Dylan was left of center In the early to middle 60s, mostly in reaction to the Jim Crow laws still in force at the time. Heck, Charlton Heston marched with King and was proud if that till the day he died. Personal freedoms and all that.
Bob’s music matured in the late 60s through the 70s into some real good stuff. Though his vocal styling were NEVER his forte.
Yet Dylan did have an affection for Barry Goldwater even when the civil rights struggle was still going on.
He liked Goldwater's "authentic" cowboy persona which he said reminded him of Tom Mix, and he loved freaking out his more political more conventionally leftist friends.
Sometimes it can be hard to tell if Dylan is serious or joking and if he's a genius or an idiot, but it is refreshing that he wasn't the stereotypical left-wing folk singer.
How is being pro-liberty and pro-equal justice under the law a left-wing thing?
Jim Crow laws were left of center, supported by Democrats. Conservatives do not oppose equality.
Those who say that all whites are racists who want to bring back slavery are lying or delusional