In particular, one should be skeptical of having lots of people who consistently do worse than average.
I think, though, that it would, in fact, be worthwhile to do the analysis combining 2008 and 2010. I think Paul Krugman had already started panicking by then.
More interesting might be to see how much data it takes for prediction markets to beat most/all pundits.
I would expect Krugman to suffer penalties over the last few years; I don't read him very much, but he seems to have gotten much more partisan and inaccurate as time passes.
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