How To!

How To Have Happy Regrets

Dan Pink on one of our most misunderstood emotions.


Episode Notes

Courtenay has more than a few regrets, starting with her career. Despite her accomplishments as an opera singer, she wishes she’d prioritized her professional goals, become more proficient on the piano and with foreign languages. Then there are the personal regrets, like the elderly friend Courteney lost touch with — who then passed away. On this episode of How To!, we bring on Daniel H. Pink, author of The Power of Regret: How Looking Backward Moves Us Forward, to coach Courtenay through reclaiming her regrets. “We haven’t taught people how to properly deal with negative emotions,” Pink reminds us. We’ll learn about the four core regrets that most of us share and how to turn them into wisdom.

If you liked this episode, check out “How To Uproot Your Life.”

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Podcast production by Derek John, Rosemary Belson and Katie Shepherd.


About the Show

What if Dear Abby were an investigative reporter? Each week, Amanda Ripley and Carvell Wallace take on listeners’ toughest problems and, with the help of experts, find the answers to questions you’ve always wanted to ask but couldn’t. Until now.

Do you have a problem that needs solving? Have you found the advice on our podcast helpful? Send us a note at or leave us a voicemail at 646-495-4001 and we might play it on the air.

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