Season 3

It was “really slow in the first couple of years...really, really slow.” GoHenry was an app and debit card for kids to help parents teach their kids about money. Dean started over a decade ago in 2012, when mobile was just tr...

Jaspar graduated YC & closed a $11.5M seed round this week. He launched Artisan just 8 months ago. And this is the first venture-backed startup he's ever ran. He started with product-led-growth but struggled. In May, he moved...

Cody started a ride-share business in 2017 with no capital. He focused exclusively on small towns (population <100K) where Uber/Lyft weren't available. I know as a VC I would've passed if he'd pitched me when he started—and I...

I tried to pay my employees as little as possible. I thought I was being resourceful—& it seemed to work. Until it totally backfired. I learned my lesson the hard way. No founder wants to hire B-level or C-level talent. Every...

Kyle left his job as a hacker at the NSA to launch Huntress. He bootstrapped for 3 years and burned all his savings. One of his co-founders quit. He got into an accelerator program, but had to sleep in his car for 16 weeks be...

MrBeast's 36-page framework leaked this week. It's how he built a $1B+ company and became the #1 YouTuber in the world. His channel is worth over $1B. For the first time ever, we get to see how MrBeast operates. We go through the 7 most important things that startup founders can learn from MrBeast.…

Andres Bilboa is one of the co-founders of Rappi, the highest-valued app of LATAM ($5B valuation). Now he runs an incubator called Makers and has invested in dozens of startups. In this episode, he shares how Rappi started wi...

Douglas has been in media and PR for over two decades. He’s the founder of Betakit Inc and has been running Betakit, Canada’s TechCrunch, for nearly 10 years. He understands what startups need to do to leverage PR, and how PR...

In this episode, I sit down with Nick Frosst, Co-Founder of Cohere, the $5.5B AI startup that’s targeting the enterprise landscape. We go through the origin story of Cohere, the challenges of building foundational models, and...

Even if founders do everything right, they may still fail to find PMF. That's why even repeat founders have only 1.5% chance of building a unicorn. We talk about product-market fit constantly in this podcast. Hopefully, we learn from what others did and improve our chances of finding PMF. But there…

Don co-founded Vena & was CEO for 8 years. Last month, Vena became a Centaur crossing $100M in ARR. Don & his team launched Vena in a crowded market, where everyone else was trying to replace excel. So they built a budgeting ...

It's the first time I see a candidate BS his way through interviews with multiple people, impress each one of them, and ultimately end up being a complete fraud. But the biggest learning wasn't that you should watch out for fraud-- it was that you shouldn't trust interviews nearly as much as you'd …

Ashutosh is one of those rare founders who founded not just one, but two unicorns. He worked at Google for 4 years, left and started Bloomreach, which was last valued at $2.2B. Halfway through that journey, he left to do it a...

Carta is the backbone of most venture-backed startups. They have access to specific information about every single round, not just what's reported in TechCrunch. Today, Peter Walker, Carta's Head of Insights joins us to share...

Last quarter, Sanish raised a $50M Series D. His company has raised over $130M. They have enterprise customers across 14 countries including Dollar General, Aldo, and CircleK. It all started because Sanish was working out of ...

Sean Ellis created THE test for PMF. He led growth teams at Dropbox, Eventbrite and LogMeIn, which sold for $4.3B. He coined the term Growth Hacking and wrote the best-selling book Hacking Growth. Today we go deep and tactica...

Daniel's been building robots for 20 years. He's sold 100s of AI robots-as-a-service to Walmart, FedEx, & DHL amongst others. Last month, he raised a $40M round. 6 years ago, he realized why robots weren't getting massively adopted. Builders like him were trying to build perfect robots that alw…

Advice is free—actioning bad advice isn't. Early-stage founders are bombarded with advice. A lot of it from investors who have never operated a business, never ran marketing, never led sales. And yet, many founders take VCs' advice as sacrosanct. And many VCs feel like they can and should opine on …

Alex got the co-founder of a public company to join him and raised $6M out of the gate—but it took him 3 years to make his first sale. But after he shifted from selling to SMBs to selling to MSPs (Managed Service Providers i....

When an employee unexpectedly quits, an investor backs out, or a big customer churns— fear of failure takes over. When you close a new round, land a big customer, or make a big hire— you feel pure excitement. Every founder is...

Pierce launched a consulting business that grew to millions in revenue and dozens of employees. But he noticed his customers kept asking for the same solution. So he launched Knak, an email marketing and landing page builder ...

There is no better storyteller in the world than Matthew Dicks. He tells stories for a living. He gets paid by the world's biggest brands to create stories for them. He's won Moth StorySLAM (a storytelling competition in NYC)...

5 years ago, Shubham had just graduated college and had no network. He bootstrapped to $3M in ARR, then raised $200M & grew to $85M ARR. But he started trying to sell AI for marketing to enterprises with no network. So for 2 ...

Google is in talks to buy cybersecurity startup Wiz for $23B (a 40x revenue multiple). Wiz is the company that in 2021 announced it grew from $0 to $100M ARR in just 18 months. How did this cybersecurity company grow so fast ...