Prudence is joined this week by Harry Eskin, a moving-image archivist based in Los Angeles.

Prudie and Eskin dig into letters about if you should apologize for past conversations where you claim a heritage that you truly don’t identify as, how to talk to your mother about the way she neglected your sibling when you were children, should you preemptively write an apology on Linkedin for a racist costume you wore for your employer 10 years ago.

Slate Plus members get an additional mini-episode of Dear Prudence every Friday. Sign up now to listen. 

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Production by Phil Surkis

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