Ask Polly

Ask Polly

'I'm Exhausted But I'm Afraid to Take a Less Stressful, Lower-Paying Job!'

Before you rush forward, take stock of where you are and where you've been.

Heather Havrilesky
Jun 03, 2026
∙ Paid
Le Prince carnaval (1966), Pablo Picasso

Dear Polly,

Longgg time reader, first time writer. I’ve drafted letters to you in my head for years, and even used you in a therapeutic exercise where we were tasked with writing to ourselves in the voice of a “wise & compassionate person in our lives.” In my darkest periods, Ask Polly has shined a light into the g…

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