In particular, one should be skeptical of having lots of people who consistently do worse than average.
Outliers? That's actually what I would expect. People with superior prediction skills can become significantly positive. The same people could use their information backwards to become significantly negative but it is damn hard to reliably lose to a vaguely efficient market significantly if you are stupid (or uninformed).
Sorry, I should have said "worse than random". To do worse than random, one would have to take a source of good predictions and twist it into a source of bad ones. The only plausible explanation I could think of for this is that you know a group of people who are good at predicting and habitually disagree with them. It seems like there should be far less such people than there are legitimate good predictors.
It's easy to lose to an efficient market if you're not playing the efficient market's games. If you take your stated probability and the market's implied probability and make a bet somewhere in between, you are likely to lose money over time.
This essay exists as a large section of my page on predictions markets on
gwern.net: http://www.gwern.net/Prediction%20markets#1001-predictionbook-nights