In this episode, Joel Anderson (host of Slow Burn and writer of Emotional Investment) joins Prudie (Jenée Desmond-Harris) to answer letters from readers about when to stop funding a “train wreck” daughter’s lifestyle, how to deal with watching your parents take expensive vacations when you’re broke, and whether to seek replacement costs when a friend’s drunk uncle destroys your expensive guitar. If you want more Dear Prudence, join Slate Plus, Slate’s membership program. Jenée answers an extra question every week, just for members. Go to Slate.com/prudieplus to sign up. It’s just $15 for your first three months. This podcast is produced by Se’era Spragley Ricks, Daisy Rosario, and Jenée Desmond-Harris, with help from Maura Currie. Learn more about your ad choices. Visit megaphone.fm/adchoices