With the Electric Flag's horn section in tow, Miles split to form his own group, the similarly eclectic Buddy Miles Express. Signed to Mercury, the group issued its debut album, Expressway to Your Skull, in 1968, with Miles' fellow Monterey Pop alum Jimi Hendrix in the producer's chair. In turn, Miles played on Hendrix's Electric Ladyland album, and later took part in an all-star jam session that resulted in Muddy Waters' Fathers and Sons album. Hendrix also produced the Miles Express' follow-up, 1969's Electric Church, and disbanded his backing band the Experience later that year; shortly afterward, Hendrix, Miles, and bassist Billy Coxformed Band of Gypsys, one of the first all-black rock bands. Bluesier and funkier than Hendrix's previous work, Band of Gypsys didn't last long in its original incarnation; Miles departed in 1970, replaced by Experience drummer Mitch Mitchell, but not before his powerhouse work was showcased on the group's lone album, the live Band of Gypsys.
After backing John McLaughlin on 1970's Devotion, Milesreturned to the role of bandleader and recorded his most popular album, Them Changes, in 1971; it stayed on the charts for more than a year, and the title cut became Miles' signature song. From December 1971 to April 1972, Milestoured with Carlos Santana, which produced the CBS-released concert document Carlos Santana & Buddy Miles! Live!; recorded inside an inactive volcano in Hawaii, the album sold very well, climbing into the Top Ten. Miles cut a few more albums for CBS, participated in a short-lived Electric Flagreunion in 1974, then moved to Casablanca in 1975 for a pair of LPs. Aside from a one-off album for Atlantic in 1981 (Sneak Attack), Miles kept a low profile over the next decade, partly to battle personal problems.
Miles returned in 1986 as the lead voice in a TV ad campaign that featured clay-animated raisins singing "I Heard It Through the Grapevine"; the ads proved so popular that a kid-friendly musical franchise was spun off, and thus Miles became the lead singer of the California Raisins, performing on two albums (mostly R&B covers) and a Christmas special. Additionally, Miles rejoined his old friend Carlos Santana as the official lead vocalist of Santana during part of the late '80s, making his studio debut on 1987's Freedom. In the early '90s, Miles played with Bootsy Collins (both solo and as members of Hardware), and in 1994 he formed a new version of the Express and recorded Hell and Back for Rykodisc. Miles Away From Home followed in 1997 on Hip-O. Miles toured steadily through the '90s, and subsequently formed a more straightforward blues band called the Blues Berries with guitarist Rocky Athas; their first album, Blues Berries, appeared on Ruf in 2002. AMG.