Now, what's the lesson here? Is there one?
I don't think Tobey Maguire is exhibiting a gambling addiction or a problem of that nature. But, then again, I don't know if he is going to casinos at three AM in order to play a bucket of quarters. What I think went on here was the classic example of how socializing with friends got out of hand.
Maguire really just wanted to hang out with friends and throw some movie actor money around. He has the right to do that. There's a bit of ego involved as well--taking a large amount of cash off of a fellow actor or celebrity is like parasailing naked over the crowd at the Rose Bowl. Whatever he was chasing, forget about the settlement. What matters is that Maguire now has to find a safe, legal, and secure way to play poker with his buddies. That's all.