No specific examples, just qualms I have with GitP Iron Chef.
So many of their choices are terrible. I understand you want to pick a class that is difficult to use but some are impossible. Ardent Dilettante for example. It doesn't do a single fucking noteworthy thing. Sure you get some feats, it's hard to qualify for, it has neat flavor, but the class offers nothing to mark a character. Terrible choice. Lots of their other picks where like this too. The current pick,
Unseelie Dark Hunter offers... poor spell casting, faster mounts, faster movement(wtf?), uncanny dodge, low level spell-like abilities 1/day. How do you make a character out of this without just humoring the challenge? Green Star Adept, Stonelord, Cancer Mage, Entropomancer, and Vigilante are similar.
Sometimes they hit gold. Psibond Agent is an amazing class that I wouldn't have given a second look if not for the challenge. It offers non-mind effecting enchantment effects! Sorta. Mythic Exemplar and Animal Lord were also good picks, the classes offer choices, which helps differentiate between entries. War Chanter, War Mind, Assassin, and Master of Masks are other entries I enjoyed.
I also dislike the rules of the game. When you're asking people to optimize shitty shit you need to be open to more sources. Why are so many people against Dragon Magazine? It should be allowed. And the judges all differ on what they consider "elegence" which leads to grognards getting made because you multi-classed or you're a Elf Barbarian and it doesn't "feel right" to them.