Woodie Guthrie had an Anti-trump song in 1954 (Old Man Trump about Donald's Dad)
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Woodie Guthrie was more of a folk music guy than a country music guy, but the point still stands.
I'd also be extremely surprised if there was any, as much as a single (sentient) individual, overlap in the Trump and Guthrie fanbase.
It's more common than you think. Based on my dad's taste in music you'd think he was a socialist revolutionary. In reality he's a "not political" hardcore Trump voter. There's not an ounce of critical thinking to be found inside that brain.
Yeah, come to think of it, Trumpers also seemed to enjoy RAtM a lot until they got all political.
I dunno. You'd think the same thing about Rage Against the Machine, yet here we are.