A close friend in college, could add columns of 2 and 3 digit numbers in his head faster than you could do it on a calculator. But he decided he liked drugs more than anything else. Now living in Section 8 housing in a ghetto project, on SSI (disability through Social Security). He could afford to move to a nicer place but won't ("It's too much work"). I think it's because where he lives now he can get drugs easier.
He spent 2 years trying to get SSI and they finally ruled in his favor. When he was told he won, he called me to say he was going to get a large check for retro payments in 6-8 weeks, and asked if I could come visit him in a month so I could help him figure out how to manage the money before the check arrived, and I agreed.
A month later I called to see when he wanted to get together. He said it wasn't necessary. The check had arrived the week after the ruling. He didn't call me to tell me. In the three weeks after it arrived he had spent it ALL, $40,000, on crack. He was all matter-of-fact about it, just said that he appreciated that I would have helped him but now that the money's gone, we don't need to do anything.
I think he knew the check was going to show up quickly, but I never could figure out why he played the game of "come help me manage my money".