Born on a farm near Dora, Missouri, Cropper moved with his family to Memphis at the age of nine. Cropper acquired his first guitar via mail order at the age of 14.
He admired guitarists including Tal Farlow, Chuck Berry, Jimmy Reed, Chet Atkins, Lowman Pauling of the Five Royales and Billy Butler of the Bill Doggett band.
Cropper and guitarist Charlie Freeman formed the Royal Spades, who eventually became the Mar-Keys. The name referred to the marquee outside Stax studios, known as Satellite Records at the time. Eventually, the Mar-Keys began playing on sessions and had a hit single of their own with “Last Night” in 1961.
Besides being impressed with the young guitarist’s playing, Stax Records president Jim Stewart saw professionalism and maturity beyond Cropper’s years. When American Records founder Chips Moman left Stax, Cropper became the company’s, A&R man.
He became a founding member of the Stax house band Booker T. & the M.G.’s, along with Hammond organ player Booker T. Jones, bassist Lewie Steinberg (who was replaced by Donald “Duck” Dunn soon thereafter) and drummer Al Jackson Jr. As a house guitarist, he played on many recordings such as “(Sittin’ On) the Dock of the Bay,” co-written with and performed by Otis Redding and Sam & Dave’s “Soul Man” on which he was mentioned by name. When Cropper played on the song’s remake by the Blues Brothers, lead singer John Belushi again mentioned Cropper.