Dear Prudence,
I have a younger brother “Jay,” who, although he’s in his mid-30s, is a man-child who refuses to learn how to handle life. I could go on and on, but there is one issue for the sake this letter. For background, a few years ago, Jay received a monetary settlement after he was injured in an accident. With that money, he bought a small house outright. Recently, my parents told me that eventually when they pass, I will have to be responsible for paying the taxes on Jay’s house. Not with my money—they will leave some money in their will, but I will have to make sure the taxes get paid because Jay will never remember to do it. My parents, especially my mom, enable Jay so much. They don’t give him a lot of money, because they don’t have a lot, but they do things for him that as a grown-ass adult, he should figure out how to do on his own. I told them on no uncertain terms that I was not managing his life for him, and they got really upset and said they couldn’t believe I’d let him lose the house and let him be homeless. I’m not sure what to do. I don’t want to placate them by just saying yes because I’m not going to do it, and they need to start teaching my brother NOW that he needs to be responsible for his life! How do I have this conversation with them?
—Not My Brother’s Keeper