Honestly, based on all indicators from the press over the last couple years, Weev has been a fairly miserable human being on most accounts, interested in causing disruption and not much else. The New York Times in particular did a very good expose on a number of individuals (Including Weev), covering their behaviors over the last couple of years, and their admitted trolling behaviors.
Here is a gem, highlighting some of his conduct.
Weev, the troll who thought hacking the epilepsy site was immoral, is legendary among trolls. He is said to have jammed the cellphones of daughters of C.E.O.’s and demanded ransom from their fathers; he is also said to have trashed his enemies’ credit ratings. Better documented are his repeated assaults on LiveJournal, an online diary site where he himself maintains a personal blog. Working with a group of fellow hackers and trolls, he once obtained access to thousands of user accounts.
I first met Weev in an online chat room that I visited while staying at Fortuny’s house. “I hack, I ruin, I make piles of money,” he boasted. “I make people afraid for their lives.” On the phone that night, Weev displayed a misanthropy far harsher than Fortuny’s. “Trolling is basically Internet eugenics,” he said, his voice pitching up like a jet engine on the runway. “I want everyone off the Internet. Bloggers are filth. They need to be destroyed. Blogging gives the illusion of participation to a bunch of retards. . . . We need to put these people in the oven!”
I don't know why people would do, or admit, things such as what the New York Times describes (usually it involves some kind of mental disorders)...but in the end, it all caught up to him.