Crackpot and Survival of the Fittest are my top two contenders for the Short category, though I feel that the latter used the time more effectively and had better cinematography overall. No Hard Feelings is also pretty good. The Mann Co. Symphony is wildly different from the other entries, so I can't compare.
For Action, I'd go with Chinatown Getaway and Lil' Guardian Pyro, too. Heavy Hitting was a bit slow for me. And I feel Wizard's Wrath suffers heavily from the poor framerate, more than the just "kinda" fleshed-out development.
Quest of the Demoknight isn't of exceptional visual quality, but hey, it's the Comedy category; the guy that made all those Team Service Announcements has got that down pretty well. Office Fortress takes a while to pick up; it really starts becoming enjoyable halfway in. Meet the Workshop has humor for the TF2 crowd, but that may or may not be a dead horse at this point. Disruption just came off as weak.
Run and Till Death Do Us Part Two are my picks for Drama. Frozen in Love was okay; definitely seemed like a lazy tactic with the time-freezing. A Fragile Dream was, erm, something.
Overall, Lil' Guardian Pyro or Survival of the Fittest for this year. Both deserve to win at their respective categories; who deserves Best Overall is debatable.
That's all I got.