Well, with Kaufman, he's won more CC's than anyone else, made 2500 comics, appears on more Favorites than anyone--any one of the three could qualify for some sort of recognition, but together, they make him a legend. I should go on about him, as he was also a positive influence on the site and many users, and his contributions in the early years through 2005 helped build and define the Stripcreator community.
With Boinky, he was prolific and certainly a large part of the community (no pun intended), but he ended up getting banned over a feud with Chubby (who was banned a month later). The uproar over Boinky's banning and protests to allow him back was a major controversy.
Who else? How about Brad? That one is a given.
ObiJo/Mandingo--won the first CC, and is second in overall wins after Kaufman. Didn't reveal himself as an alias for 2 years.
So what's the yardstick?
I don't know. Stuff like that. Hold me up to that yardstick, and I don't measure up, since I'm just a guy who has made a lot of comics over the years, but I can't say I've done anything truly remarkable. Like any wiki, it will evolve over time, but for now, I'd keep it to the pioneers and users who have stood out for some unique reason.