The issue I had with /r/jailbait is that it clearly involved photos where the age could not be verified, nor the user permission, regardless of violentacrez's supposed moderation. (Did he personally track the subject of every image, the date it was taken, and their birth certificate?) It should never have been allowed from the get-go. I thought it highly unwise they allowed it as long as they did (same with upskirt subreddits). While I think there are also serious risks with /r/gonewild and similar (in terms of pictures being posted without permission, the best mods in the world can't totally police that) at least its intention is self-posting. That was never the intention of /r/jailbait. Its aim was to post images of teenagers who looked borderline age of consent. Ultimately the issue is whether Reddit ever needed to be a porn site to gain sufficient traction? Maybe it did. Maybe it was simply a business decision to tolerate (and still tolerate) all that shit.
The issue Reddit faces is simple: If they want to control content, they need the tools to control content. If they lack the tools to control content, they must rely on social engineering. I would go as far as saying anything with nudity should be well-firewalled deep into Reddit. Require a credit card at least. But the twin problems with this are (1) see previous comment about tools (2) 80% of Reddit's traffic, as of 2011 at least, was porn search. And yes. "Jailbait" was one of the principal search terms. There's a world of difference between the traffic stats Reddit advertises and what a paid report from any of the CPM sites will give you. Reddit is a porn haven.
Knew a guy in charge of "the internet" for all of one of the big 5 studios (Sony, Warner, Universal, Disney, Paramount). Bigtime redditor. Tried to sell said same studio on Reddit. Said same studio paid for the actual traffic reports, as opposed to the stuff Reddit usually hypes. Reddit is radioactive with porn.