MAGICAL OVERTHINKERS

MAGICAL OVERTHINKERS

Overthinking about starting over

This week's Magical Overthinkers ep... a day early and ad-free!

Jul 21, 2026
∙ Paid

This week, Amanda is joined by entrepreneur, former supreme court attorney and professional poker player, and author of You Can Just Do Things, Cate Hall, to unpack why starting over feels so terrifying and why it might be the very thing that leads us toward a more authentic life. Together, they chat about the fear of quitting, the sunk cost fallacy, why we crave a tidy life story, and how to tell the difference between running away from something and running toward yourself. They also answer listener thought spirals about toxic jobs, divorce, changing careers, moving across the world, getting "too old" to begin again, and whether it's ever really too late to start over.


Further Reading: You Can Just Do Things by Cate Hall with Sasha Chapin

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