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With a biopic about Bob Dylan about to reach screens, we examined the last time that the Voice Of His Generation attempted to translate his songwriting style to cinema. MASKED AND ANONYMOUS (2003) finds Dylan working through his ambivalent feelings about politics, while also struggling to keep up with a hilariously overqualified cast.

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Iain

Dreamt last night that I was in a festival parking lot, watching Dylan perform on TV. The real Dylan walked toward me, past the image of himself, and made some inscrutable comment. Woke up to the new episode notification and instead of a scorching takedown of the new biopic, it was this, which is infinitely better! I guess that's what dream Bob was getting at.

Victor Holmberg

Perfect timing dropping this just before Bob day!

MOC

Dunno lads, critical solidarity with Ebert here...

Jeremy Hawkins

With the Ebert talk recently, I've been thinking about him and I think one of the reasons that he rose to the top, especially as a commercial, consumer report style critic is that he's an idealist in the Hegelian sense. Bob Dylan was always going to be a problem for him because he has that voice and therefore shouldn't be a singer. In don't look back he doesn't play that secular saint role celebrities like Paul McCartney does, therefore he shouldn't be a celebrity. But Marty *does* play the role of appreciator in chief and Roger can appreciate him in that context. I think that if Roger Ebert were in The Exterminating Angel that he wouldn't be able to leave that room.

Iain

I haven't seen it as yet but it seems to be a pretty straightforward retelling of the most well-trodden moments in Dylan's career, with Chalomet's performance being the main draw. I'm not sure how much the heads are supposed to get from it. Someone, somewhere said, "We need a Walk The Line for Bob Dylan". That man was also the director of Walk The Line.

Oliver Crane

Hahaha…yes! God that Ebert review is so awful - like, whatever about hating the movie or thinking he can’t sing, but the idea that he has no interest in entertaining people? He had just put out Love and Theft, a record where he’s got this new persona of an old-timey entertainer, complete with dumb jokes and romantic ballads (not to mention some of his best songs in 25 years). And it’s always a little aggravating to hear someone talk about his lyrics as so endlessly cryptic when half of them are just downbeat love songs.

Oliver Crane

Also I can’t remember if I’ve commented about this before, but have you ever read Really the Blues by Mezz Mezzrow, which Dylan, uhh, sampled/repurposed/plagiariazed bits of for Chronicles? It’s a deeply stylized memoir of a middle-class Jewish kid who left home to pursue his musical obsessions and meet his musical heroes, and had a very interesting evolution of his persona and identity. He was a jazz obsessive in the late 20s who got to play in bands with Louis Armstrong and tons of other early jazz legends. However this was less due to his being a great musician and more due to being a great drug dealer. It’s mainly written in the hipster slang of that period.

Jack Frayne-Reid

That hypothetical lesser Dylan song Luke described sounds like the greatest fucking song of all time.

Zach Hurley

agree 100%. he’s an incredible wordsmith and clearly has so much fun with abstraction, but acting like his songs are indecipherable and contain hidden messages is just plainly wrong. the songs on Love & Theft are Highway 61 Revisited-level good

Zach Hurley

came to this pod through Jokermen Podcast so i’m happy to hear Luke’s take on this as well! If I could suggest a few other great musician-led films, David Byrne’s True Stories and Neil Young’s Human Highway would be perfect to discuss imo. Two very funny movies that feel both of their time and ahead of it.

Colin Earner

Gotta push back at the “Saved” slander. “Pressing on” breaks my heart. Could go toe to toe with any of his more uniformly appreciated songs.

foreversincebreakfast

The Plugz were the band backing Dylan on his ‘84 Letterman appearance. They were a punk band from Los Angeles. One of my favorite TV music performances of all time.

Alex Washington

Sorry, what am I missing? Why on earth are we being greeted by an ode to slavery at the top of the show?

Dan Young

I'm a big fan of the Ebert bashing, I know he has many virtues but anything to chip away at his persona of THE film critic is welcome. The man has countless bad takes and his writing style is incredibly aggravating when he writes about something like Walker, Mandingo or Bob Dylan.

Anthony

True Stories is a perfect film for the pod. Where’s a superdelegate when you need one?!

Shane

Human Highway will be on my list now, new one for me, thank you. I joined Jokermen from this pod! Nice swap.

Shane

Congrats on the growth. Y'all earned it and deserve it, even tho "deserves got nuthin to do with it."

KA

Funny to hear Dylan is all over Twitter right now— someone ask him to re-release Blood on the Tapes! So much better than the other bootlegs of that album, but very hard to find

Alex Moore

Hey, congrats on the 2000 Patreon subs! I happened to listen to your episode on Nostalgia Critic's "The Wall" review today, and wouldn't you know it, you mention covering To Boldly Flee if you ever hit 2000 subs (timecode: 44m 13s in). I know you're men of your word.

Josh Bayer

Not to sound like a freak, but in my experience Masked and Anonymous is a masterpiece. I haven’t seen it for a few months but I remember the Val Kilmer scene being very unrepresentative of an otherwise great film, the most aimless scene in an otherwise strange feverish caustic movie. Dylan’s footprint as an actor is pretty skewed and could be considered to be non existent but that tracks with his enigamatic personality and his relationship with visual art forms.

dan

I like these episodes because I like to hear anyone talk about art they’re passionate about (keep ‘em comin) but I just really do not understand people my age caring this much about this guy. not hating, juuuust does anyone else feel the same?

Brian

It’s true the Christian period is not fantastic but “Slow Train Coming” is really up there for me.

Hunter Haynes

Boys please please never stop talking about Dylan! I will take all you got.

James Browning

Ah a fellow sicko YouTube music listener! Sickos!Our numbers are growing! You aren't alone Luke! I recently checked out "Inside Llweyn Davis". Kinda Dylan adjacent/inspired. It was quite good. I slept on it until recently scrolling criterion channel. Congratulations on the 2000 subs! Happy 2025 to you both and all Michael and Us nation!