Lenny's Podcast: Product | Career | Growth Lenny's Podcast: Product | Career | Growth

This CPO regrets that product management exists | Tom Verrilli (CPO of Whatnot)

Aug 2, 2026 · 1h 24m

Summary

Tom Verrilli, CPO of Whatnot, argues that companies should "regret" the overuse of product managers, which infantilizes engineers and designers. He advocates for fewer PMs, assigning them to specific problems rather than teams, and emphasizes that senior leaders should remain hands-on ICs. Verrilli highlights that AI boosts individual leverage and stresses the need for PMs to develop systems thinking over political alignment skills.

Topics discussed

Introduction: Regretting the existence of Product Management Why PMs were added and how they infantilize engineers Sponsor: WorkOS The unglamorous reality of PM work and alignment How AI and culture shifts are changing PM roles Whatnot's org structure: Loose groups and DRIs Hiring traits: Macro vs. micro thinking in PMs Developing system thinking and risk assessment skills Why senior leaders should stay hands-on and in the weeds The bifurcation of PM careers: IC vs. Management AI enabling deeper technical involvement for PMs Tools for PMs: Data, prototyping, and live observation Sponsor: Mercury Command The changing role of Data Scientists in product teams The future of product teams and the 'Product Theater' trap Interviewing PMs: Testing for real skills vs. presentation Leadership style: Trust, verification, and being in the details The Accordion Analogy: Balancing strategy and execution Case Study: Whatnot listings and the future of agentic commerce Tom's time at Twitter: Lessons on product market fit Fail Corner: Lessons from past mistakes and scaling Lightning Round: Books, shows, and career advice Outro and closing remarks
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