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EPISODE · Aug 5, 2026 · 41 MIN

Overthinking About Ambition

from Magical Overthinkers · host Amanda Montell & Studio71

Are you ambitious... or just exhausted? This week, Amanda is joined by award winning journalist and author of The Ambition Penalty, Stefanie O'Connell (@stefanieoconnell), to unpack one of the most misunderstood words in our vocabulary, ambition. They explore why ambition isn't a fixed personality trait, how corporate culture rewards some people while penalizing others for the exact same behavior, and why women are so often expected to walk an impossible tightrope between being "too much" and "not enough." They answer listener thought spirals about external validation, comparison, girlboss burnout, trad wives, capitalism, and whether it's possible to want a big life without letting your achievements define your worth. A validating spiral about redefining success and realizing your ambition was never the problem.Further Reading: The Ambition Penalty by Stafanie O'Connell - Join the "Magical Overthinkers Club" by following the pod on Instagram @magicaloverthinkers. - To access early, ad-free episodes and more, subscribe to the Magical Overthinkers Substack. - Pick up Amanda's book The Age of Magical Overthinking: Notes on Modern Irrationality, or listen to the audiobook. Get 20% off at https://BUYRAYCON.com/MAGICALOPEN Sign up for your one-dollar-per-month trial period at https://SHOPIFY.COM/magical Learn more about your ad choices. Visit podcastchoices.com/adchoices

Episode metadata supplied by the publisher feed · Published Aug 5, 2026

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Overthinking About Ambition

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