Podcast Episodes
Back to Search
He got rejected by 60 VCs, burned all his savings—then grew to $100M ARR & a $2B valuation. | Kyle Hanslovan, Founder of Huntress
Season 4 Episode 104
For the holiday break we are resurfacing some of our best episodes so far. Here is the best episode of season 3.
Kyle left his job as a hacker at the …
3 months, 3 weeks ago
He killed a $100K ARR product & pivoted—then raised $375M. | Viraj Parekh, Co-Founder of Astronomer
Season 4 Episode 101
They were building a Segment competitor. It was working—customers were paying. But every sales call, prospects kept asking about the backend tech ins…
3 months, 3 weeks ago
Solo Episode: The Five Steps to Product Market Fit
Season 4 Episode 100
For the holiday break we are resurfacing some of our best episodes so far. Here is the best episode of season 2.
Here are the key lessons from the pas…
3 months, 4 weeks ago
He killed a viral app with 50k users. 2 years later, he hit $10M ARR and raised $30M from Sequoia. | David Paffenholz (Juicebox)
Season 4 Episode 99
David had a consumer app with 50,000 users and viral traction—and he shut it down. The retention metrics weren't as good as what he'd seen at Snapcha…
4 months ago
Her VCs said she killed the company. 6 years later, it's worth $1.3B. | Jennifer Smith, Founder of Scribe
Season 4 Episode 98
Jennifer went from VC to founder and immediately broke every rule in the book. When she pivoted Scribe from an automation tool to a documentation pla…
4 months ago
He exited to Snap for $166M— built an AI video startup, then raised $50M. | Alex Mashrabov, Founder of Higgsfield AI
Alex built the original Snapchat filters-- and sold his company to Snap for $166M.
Then he left to start Higgsfield. The company just raised a $50M S…
4 months, 1 week ago
How his AI-first services company grew $0 to $40M ARR in one year. | Eric Foster, Founder of Tenex
Season 4 Episode 96
Eric spent 30 years in cybersecurity. Built and sold an MSSP to private equity for hundreds of millions. Then he started Tenex and hit $43 million in…
4 months, 1 week ago
Q3 2025 w/Carta: What you need to raise a Series A. | Peter Walker, Head of Insights at Carta
Season 4 Episode 95
Carta's Peter Walker is back with the freshest data on what's actually happening at the early stage—and it's not what you're reading on X. While head…
4 months, 2 weeks ago
He added AI to parking lots—then raised $3.5B. | Alex Israel, Founder of Metropolis
Season 4 Episode 94
Alex and his co-founders spent 2018 pitching parking lot owners on computer vision tech. Every meeting ended the same way: "Cute startup, come back i…
4 months, 2 weeks ago
He left a $2B ARR company to build AI agents—then hit $1M ARR in < 6 months | Amit Shah, Founder of Instalily
Season 4 Episode 93
Amit walked away from being President of 1-800-Flowers after scaling it from $500M to $2B because he saw smart people trapped in dumb systems. His in…
4 months, 3 weeks ago