What happens when a single-product company decides to build a second—or a third—without unraveling the success of the first? The leap from one product to many rarely doubles the complexity; it multiplies it. Product leaders suddenly face sharper trade-offs: when to place bold bets, how to allocate finite resources, and how to distinguish between transformational expansion and slow erosion of a hard-won core. The challenge isn’t just growth—it’s protecting what already works while building wha...

Finding product–market fit isn’t the finish line—it’s base camp. In this episode, Hannah Clark sits down with Amit Shah, COO of Virta Health, to unpack what really happens after you’ve “made it” and the mountain suddenly gets steeper. Virta is scaling a fully virtual metabolic health clinic in a fast-moving healthcare landscape, and Amit brings a rare perspective shaped by nearly a decade inside the company—and a career that started in operations, not product. Amit shares how Virta navigated ...

AI has collapsed the gap between idea and execution—but standing out in a flood of generative tools requires more than just speed. Product leaders now face a different kind of challenge: evaluating opportunities with sharper questions, building for users with evolving expectations, and navigating distribution channels that look nothing like they did a year ago. Rachel Wolan, CPO at Webflow, joins Hannah to unpack what it really takes to ship differentiated, production-ready AI products in a c...

Welcome to 2026! In this special retrospective episode, host Hannah Clark is joined by producer Becca Banyard to unpack the biggest themes, standout insights, and most listened-to moments from the past year. Together, they reflect on what made 2025 such a pivotal year in product—where AI reigned, volatility was the norm, and the role of product leadership was stretched in new directions. This episode is both a reflection and a guide. Hannah and Becca break down what they learned from conversa...

AI can solve Olympic-level math problems... and still fumble basic arithmetic. So what gives? According to Dhruv Batra, the answer lies in the “jaggedness” of intelligence—how AI can excel in some areas while completely breaking down in others. Dhruv, co-founder and Chief Scientist at Yutori, joins Hannah Clark to unpack the cognitive dissonance users feel when a model dazzles one moment and disappoints the next. They explore how user expectations—shaped by decades of intuitive UI patterns an...

There’s a lot of smoke and mirrors in product right now—especially when it comes to AI. Shiny tools and slick prototypes are masquerading as production-ready solutions, and teams are feeling the pressure to keep up. But what happens when the hype outpaces the fundamentals? Hannah sits down with Matt Graney, CPO of Celigo, to talk about bad product plays in disguise—from vibe coding and no-code illusions to AI-fueled shortcuts that chip away at real product rigor. With decades in B2B product a...

Every product team faces the same monster: conversion optimization. But in 2025, the game has changed. With AI agents influencing discovery and AEO (Answer Engine Optimization) reshaping how people (and machines) interpret messaging, teams are now marketing to both human and agentic audiences. In this episode, Hannah Clark sits down with Chris Silvestri, founder of Conversion Alchemy, to unpack how product teams can use psychology and UX insights to craft messaging that drives both adoption a...

Every product manager obsesses over leadership styles, onboarding flows, and GTM strategies—but what if the biggest differentiator of success comes down to something much simpler? Learning. In this episode, Hannah Clark sits down with Maxine Anderson, Co-Founder and CPO of Arist, a text-based learning platform that flips traditional corporate education on its head. Maxine started her career in rural Oregon classrooms, where she saw firsthand how inaccessible and ineffective most learning envi...

Every product leader wrestles with the same tradeoff: move fast and risk breaking things, or move slow and risk irrelevance. But what if the real accelerator wasn’t cutting corners—it was systematizing experimentation? In this episode, Hannah Clark sits down with Jean Castanon, VP of Digital Product at American Express, to explore how his team quadrupled their testing velocity in a year, redefined what “success” in experiments really means, and built a referral program that became Amex’s seco...

Startups don’t get easier with age—they just get more complex. Much like teenagers, scale-ups are constantly outgrowing their structures, still figuring out their identity, and not always great at setting realistic goals. But this awkward “in-between” stage isn’t a failure—it’s a rite of passage on the path to becoming a mature company. In this episode, Hannah sits down with Matt Wensing, Head of Product and Design at Customer.io, who has seen scaling from nearly every angle: founder, product...