Like Prine, Steve Earle rambled through Chicago’s Old Town School. His range is impressive, reflecting Appalachia and the Beatles and beyond. Some examples for good measure:
Earle’s changes and lyrics sounding very 1960s. The best song, Days are Never Long Enough, with Allison Moorer, from his post fall-in-love-and-relocate-to-NYC album Washington Square Serenade.
Over Yonder transcends the intentionality of politics. From his terrific album, Transcendental Blues.
For variety, a more late-60s approach: the title track to Transcendental Blues.