Maybe you should figure that out before taking his case
He was banned by site mods 2 times in the past month. I haven't ever banned anyone before for anyone reason, but if he's repeatedly broken imgflip-wide rules enough to get deleted twice, there has to be some restriction.
He is banned from running for office this election cycle (February). If necessary, the ban can be lengthened or more strict, but if he can last till the next cycle without getting deleted by a site mod again, I would plan on removing the restriction.
You might hear that I banned him from running because of things he has posted or said, but that is not true. I'm only looking at the 2-time deletion by site mods.