I've decided to include the top fifteen all in one post. Doing five at a time has disrupted normal discussion patterns, and to be honest, it's easier for me to do at once. I'm also keeping most of the original captions, not because I'm lazy (I am) but because the original author did a better job than I could have.
15. Marquette recruits really, really light skinned black kid

14. As though the picture wasn't an obvious photoshop on its own, SteveWoodardRules was kind enough to forgo capturing the last 22% of Hoffman's head, revealing his grizzled Clint Eastwood insides.

13. Fucking play me you communist!

12. Opponents Beware

11. I have a sneaking suspicion we'll be seeing a replica of this picture somewhere on next year's countdown.

10. After months of meeting with political campaign consultants, Corey Hart's 'elect Bill Hall' team came up with this gem, executing their strategy to perfection. Hart was bounced early in the voting while Hall went on to take the pink.

9. Son, it's time to stop now. Seriously, Brett, listen to your deceased father's severed head and fucking decide you pansy.

8. I like that the text here was written in pink, because Ned Yost is a fucking anti-American pinko commie.

7. I tried to hide this one in the middle so you could scroll past as quickly as possible.

6. Sveum hires old friend "Fred Shost" as special assistant.

5. SteveWoodardRules bucks the trend of scaling down players arms to fit them in pictures by magnifying Captain Neckbeard PipecleanerArm's tenfold so it could be visible to the naked eye.

4. The judges would have also accepted "so this is the page in the conventional managers guide where we walk the home run champ even though our pitcher has great splits against batters of his handedness and turrible splits against the next four players"

3. Local wind turbine Dale Sveum gives white-girl-legs-and-flippie floppies Mike Cameron the sign on a sac fly to short.

2. About as ambiguous as Clay Aiken

1. All the true legends have that moment of pure genius that hits on many levels in both breadth and depth. Michael Jackson had about 17 number 1's on Thriller. Michaelangelo had the Sistene Chapel and David. And the 2003 Marlins had Steve Bartman
and Alex Gonzalez. SteveWoodardRules' Bears post from October 08 was the single greatest collection of photos from one contributor we've ever witnessed, highlighted, naturally, by whatever the fuck is going on below. Nobody's quite sure where SteveWoodardRules gets his inspiration, but I'm pretty certain all those years wearing a magnetic helmet sleeping under power lines may have played a role. Kudos, SWR, this was a true epic.