QUOTE(thekohser @ Tue 31st May 2011, 12:06pm)
The Wikimedia Foundation certainly does have a history of former employees not moving on to anything more substantial, doesn't it? I'm thinking of Danny Wool, Carolyn Doran, Brad Patrick, Brion Vibber (who returned to the WMF fold), and Mike Godwin. Any others I've missed? Is this a sort of pattern, or am I just cherry-picking?
In all fairness, if there were WMF employees who had gone on to better jobs, we probably wouldn't hear about them. Most companies don't make a public show of their technical and fundraising hires anyway, and the newly-hired person himself/herself isn't likely to make a point of publicly saying, "look at me, I used to work for the Wikimedia Foundation and now I'm a junior executive for {name of better-run, more respectable organization}."
Then again, it probably depends on the company. Most colleges and universities announce new hires in nearly all areas, for example - but colleges and universities are probably less likely than most to hire people from an outfit like the WMF.
QUOTE
It's kind of like former head coaches of the Detroit Lions -- none move up the totem pole after their stint in the Motor City.
But Matt Millen and Steve Mariucci both do a good job as TV analysts, at least...?