How to Know When to Quit (And When to Keep Going) episode artwork

EPISODE · Nov 14, 2025 · 17 MIN

How to Know When to Quit (And When to Keep Going)

from Brutally Anna · host Anna Kai

This week, I’m closing the chapter on Brutally Anna by talking about mile 20—of the New York City Marathon, yes, but also of life. I ran that race back in 2017, and the thing about a marathon is you always know how far you have left. In life, you don’t. And this year felt like mile 23 for me: mentally brutal, spiritually draining, career-wise confusing, and laced with the kind of disappointment that makes quitting look like relief. But pushing through reminded me that the breakthrough always comes after the part where you think you can’t keep going. I get into the messy middle of my career, how I’m retraining my brain, why I’m stepping back from podcasting for now, and why giving up the right things is sometimes the smartest, bravest way to get to your own finish line. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Episode metadata supplied by the publisher feed · Published Nov 14, 2025

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How to Know When to Quit (And When to Keep Going)

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