Episodes

We interview Chris Slow the CTO and Founding Engineer at Reddit. Reddit is now a ~$10B company, with nearly $1B in revenue. Their 1B+ monthly active users are so powerful they can move markets. This is the story of how it al...

Wardah was a PhD graduate working at a biomedical imaging startup. But all it took was two different dentists giving her two totally different diagnoses for her to quit her full-time job. She was unemployed with no idea what ...

Dane was the CEO of Squarespace from 2007 to 2011. He grew the company from ~$2M in revenue to ~$15M. He's a multi-time founder with multiple exits. His current startup, Odeko, raised $227M. He takes us through his long journey as a founder of multiple companies and shares the key startup lessons h…

His first startup was a cool idea: Uber for Valet Parking. Investors loved it. But the unit economics didn't work out. So he had to pivot. He ended up selling it, but decided to do things differently the second time around. “...

His travel startup crashed 90% overnight. Here’s how he used AI to grow past $2M/year—to $2M a month: For a while, Andrew was crushing it. Accelerator -> $750K pre-seed -> $2M ARR -> $2.5M seed round. Then COVID hit. He was selling to events like CES, SXSW, etc. Revenue dropped from $160K/…

Poojan is a multi-time successful founder. He raised $60M for his first startup and exited. He just raised a $75M Series D at his current startup. But it wasn't always easy. - In his first startup, he had to hover beside conf...

Arvind founded 2 billion-dollar startups—by doing everything lean startup tells you not to do. - He didn’t focus on launching an MVP. - He ignored early market feedback. - He didn’t charge beta users anything— for 2 years. A...

Snapchat got 0 downloads the day it launched. 5 months in, it had only 127 users. Today Snapchat is an $18B company with 400 million daily active users. Evan Spiegel noticed what even Zuck missed: daily communication is meant...

If you feel like the ‘unicorn or bust’ playbook isn’t for you, then this episode definitely will be. Rand Fishkin is a multi-time founder and published author of Lost and Founder. He founded Moz, raised $29M in VC, grew to $5...

While Voice AI is all the rage now, it wasn't a hot sector in 2017. After Dylan graduated from YC, VCs rejected him. He couldn't raise a round. They all assumed Google would do it. So he raised what he could from angels and made it work for the next 3 years. He's now built the world's most accurate…

Andrew is the founder/CEO of Enable. And he is riding a rocket ship: 2020: $17M Series A 2021: $45M Series B 2022: $94M Series C A few months ago he raised $120M at a $1B valuation. But it took him five years from the time he started Enable in 2015 until he was able to raise his first round in 2020…

Alex started Apt2B in 2010. He sold couches online before IKEA did. It took him over 3 years to make as much money as he used to as a furniture salesperson. But it paid off. After growing the business to $6M in revenue, he so...

Every founder wants to build the next $1B+ company. So it’s normal to get inspired by what companies like Apple, Shopify and Microsoft do. But it’s also a huge mistake. In this episode, we look at what Shopfiy, Fullscript and...

Spellbook is ChatGPT for lawyers. They've raised $30M in the last 6 months. They now have over 2,000 law firms as customers. But it wasn't a straight line-- it took Scott 6 years to get here. For the first 5 years, Scott worked on a legal tech platform called Rally. During that time, Scott along wi…

Kyle Braatz is the founder of Fullscript, a $900M revenue company that started by helping health practitioners recommend supplements to their patients. It's like the Shopify for doctors, nurses and nutritionists Even though h...

Aydin Senkut is the Founder and Managing Partner at Felicis. He invested in Shopify's Series A in 2010 at a $25M valuation. He joins us to tell the story of how Shopify found product market fit. Shopify is now a $100B company. But as Founder & CEO Tobi Lutke said, in the early days, his goal wa…

If you've been struggling to raise—you're not alone. Seed funding has been falling every quarter for the last 2 years. Rounds are smaller and take longer to raise. So we decided to record an episode to help you. Here are all ...

The Super Bowl is the best place to get in front of customers—if you have $10M to spend. Which means for virtually all startups, it’s 100% useless. So I decided to look into some of the best campaigns early-stage startups use...

This isn’t a unicorn fairytale. It’s a story about what it really takes to build a company and get to an exit. Nazim takes us through how he nearly went bankrupt, took years to turn things around, and ultimately sold his busi...

4K likes, 365 re-shares and over 1M views, without any marketing spend. For an ad promoting your product, that sounds too good to be true-- and yet that's exactly what Yoav did. He leveraged it to get tons of press, more cu...

$1B startups get all the hype. But for 99% of founders, it’s the wrong goal. You’re better off building a sustainable business with consistent growth. Raising big rounds won’t make your company big and staying lean won’t make...

Over 10 years of hard work, Ilya has helped over 2000 individuals change their lives. In the meantime, he built a profitable, cash-flowing business with no outside funding. While the billion-dollar outcomes get all the hype, ...

We released The Five Steps to Product Market Fit a few weeks ago and received lots of questions on how to apply the steps. In this episode, Rob and I share more colour and more stories on each step to help you understand how ...

Re-releasing the BEST episode of all of season 1. Send me a message to let me know what you think!