This is another one of those roundup list style posts wherein taste and subjectivity will vary wildly like a rabid dog, with one camp saying, are you kidding me? You included that? Or, WTF? You didn't include Pink Floyd's The Wall? Are you a freakin' zombie? But the truth is, these are among the best in my opinion, and I don't think I'll be alone here in listing these five, and I'll offer as a caveat that it was probably stupid in the first place to try to narrow it down to five, so the hell with it. Here's five. Don't like 'em? Make your own damn list next time.

1) <strong>Martin Scorsese's The Last Waltz</strong>
Whether or not you like the music is almost totally a non issue. So what if you've never painted a house and you have no idea how to appreciate "classic rock" which is pretty much besides the point. You know Bob Dillon. He trumps all musical styles. He's a friggin' icon for chrissakes. Anyway. When he finally put together a back up band after going electric, his band was called The Band. You should take that to mean exactly what it sounds like. So good, they should be referred to as The Band, as in, The Only Band. Anyway. They put together a final show after touring for nearly all their lives, and invited many of their friends and coincidentally also musical luminaries of the sixties and seventies to come up on stage and join them for a tune or two. <a href="http://www.imdb.com/title/tt0077838/">The Last Waltz</a> was filmed amazingly by Martin Scorsese. 1978. 117 minutes.
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2) <strong>Straight, No Chaser: Thelonius Monk</strong>
Jazz enthusiast or not, those cats from decades past were from another planet, and film absolutely loves them. Too bad you weren't around to visit a Harlem night club in the fifties or sixties, or even better, to have visited Paris to see some expatriates play to a crowd that was actually smart enough to try to understand what they were doing and maybe even appreciate it. Produced by Clint Eastwood of all people, this fine documentary is also (bit of trivia here), the <a href="http://www.mattybyloos.com/music/monk-straight-no-chaser-1988-ill-flip-ya/">origin of Fenster's line, I'll Flip Ya, I'll Flip Ya Fo Real</a>, from the movie which you probably are a fan of, The Usual Suspects. Shot in black and white, and totally compelling, based on the life and concerts of the jazz great, <a href="http://www.imdb.com/title/tt0098465/">Thelonius Monk</a>. 1988, released in 1990. 90 minutes.
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3) <strong>I Am Trying to Break Your Heart, Wilco</strong>
Some of you may not be fans, and some of you might not even have ever heard of Wilco. My guess is that a lot of you will know of them, maybe know only a bit about their music, but maybe never have seen this masterwork of cinematography. In this film, first-time filmmaker and award-winning photographer <a href="http://www.imdb.com/title/tt0327920/">Sam Jones documents the recording of Wilco</a> as they write, record and produce their album, "Yankee Hotel Foxtrot." In the process, singer Jeff Tweedy deals with vomiting and migraines, guitarist Jay Bennett pulls a diva move (open to interpretation) and quits the band, and the record company essentially backs out of the deal while handing the completed album, rights and all, back over to the band. A real story of musical beauty and creation, with, again, unreal film-making talent behind it. And literally some of the most gorgeous opening film credits ever put on to a screen. 2002. 92 minutes.
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4) Dig! Featuring the Dandy Warhols and the Brian Jonestown Massacre
Footage comparing what essentially amounts to the two roads that any contemporary musician has to choose from when taking the rock walk into wherever it lands them. As mostly narrated by Courtney Courtney Taylor of The Dandy Warhols, the documentary chronicles these two bands, and their messianic lead singers, as they descend into drugs and madness on the one hand, and pop star celebrity on the other. Anton Newcombe, lead singer of the BJM, is among the most interesting and somewhat tragic figures in recent music history, if you buy into that kind of thing. Darling of record A&R people but never quite tipping over beyond cult and insider status, the Brian Jonestown Massacre developed a reputation for mayhem that was beyond well-deserved. On the other hand, the Dandy Warhols seemed to figure something more practical and constructive out about being in a band and living a life -- it's up to you, the 

5) The Clash: Westway to the World
Joe Strummer should be your idol if you are making music, I don't care what kind. Deep without being pretentious, punk without trying, an icon in his own right with so much humility and clarity and self awareness. The story of The Clash is like a lot of stories of bands coming together and falling apart, only most of those other bands were never as good as The Clash, either as individual musicians or as a collective. For those of you who came to punk music through American versions, or merely starting and stopping with the Pistols, educate yourself and see exactly what was going on back in the late '70s in the UK. <a href="http://www.imdb.com/title/tt0321711/">Westway to the World</a> is way too interesting to miss, and chock full of DVD extras when you buy or rent. Don Letts, director. 2000. 79 Minutes on the UK Director's Cut.
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Yes, yes, yes. No docs on the Rolling Stones, no inclusion of No Direction Home or Spinal Tap or The Wall or The Kids Are Alright or We Jam Econo or The Sex Pistols or The Ramones or even Woodstock. Sorry. I think if I had to narrow it down to just five, and five that I would want to watch over and over and over again, that's my list. Would I rather give you 25? Yes. But it would take way too much time. Trust me.
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