There will probably be a plethora of cold, hard analyses of Conde Nast's acquisition of Reddit, some of which I'm sure will be worthwhile reading. However, make sure you get a look at this entry in Aaron Swartz's blog, in which he gives us a look at the deal from a more personal angle.
Maybe it's just me, but if I were his situation, I think I'd be considerably less angst-y. Actually, probably not angst-y at all. I'd likely perch myself in a suit made of hundred-dollar bills atop the tallest building in town, playing Spinal Tap's Gimme Some Money on my accordion.
Update: Be sure to check out Aaron's prior article, The Aftermath.