In Depth

Scrappy tactics and a huge post-COVID pivot | Owner’s unconventional journey to product-market fit | Adam Guild (Co-founder and CEO of Owner)

What makes (or breaks) executive hires | A deep dive with Eeke de Milliano (Head of Global Product at Stripe)

Inside Guideline's mission to modernize 401(k)s | Building from first principles, finding strategic edges, and rewiring retirement | Kevin Busque (Co-founder and CEO)

Inside Braze’s blitz to $500M in CARR | Building broad, going global, and outfoxing the competition | Bill Magnuson (Co-founder & CEO) and Kevin Wang (CPO)

Inside Clay's unconventional path to $1.25B: Rethinking GTM, pricing, and enterprise sales | Varun Anand (Co-founder and Head of Operations)

This In Depth podcast episode interviews Varun Anand, Clay's co-founder, about their go-to-market strategy. The conversation traces Clay's journey from initial outreach to growth agencies via WhatsApp groups and reverse demos, to developing a product-led growth (PLG) motion, and finally, scaling to enterprise sales. ...

Building a 4 billion dollar data platform: Inside dbt Labs’ unconventional path | Tristan Handy (Co-founder and CEO, ex-RJMetrics, Squarespace)

In this episode of the In Depth podcast, host Tristan Handy, the CEO and co-founder of dbt Labs—a $4.2 billion company specializing in data transformation—shares his unique journey. Rather than launching a traditional startup backed by venture capital, Tristan kickstarted his career with a consultancy aimed at helping ...

How Figma taps into taste, simplicity, and storytelling | Yuhki Yamashita (CPO at Figma, ex-Uber, Google, Microsoft)

In this podcast, Yuhki Yamashita, a product leader at Figma, shares insights into the company’s product philosophy and their strategy for developing multiple products. He emphasizes the significance of maintaining simplicity while still introducing new features and discusses how storytelling plays a crucial role in pro...

How to find customers in the Dept of Defense: From prototype to the Pentagon | Steve Blank (Hacking for Defense)

Shifting Career Altitudes: Insights from a CPO’s Journey Leading in Nearly Every Function | Anneka Gupta (Rubrik, ex-LiveRamp)

How to find and pull startup growth levers | Matt Lerner (Founder and CEO at SYSTM, Author of Growth Levers)

How to find — and keep — product-market fit | Bob Moore (Co-founder and CEO at Crossbeam, ex-RJMetrics and Stitch Data)

Rebooting Intercom: Eoghan McCabe on Defying Silicon Valley Orthodoxy | Co-founder & CEO

Inside marketing at Stripe, OpenAI and Retool | Krithika Muthukumar (VP of Marketing at OpenAI, ex-Stripe, Retool, Dropbox, Google)

Developing technical taste: A guide for next-gen engineers | Sam Schillace (Deputy CTO at Microsoft, creator of Google Docs)

This podcast episode features a conversation with Sam Schillace, the Deputy CTO and Corporate Vice President at Microsoft, exploring the lessons learned from building software over the past 30 years. The discussion touches on the importance of market timing, technical taste, and the growth mindset in software developme...

How to build and scale winning marketplaces | Casey Winters (Eventbrite, Pinterest, Grubhub)

This podcast episode explores the critical factors for building a successful marketplace, including the importance of a scalable acquisition loop, leveraging growth and acquisition loops for scalable growth, building trust, understanding the dynamics of marketplaces, transitioning from SaaS to a marketplace model, comp...

Lessons from Sentry on scaling DevTools and finding product market fit (again) | Milin Desai (Sentry, VMware, Riverbed)

How to be effective up and down the org chart | Matt MacInnis (Rippling, Inkling, Apple)

Timeless lessons on running software companies that endure | Alyssa Henry (Square, Amazon, Microsoft)

Building products that delight customers | Adam Nash (Daffy, Wealthfront, LinkedIn, eBay, Apple)

A masterclass in founder conviction | Eilon Reshef (Co-founder and CPO at Gong)