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

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

Update: 2025-11-14
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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.

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

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

Anna Kai