Dear Prudence,
My brother-in-law is a 48-year-old permanent student, who lives off his parents and spends his days (by his own admission) smoking weed, watching porn, and jacking off. He is a lovely, smart, sensitive guy who just failed to launch, partly due to an attention disorder and largely because everybody in his life indulged him. I love the guy, but I do not want to be responsible for him after his parents are gone. My wife and I are both worried that he will never be able to take care of himself, but nobody seems willing to push him to get a job, clean up his act, or take any kind of responsibility, and it feels like time is running out. How do we communicate that we will not bail him out? How do you change the behaviors of a lifetime?
— The Worst Inheritance