We always play for money. Its nothing for all of us to have some type of Nassau with each other. There are about 10-16 of us that play together on a normal basis every weekend and a few times during the week in the summer, so our 4somes change at times. We all know each others game and true handicap so you negotiate strokes before round and go. Then we always do some type of game in each 4some that involves 1 dollar points and no more than 4 presses per 9 holes. So its nothing to be on 15 or 16 and playing for 16 dollar points. Makes the game fun. If someone is playing bad they always grind it out and not just out there screwing around like nothing is on the line. I have lost up to 200 in a day, but I have won almost 400 in a day.
Now this is what I meant with I said that too much would destroy the fun part. A wager like this would never include me. This is big money, and there is no way I'd be a part of it. The games I like are more in the category where a horrid day where I lost most skins and all 3 round robin matches would still cost me around $10. My father-in-law and his buddies used to play bingo-bango-bongo for nickels. After 9 holes you might drop 25 cents.
In both cases, the wager is just an alternate way of keeping score and spicing up the round, not something that you could actually go out and spend on anything useful. Winning or losing $200 or more on a single round would make the game far too serious, if anyone in my circle was even willing to contemplate such a venture.