I've got a little backlog of films going on. Instead of laboring through reviews of each, I've decided to give just a few thoughts on each of them.
Momma's Man (Azazel Jacobs, 2008) 
A man at mid-life crisis decides to skirt all responsibilities and move back home. It's certainly more interesting when your parents are avant-garde luminaries like Ken Jacobs. Still, the younger Jacobs has some nice moments when dealing with how being a child never really leaves us at all.
Wilco: Ashes of American Flags (Brendan Canty, 2008) 
The live performances show a unit operating at peak potential. Beyond being a serviceable concert film, there's little intrigue or anything of interest.
Hollywoodland (Allen Coulter, 2006) 
A good noir story about the possibilities of the death of George Reeves gets bogged down with a similar story involving a down on his luck P.I. (Adrien Brody). The most interesting elements of the film revolve not so much in the characters' stories but in the subtle examinations of how classic Hollywood worked.
Fillmore: The Last Days (I can't remember, 1972) 
A clear knock-off in style from Woodstock, the performances by the likes of the Grateful Dead, Quicksilver Messenger Service, and a band called Lamb are good. The negative is that it's basically a puff piece for Bill Graham and his ego. Graham is a great guy in terms of building a musical empire but there's always been something about the guy that I've never really liked.