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Maggie Crowley

Vice President of Product at Toast

Maggie Crowley is VP of Product at Toast, previously VP at Charlie Health and Drift, with an MBA from Harvard and a background as an Olympic speed skater.

Dimension Profile

Strategic Vision 70%
Execution & Craft 90%
Data & Experimentation 65%
Growth & Distribution 40%
Team & Leadership 75%
User Empathy & Research 60%

Key Themes

simplifying and prioritizing following up on results product strategy writing data-informed vs data-driven breaking into product management content creation for career growth

Episode Summary

Maggie Crowley identifies the three common threads of the best PMs she's worked with: simplifying relentlessly, following up on results proactively, and being willing to do whatever it takes. She shares tactical advice on writing product strategy, warns that being 'data-driven' can be a red flag for lack of product conviction, and discusses how content creation accelerated her career.

Leadership Principles

  • The best PMs simplify relentlessly and stick with priorities long enough to finish
  • If you find yourself saying 'that's not my job,' that's probably a thing you should do
  • Being 'data-driven' is a red flag — great PMs are data-informed but conviction-led

Notable Quotes

"If you ever find yourself saying, 'that's not my job,' that's probably a thing you should do."

— On the mindset that separates the best PMs from average ones

"The best PMs not only can find the one thing to work on, but they can stay with that one thing long enough to actually finish it."

— Describing simplification as the core PM skill

"So many people will say here's the metric I care about, but the really good PMs remember to follow up. I can't tell you how rare that is."

— On why proactive follow-up on shipped features distinguishes great PMs

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