Welcome to A Product Market Fit Show | Startup Podcast for Founders!

Episodes

Feb. 13, 2025

Why new Carta data shows bridge rounds might be worse than you think. | Peter Walker, Head of Insights at Carta

Carta just released their report for Q4 2024. Peter is Head of Insights at Carta, and the person who owns their data practice. We sit down to talk about the largest trends he saw across fundraising, industries, graduation rat...
Feb. 10, 2025

He exited for $335M—& felt "emptiness". So he quit, gave up millions in earnout, & grew to $1M ARR in 6 months. | Alon Arvatz, Founder of IntSights & PointFive

Alon was a hacker for the Israeli Defence Forces' cyber department. There he saw the most advanced methods used in cyber warfare. So when he left, he started IntSights-- a company that helped enterprises defend themselves from cyber attacks. He was a first-time founder who didn't even know the word…
Feb. 6, 2025

He raised $20M, hit $3.5M in revenue—& failed. Here are the top 3 lessons he learned. | Ned Phillips, Founder of Bambu

Ned had a chance to run Robinhood Asia but he turned it down. Instead, he launched a competitive product. He decided to go B2B and sell to banks and other financial institutions. He locked down a $400K revenue sale before wri...
Feb. 3, 2025

He exited for hundreds of millions—then invested in 20+ founders. Here's what he looks for. | Jason Van Gaal, Founder of ROOT

Jason built a data center company in the 2013. When he exited in 2019, it was the third-largest exit in Canada that year. He'd sold his previous startup and invested 100% of his capital into ROOT. He grew to 10s of millions a...
Jan. 30, 2025

1st time founder completely pivots after YC—then grows 30x in a year to $2.2M ARR. | Pablo Palafox, Founder of HappyRobot

Pablo is the first guest that has the same name as me-- so you KNOW this episode will be great. Pablo hustled for months just to get to $70K in ARR. He got rejected from YC, re-applied, and finally got in. But after months in...
Jan. 27, 2025

He exited for $200M— then bootstrapped his next startup to $100M in revenue. | Alex Hawkinson, Founder of BrightAI

Alex sold his last IoT startup for over $200M to Samsung. He felt the needed to build something much bigger, so he started BrightAI. The goal was to use AI and IoT to solve big problems for enterprises. A few years later, he ...
Jan. 23, 2025

The early-stage fundraising playbook—here's how to raise your first few rounds. | Nathan Beckord, Host of How I Raised It

Nathan has interviewed 100s of founders on how they raised their first few rounds. In this interview, we go through some of the most compelling stories he's heard. We go through step-by-step what you should do to raise a roun...
Jan. 20, 2025

He lost his only 2 customers & was ready to quit—then he grew to $1.5M ARR in a year. | Josh Domingues, Founder of Flashfood

A few years into building Flashfood, Josh was $35K in debt with no money in his account. Just a few months earlier, he'd lost both the pilot customers he'd worked so hard to lock in. He'd worked for months to land them and ha...
Jan. 16, 2025

He raised $250K, had thousands of users—but here's what he'd do differently next time. | Darius Vaillancourt, Founder of Howdy

Darius started an EdTech startup to help users of online courses collaborate with each other. It blew up during COVID when everyone felt isolated. It gained thousands of users. They were engaged. They came back to use the pla...
Jan. 13, 2025

Stripe bought his startup for $1.1B—just 2.5 years after he quit his job. | Zach Abrams, Co-Founder of Bridge

Zach was burned out after a decade of working at top roles in Coinbase, Square and Brex. He quit with no startup idea-- and then, he went right back in. Given their background, Zach and his co-founder quickly raised an $8M se...
Jan. 9, 2025

The 5 Steps to Product-Market Fit w/ Chris Saad, ex-Head of Product at Uber, Host of The Startup Podcast

We took examples from the last 100 episodes and built a clear, 5 step path to finding product market fit: 1.Before Startup Mode, There’s Research Mode —> Become an expert to find problems worth solving. 2.Only the Insanely Fo...
Jan. 6, 2025

How Gusto’s $10B founder raised $6M, built a team of 5—& hit $5M ARR in just 2 years. | Josh Reeves, Founder of Gusto

Gusto is a $9.5B startup that does $500M ARR. Josh built an absolute monster of a company-- and it all started with payroll software for SMBs. Not just that, he started by servicing only new tech startups that were based in C...
Jan. 2, 2025

