This week’s mini episode finds Prudence visited by Josh Gondelman, a comedian who has written for Last Week Tonight with John Oliver and now writes for Desus & Mero. His debut essay collection Nice Try: Stories of Best Intentions and Mixed Results is available now. Prudie and Gondelman discuss a letter writer who’s wondering if she should to run for a political office for the love of the job, or sit it out because she hates to campaign, should you reach out to an old friend who is now a meth dealer, what to consider when your daughter’s boyfriend doesn’t offer a gift when he stays at your vacation rental. Email: prudence@slate.com  Production by Phil Surkis