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The Value of Regret - by Heather Havrilesky - Ask Polly

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When you dare to examine your past mistakes through a vulnerable lens, you clarify your priorities and attune yourself to your deeper values.

When you dare to examine your past mistakes through a vulnerable lens, you clarify your priorities and attune yourself to your deeper values. May 15, 2026 ∙ Paid Melancholy woman (1902), Pablo Picasso I used to be firmly anti-regret. I prided myself on having few regrets and refusing to fixate on the ones I had. “Sure, that was a mistake,” I’d say about a bad breakup or impulsive decision to quit a good job, “but it led to so many new experiences I wouldn’t have had otherwise!” (COULD I HAVE BEEN MORE INSUFFERABL… Continue reading this post for free, courtesy of Heather Havrilesky.

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