The top 5 early-stage startup lessons for 2025

We go through the top 5 product-market fit lessons I've learned from speaking to well over 100+ founders on this show over the last 3 years. These are the top 5 things you should keep top of mind going into 2025. Why you should listen: Small teams outperform larger ones in early stages.Paying emplo…
Dec. 30, 2024

He raised $1.3M, hit $100K ARR—but failed. Here's the lesson every founder needs to hear. | Tolga Ermis, Founder of PromiseQ

Tolga stumbled upon a problem in the security monitoring space. Motion cameras generated way too many false alerts. So he decided to solve it using AI. He raised over a million dollars and got several customers. But he always...
Dec. 26, 2024

24 ways to get your first customers—based on real examples from the last 100 episodes.

There are a few things harder when building startups than getting your first few customers. When you're on a standstill, getting momentum is incredibly hard. Going from zero to one takes an incredible amount of effort—you have absolutely no credibility, no proof points. So to help you out I went th…
Dec. 23, 2024

He bet on voice AI when no one else did. Now he has $1M+ customers & $100M raised. | Ankit Jain, Founder of Infinitus

Ankit left his job as a VC to launch a Voice AI platform—back in 2018! It wasn't the voice AI of today. The first demo sounded like a robot. But still, he convinced large enterprise customers in the healthcare space to try it out. He found a highly manual, call intensive workflow in the back office…
Dec. 19, 2024

YC said his idea "would never work". So he lived in his office for months—then raised $17M from a16z in 14 days. | Marty Kausas, founder of Pylon

Marty and his co-founders lived full-time in their office for several months. They worked on their startup 24/7. To come up with the idea, they messaged 120 potential customers every day for 3 months. Originally, when they pi...
Dec. 16, 2024

He built a $4B unicorn & crossed $100M ARR—here's why it took 10 years of 100-hour weeks. | Martin Basiri, Founder of Passage & Applyboard (SaaS North Keynote)

I interviewed Martin on the keynote stage at the SaaS North conference. Here is the audio version. Martin built Applyboard into a $4B unicorn doing $100M+ in ARR. He left and started a new startup called Passage— and raised a...
Dec. 12, 2024

His sports betting app went from $0 to $10M ARR in a year—& to $150M ARR in 4. Here's how he did it. | Jon Robin, Founder of Dabble

Jon started a sports betting app 4 years ago-- now he does $150M in revenue and $1B in betting volume. AND he's profitable. In his first year alone , he did $10 million in revenue. He took a year to build the app and as soon ...
Dec. 9, 2024

He grew to $90M ARR, was about to exit for $1.5B—and then, it all fell apart. | Yanni Giannaros, Co-Founder of Wyre

Yanni started building in crypto back in 2013, when you could buy one Bitcoin for $20. At one point, he was playing poker games and betting 1 bitcoin each round! He built an extension that let people use bitcoin to buy anythi...
Dec. 5, 2024

How to build great products—lessons from Amazon, Facebook, Twitter & Deel. | Aaron Goldsmid, Head of Product at Deel

Aaron was Director of Product at Amazon, VP Product at Twilio, PM at Facebook and Twitter. Now he’s head of product at Deel where he reports directly to the CEO. Deel was founded in 2019— now, just 5 years later, it’s worth $...
Dec. 2, 2024

He made his first loan at 16. Now his fintech startup does $50M+ ARR—here’s how. | Tate Hackert, Co-Founder of ZayZoon

Description Tate started doing commercial fishing at 16. He took that money and started lending it— on Craigslist! By 23 years old, he’d lent out $250,000. Then he found out about cash advances, and decided to start ZayZoon, a platform to help employers pay their employees faster. Tate was one of t…
Nov. 28, 2024

After I passed, this startup grew 30x in 3 years to $10M+ ARR. Here's how he did it—& what I missed. | Francois de Kerret, Co-Founder of Zeffy

Zeffy is one of my biggest misses so far. I met Francois 3 years ago when he was raising his $3M seed round. But I passed. They were at ~$500K in revenue at that point. In the last 3 years, they've grown 30x. Clearly, I misse...
Nov. 25, 2024

He hit $40M ARR, exited for over $100M—& raised only $1.5M. Here's how | Ian MacKinnon, Co-Founder of Later.com

In 2014, Ian launched a simple product: it let social media marketers buffer Instagram posts. It was originally a hackathon project. But it quickly gained users. So he and his co-founders went all in. They raised just one sma...