Dear Dave,
I have a roommate, and we’ve shared the same two-bedroom apartment for about three years. During that time, we’ve always had an agreement that we would split the bills 50-50. But for the past several months, he’s been very late paying his half of the bills. There have even been a few times when he didn’t pay his part at all, and I had to cover the entire bill. We both work good jobs, so money isn’t an issue. He says he’s broke, but when I ask him where all his money goes, he just shrugs and acts like he doesn’t know. We’re good friends, so I don’t want to be cruel. How can I approach him about the situation?