[ArtMonkDrillz]

I think the main thing that would get annoying is the fact that all your friends would most likely be working. It's one thing to go to bars or play poker (in person) or whatever with other people, but if you're alone all the time that's when you get bored.

BSB sort of touched on it, at least most of his friends are also doing nothing so they can get together and figure out ways to pass the time. For the most part, all of your friends are going to bed early on the weekdays and they'll probably use their weekends to get stuff done, like going to Home Depot or maybe Bed Bath and Beyond if there's enough time. That's why you'd get bored rather fast.

If I were to become instantly set for life through the lottery or a lawsuit or something I think I would try to bankroll some friends just so I'd have people to hang out with when I want. No wonder rich people have entourages.