Maggie Crowley

VP of Product at Toast (restaurant technology platform). Known for the interview question ‘What’s the worst product you’ve ever shipped?’ — her view being that a PM without a major shipping failure simply hasn’t had enough reps yet. Shares a canonical story of a product rewrite that was estimated at six months and took two and a half years without reaching feature parity.

Episodes in this wiki

• Maggie Crowley on PM Excellence, Product Strategy, and Personal Branding — Lenny’s Podcast (solo)
• Katie Dill, Paul Adams, Tom Conrad, and Others on Failure, Career Setbacks, and Learning from Mistakes — Lenny’s Podcast (compilation)