The Incredibly Poor Decisions of Todd Margaret is fucking hilarious.

"increasingly poor"

Yeah, Todd Margaret was great, and Cross was really good as Allen Ginsberg in I'm Not There. And he was probably the only reason why you should watch Men in Black II, in case you're ever stuck in a room that has two buttons, one of which loads up a DVD of MiBII and the other releases fire ants into the room and covers you with honey. Also, while I never really watched the show, he was pretty good in Arrested Development.

This, I don't know. It might have been really clever back in 2006 or '07, when the whole internet celebrity thing started to take off, but that was 13 years ago. At least in a movie with Kick-ass, the Youtube video generates millions of hits which basically births a superhero (of sorts..) this just seems incredibly boring and outdated, and any "dark surprises" Cross can throw at me towards the end won't change my mind.

*er.. "internet celebrity" = "youtube celebrity"*

His book, I Drink For A Reason, is fucking hilarious. I think he's a pretty great comedian.

My only problem with Cross, really, is that I think he's living under the illusion that he's outside of the normal realm of show business and above so many of things us commoners are (social networking, etc.), but when push comes to shove, he has to rely on these mechanisms to market his own work.
He's grown a bit hipstery in recent years in regards to that sort of thing, but I think he's tremendously talented and funny.

Right. He's got this hypocritical hipster streak that means that he thinks he can......
what you said
He's certainly confident enough to do it right or to shit the bed.

This could be good even if it's a few years too late though. There's no end in site to viral random celebrity, so I don't know if being first to this type of movie is the most important part. In general in the arts, points for first, but there are competing virtues.

Also, in the big picture, getting there first in filmmaking is usually synonymous with having deep pockets and a cadre of producers just trying to figure out what's going to be huge next year.

To be fair, that's pretty much every indie movie trailer ever, since it's already been screened at some festival or another, and pretty much every non-indie movie commercial after it's released.