You know, now that you bring that up, I wonder if he doesn't have a secret humiliation fetish. It would explain some of his more asinine moves.
You know....I once watched a documentary-movie thing called "What the (bleep) do we know?". Most of it was retarded bullshit like how the Mayans couldn't even see Columbus's ships arriving because they were something too outside their experience, or that a crazy bitch can channel the spirits of ancient Atlantis, but the video did make one point that i think is dead-on accurate and has stuck with me ever since about the nature of addiction.
What you become addicted to, is what you are USED to. We all know the person who is constantly jumping from one terrible relationship to another, always ending up with partners who abuse, cheat and abandon them. They cry and wail, and say why me?? and then go date the very same type of person who will do it to them again. They're so used to being fucked over in a relationship, that's all they want or expect. Or the 'speed junkie', the guy who races his car everywhere at top speed wether it's needed or not, and constantly gets into accidents and often loses his license and drives anyway. He's used to the high speed and dosent want to drive without it.
I think Russ might just be addicted to his plights. To loudly and publicly declare his desire for hookers and popstars and lolsuits, only to just as publicly fail in all of them. It's his pattern since his 'mission days' as a Mormon.
He may indeed have an unrealized fetish for humiliation. A different form then that guy who kept making public exposures of what a sick fuck he was on various boards, and then begged admins to remove his post, only to do it again, but it is possible he internally feels this is what he really deserves, and so he goes out of his way to make it happen.