Podcast Episodes

His Video AI app hit $10M+ ARR in Months—with 0 outbound sales. | Michael Lingelbach, Founder of Hedra

Season 4 Episode 66

Hedra CEO Michael Lingelbach breaks down how his generative video app went from zero to millions of users and an eight-figure run rate in months — then deliberately slowed down to rebuild a V2 that e…

Published on 1 month ago

He grew to millions in ARR in 18 months—by fighting with his co-founders on purpose. | Ross McNairn, Co-Founder of Wordsmith AI.

Season 4 Episode 65

Ross went from lawyer to self-taught engineer to CTO at a 1,600-person unicorn—then quit to build Wordsmith AI. 

In 18 months, he's raised $30M and grown to mid-single-digit millions in ARR by doing e…

Published on 1 month, 1 week ago

He thought his startup would fail—then grew to $100M ARR. | Rick Song, Co-founder of Persona

Season 4 Episode 64

Rick built Persona into a $100M+ ARR unicorn, but he never thought it would work. In fact, Rick started Persona believing it would probably fail, and that mindset might be exactly why it succeeded. 

I…

Published on 1 month, 1 week ago

Forget PMF—Neil Patel says to give your product away for free instead. | Neil Patel, Co-Founder of Neil Patel Digital

Season 4 Episode 63

Neil Patel just flipped everything you know about startups upside down. He says product-market fit is overrated, giving away your software for free can make you rich, and the real secret to scaling i…

Published on 1 month, 2 weeks ago

He got kicked out of Harvard—then grew to $5M ARR in just 3 months. | Roy Lee, Co-Founder of Cluely

Season 4 Episode 62

Roy Lee went from getting kicked out of Harvard and Columbia to building Cluely, one of the fastest-growing AI startups ever—going from 0 to $5 million ARR in just 3 months. 

We go deep on Roy’s playb…

Published on 1 month, 2 weeks ago

She raised $1.3M, delivered real value—but didn't hit true PMF. Here’s what happened. | Mary Beth Snodgrass, Founder of Healthiby

Season 4 Episode 64

Mary Beth Snodgrass shares the raw and real story behind Healthiby—an innovative healthcare startup that succeeded in delivering measurable health outcomes but ultimately didn't take off. Hear firsth…

Published on 1 month, 3 weeks ago

He went viral at 11 y/o—built the world's best dictation app, then raised a $30M Series A. | Tanay Kothari, Founder of Wispr Flow

Season 4 Episode 60

Tanay started coding at 10, built a product with millions of users by 11, and never stopped. In this episode, he shares how he created Wispr Flow—one of the fastest growing AI startups today. He's bu…

Published on 1 month, 3 weeks ago

PMF Observations: Why after PMF, every problem is a people problem.

Season 4 Episode 59

We go through some lessons I learned from my own startup journey. I also go through  why almost every business challenge beyond product-market fit is actually a people issue—and how to quickly spot a…

Published on 1 month, 4 weeks ago

How Mercury Hit $500M ARR—then raised $300M from Sequoia at $3.5B. | Immad Akhund, CEO & Founder of Mercury

Season 4 Episode 58

Immad grew Mercury to $500M in annualized revenue and profitable. Mercury is one of the fastest-growing fintech startups ever. No wonder they just raised $300M from Sequoia at $3.5B. 

Immad breaks dow…

Published on 2 months ago

Mike Maples: Your Startup Idea Isn’t Crazy Enough—And it's holding you back | Mike Maples, Founder of Floodgate

Season 4 Episode 59

Ever wonder why some startups follow every “right” rule and still fail, while others break every norm and dominate? Mike Maples (Floodgate, author of Pattern Breakers) reveals how true breakthrough s…

Published on 2 months ago