Actually, there was an excellent book written about three years ago( the title escapes me) about a handful of professional sports bettors(sic) who travelled to Las Vegas each winter to make their living betting on college basketball. One guy, who struck me in particular, was a guy from Rhode Island, who had gone to an Ivy League school (U of Penn) and had been making his living doing this for years. He studied statistics, knew when a spread was weak(strong) and usually bet a pretty good sized chunk and spread his bets across a number of events( games).
The particular winter that the author spent with this guy was a brutal one for him. He was getting clipped on a consistent basis by what he called "fluke" events. He also found that the game was changing tremendously and that the house(Vegas) was becoming more efficient.
At the same time, the author focussed alot on the betting houses and the risks that they had to deal with on a neverending basis. Namely making markets in alot of sporting events that they may not have a significant edge in. Taking in bets on long shots of "futures" bets...and all of the sidebets that they set up during big event games like teh SuperBowl or the Final Four. Outcomes which they could not effectively "game" in advance...
This book really had alot of parallels to the trading game, IMO. Some people might not agree, but it was very clear how the different classes of speculators worked in that industry (individual vs the house), in many ways very similar to how it acts in the markets, in particular the listed stock market...