'Positively 4th Street' was the only single of the collection not either later released on or taken off a long-playing album, having been recorded during the sessions for Highway 61 Revisited. The remaining six tracks all made the Billboard Top 40 in 19. 1 hit for The Byrds in the summer, and the Turtles took a folk-rock version of 'It Ain't Me Babe' to No. In 1965 a truncated rock and roll version of 'Mr. 9 as a single release in the United Kingdom. 2 hit single for Peter, Paul and Mary, and that in 1965 'Times' made it to No.

It is worth noting that in 1963 ' Blowin' in the Wind' became a No. Tambourine Man', all tracks on this album were released as 45 rpm singles in the United States during that decade.

With the exception of ' The Times They Are a-Changin'', ' It Ain't Me Babe', and ' Mr. Greatest Hits serves as Dylan's de facto singles collection for the 1960s. With no activity by Dylan since the end of his recent world tour, and no new recordings on the immediate horizon (the sessions that would in part be released in June 1975 as The Basement Tapes were still months away), Columbia wanted new product to continue to capitalize on Dylan's commercial appeal, so released Bob Dylan's Greatest Hits, the label's first Dylan compilation. Greatest Hits presented Dylan's first appearance on records after his praised Blonde on Blonde double-LP of May 1966 and his motorcycle accident of that summer.

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