A black and white picture of Bob Dylan and Paul Simon playing guitar onstage together.

Paul Simon and Bob Dylan both rose to prominence in the 1960s with similar styles of music. Naturally, people drew comparisons between the two musicians, which Simon resented. He was competitive and didn’t think he and Dylan were a match on a philosophical level. Still, he attempted to emulate one unique feature of Dylan’s voice. He said he was never able to achieve it, though.

A black and white picture of Bob Dylan and Paul Simon playing guitar onstage together.
Bob Dylan and Paul Simon | Larry Hulst/Michael Ochs Archives/Getty

Paul Simon didn’t appreciate the way Bob Dylan put people down

Simon always admired Dylan, but he began to take issue with the “Tangled Up in Blue” singer when he drunkenly laughed all through a Simon & Garfunkel show. Though writer Robert Shelton, who was with Dylan, insisted it wasn’t malicious laughter, it hurt Simon’s feelings.

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