Oddly enough it's a good way to learn both. Or at least putting cash on the line gives you the incentive to do so.

Another game I like recommending is Fluxx. It teaches you how to lose. The game is very chaotic and there are things that can happen which cause you to just lose. Or just win. There is some amount of skill involved, but you can be forced in a situation where you cause someone else to win randomly. You learn to divorce your efforts from the immediate results and to accept loss and move on. Partly because the games are pretty quick.