Zack Kanter is the founder and CEO of Stedi, an API-first healthcare clearinghouse. After bootstrapping a wildly profitable auto-parts business, he sold it to tackle "the most complicated problem" he'd ever encountered: business-to-business transaction exchange. He spent years building EDI infrastructure, threw away the entire codebase eight times, and found ... Show More
Yesterday
Why founders should bet on first-time executives | Praveer Melwani (CFO, Figma)
In this latest episode of Executive Function, Brett sits down with Praveer Melwani, CFO at Figma. Praveer joined Figma in 2017 as the company's first business operations and finance hire—when the team was around 30 people and not yet charging for the product—and stepped into the ... Show More
43m 48s
Apr 30
Why great product leaders should stop obsessing over the roadmap | Diya Jolly (CPO & CTO of Xero)
In the latest episode of Executive Function, Brett is joined by Diya Jolly, Chief Product and Technology Officer at Xero. Before Xero, Diya was CPT at Okta and led YouTube's advertising monetization products at Google. In this conversation, she unpacks her three-bucket framework ... Show More
49m 54s
Apr 21
Inside Artemis' "AI vs AI" war | Shachar Hirshberg & Dan Shiebler (Co-founders, Artemis)
In this episode of In Depth, First Round Partner Josh Kopelman sits down with Shachar Hirshberg and Dan Shiebler, co-founders of Artemis, the AI-native security platform that just emerged from stealth with $70M in combined seed and Series A funding. Shachar and Dan unpack how the ... Show More
56m 59s
Dec 2024
Why great AI products are all about the data | Shaun Clowes (CPO Confluent, ex-Salesforce, Atlassian)
<p><strong>Shaun Clowes</strong> is the chief product officer at Confluent and former CPO at Salesforce’s MuleSoft and at Metromile. He was also the first head of growth at Atlassian, where he led product for Jira Agile and built the first-ever B2B growth team. In our conversatio ... Show More
1h 21m
Nov 2025
"Sell the alpha, not the feature": The enterprise sales playbook for $1M to $10M ARR | Jen Abel
Jen Abel is GM of Enterprise at State Affairs and co-founded Jellyfish, a consultancy that helps founders learn zero-to-one enterprise sales. She’s one of the smartest people I’ve ever met on learning enterprise sales, and in this follow-up to our first chat two years ago (coveri ... Show More
1h 21m
Jul 2025
Solo founder, $80M exit, 6 months: The Base44 bootstrapped startup success story | Maor Shlomo
Maor Shlomo is the founder of Base44, an AI-powered app builder that he bootstrapped to an over $80 million acquisition by Wix in just six months. As a solo founder (with severe ADHD), he hit $1 million ARR just three weeks after launch and grew the product to more than 400,000 u ... Show More
1h 31m
Sep 2025
$46B of hard truths from Ben Horowitz: Why founders fail and why you need to run toward fear (a16z co-founder)
Ben Horowitz is the co-founder of Andreessen Horowitz, Silicon Valley’s largest and most influential venture capital firm, with over $46B in committed capital across multiple funds. He took Loudcloud public with just $2 million in revenue (dubbed “the IPO from hell”), sold it for ... Show More
1h 37m
Jul 2025
I’ve run 75+ businesses. Here’s why you’re probably chasing the wrong idea. | Andrew Wilkinson (co‑founder of Tiny)
Andrew Wilkinson is the co‑founder of Tiny, a holding company that quietly owns more than three dozen profitable internet and consumer brands, including Dribbble and the AeroPress coffee maker. Starting as a teenage barista and web designer, he’s created a portfolio approaching $ ... Show More
1h 28m
Jul 2024
Building product at Stripe: craft, metrics, and customer obsession | Jeff Weinstein (Product lead)
<p><strong>Jeff Weinstein</strong> is a product lead at Stripe, where he helped grow their payment APIs to hundreds of billions in volume and transformed the way founders start companies into a few simple clicks with Atlas. Prior to Stripe, Jeff led several startups and sold comp ... Show More
2h 35m
Jan 2024
E2: Webflow's VP Finance Ivan Makarov on Understanding Startup Equity
Webflow’s VP of Finance, Ivan Makarov, joins host CJ Gustafson on the second episode of Run The Numbers, where they go straight into the unfiltered. If you’re looking for an ERP platform, check out our sponsor, NetSuite: <a href="http://netsuite.com/metrics" class="linkified" tar ... Show More
43m 23s
Oct 2024
E105: Ryan Serhant: How Successful Entrepreneurs Manage Time (1,000 Minute Rule)
David Weisburd speaks with Ryan Serhant, founder and CEO of Serhant, about the explosive growth following the Netflix debut of *Owning Manhattan*. They discuss how the show has transformed the business, increasing market diversification, website traffic, and lead engagement. Ryan ... Show More
39m 52s