David Cramer is the co-founder of Sentry, the leading open-source error monitoring tool used by over 90,000 companies. A self-taught engineer, he went from 9th grade high school dropout and Burger King manager to building one of the most widely adopted developer tools in the world — by working hard and rejecting conventional wisdom. As of 2022, Sentry is val ... Show More
Jun 10
Inside Linear: Why craft and focus still win in product building | Karri Saarinen (Co-founder and CEO)
Karri Saarinen is the co-founder and CEO of Linear, the project management tool built for high-performance software teams. Since its founding in 2019, Linear has achieved a valuation of $1.25B as of 10th June 2025 and now counts companies like OpenAI, Ramp and Vercel as customers ... Show More
1h 33m
May 22
How Wes Kao coaches founders to influence, lead, and get what they want | Wes Kao (Executive coach, co-founder of Maven)
Wes Kao is an executive coach, advisor, and instructor, best known for her newsletter on high-impact communication, and for co-founding course platform Maven and the AltMBA with Seth Godin. Across her career, Wes has helped leaders communicate with clarity and conviction, whether ... Show More
1h 19m
Dec 2023
THE BIGGEST STARTUP OPPORTUNITIES IN 2024 BY LEAN STARTUP GUY ERIC RIES
Greg interviews Eric Ries, author of "The Lean Startup" and founder of The Long Term Stock Exchange.They talk about how to test business ideas, why businesses with a social mission will outperform, and opportunities in AI.►►Subscribe to Greg's weekly newsletter for insights on co ... Show More
46m 41s
Jul 2024
Pattern Breakers: How to find a breakthrough startup idea | Mike Maples, Jr. (Founding Partner at Floodgate, ex-Product at Silicon Graphics)
Mike Maples, Jr. is a legendary early-stage startup investor and a co-founder and partner at Floodgate. He’s made early bets on transformative companies like Twitter, Lyft, Twitch, Okta, Rappi, and Applied Intuition and is one of the pioneers of seed-stage investing as a category ... Show More
1h 49m
Mar 2025
How Tommy Mello Became a Billionaire Painting Garage Doors (And How He Shares the Wealth)
What does it take to turn a blue-collar business into a billion-dollar empire?For Tommy Mello, the answer is simple: relentless competition, strategic investing, and an unwavering commitment to winning. From painting garage doors to building A1 Garage Doors into a massive industr ... Show More
30m 47s
Jul 3
I’ve run 75+ businesses. Here’s why you’re probably chasing the wrong idea. | Andrew Wilkinson (co‑founder of Tiny)
Andrew Wilkinson is the co‑founder of Tiny, a holding company that quietly owns more than three dozen profitable internet and consumer brands, including Dribbble and the AeroPress coffee maker. Starting as a teenage barista and web designer, he’s created a portfolio approaching $ ... Show More
1h 28m
Feb 2025
From Startup to $40M Exit – And We’re Still Just Brothers
Most founders feel isolated after selling their company. Chris and David Sinkinson didn’t—because they had each other.The brothers built and sold their startup, AppArmor, for $40 million. But unlike many founders who struggle with identity and purpose post-exit, they had a built- ... Show More
44m 7s
Feb 2025
"I Fast-Forwarded My Life 10 Years”: How Geo-Arbitrage 3X’d My Wealth and Changed My Life
What if you could fast-forward your financial goals by ten years just by moving abroad?
That’s exactly what entrepreneur Rob Hoffman did when he relocated to Colombia, where his $3M net worth stretches as if it’s $9M.
Rob, a member of the Hampton community, shares how he built a ... Show More
32m 6s