Bold Business Moves With Confidence

One of the biggest challenges founders face — especially at the end of the year — is knowing what to do next and feeling confident that the move you're about to make is the right one. Certainty feels ...

6 Jan 11min

619: Airline Charged Me $65 - So I built a $250M Competitor | Adam Ewart

619: Airline Charged Me $65 - So I built a $250M Competitor | Adam Ewart

Adam Ewart turned a £50 excess baggage fee into a global bootstrapped logistics company operating in 145 countries and staying profitable for 15 straight years. In this interview, Adam breaks down ...

1 Jan 48min

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