This may help some: 


why are there not more ETers doing sport betting... friend's kid been pulling 7 figures 3 year straight already doing NBA lines.
Why aren't YOU betting sports? The kid could teach you.
Thanks for the response Aaron.Here's a non-sports example of pure shrinkage.
A statistics professor instructs each student in the class to pick something that is unknown today, but will be known for sure next week, and to predict it. Students can pick anything--the high temperature in Central Park on Sunday, the closing Dow Jones Industrial Average on Friday, the number of parking tickets issued by campus police during the week, whatever.
The professor bets that whichever predicted number is the largest will be an overprediction, that is will be higher than the actual value; and that whichever predicted number is the smallest will be an underestimate, the actual value will be higher. She will win each bet more than 50% of the time. You can try this and see.
The reason is that each prediction will have an error, and the predictions with positive error (the overestimates) are more likely to be the highest number predicted, while the predictions with negative errors are more likely to be the lowest number predicted. Even though the range of predictions is very wide, and the predictions are independent of each other concerning independent events, this logic holds.
The mathematical version was first proved in a famous 1956 paper, Inadmissibility of the Usual Estimator for the Mean of a Multivariate Normal Distribution. If you are estimating the mean of three or more variables, you do better to shrink the estimates toward the mean of all variables--even if the variables are unrelated to each other.
In addition to the purely mathematical shrinkage effect, when you are predicting related things there is a causal reason to shrink. If the professor gives a test to the entire class, it's likely that the highest scoring student did better than her expectation on a repeat test, and the lowest scoring student did worse than her expectation. This is often confused with both regression to the mean and reversion to the mean (which are often confused with each other) but it is conceptually different.
As to specific questions, yes, it's possible for noise to be negative. Think of it this way. Suppose the true point spreads that would make each game a 50/50 proposition are uniformly distributed with one game at -7 for the home team, one at -6, and so up up to +7. Also assume that the bookmakers err by 1 for each game, equally likely to add or subtract 1. Half the time the lowest spread will be -8, an underestimate, because the -7 spread had a -1 error. One time in four the lowest spread will be -7, because the -7 game had a +1 error and the -6 game had a -1 error; again an underestimate. So 75% of the time, the lowest spread will be an underestimate. For the lowest spread to be an overestimate, the -7 and -6 games must both have +1 errors, which only happens 25% of the time.
Obviously this is oversimplified, but the same principle applies when you add symmetric noise to true values.
SteveM said:Struggles in successful sports betting sound a lot like the struggles in successful trading....except the sports bookies are worse than the stock brokerages.
I disagree with you in the reason for moving to finance. I found it difficult to play tournaments against grinders, casinos are prepared for card counters, and bookies will just invalidate your bet. The market has none of this (at least if you're not betting against subprime mortgages), making it the optimal place to put your money. Finance just makes sense - it's far more "gentlemanly" these days.