Wallace moved to Detroit in 1929. Matt Wallace died in 1936 and George Thomas Washington died on March 6, 1937. For some 40 years, Wallace was a singer and organist at the Leland Baptist Church in Detroit. Mercury Records reissued "Bedroom Blues" in 1945. Aside from an occasional performance or recording date, she did little in the blues until she launched a comeback in 1966, after her longtime friend Victoria Spivey coaxed her out of retirement, and Wallace toured on the folk and blues festival circuit. Wallace recorded an album, Women Be Wise, on October 31, 1966, in Copenhagen, Denmark, with Roosevelt Sykes and Little Brother Montgomery playing the piano. She recorded another album in 1966, Sings the Blues, on which she accompanied herself on piano on the title song, with Sykes or Montgomery playing piano on other tracks. Both albums include her signature song, "Women Be Wise". These recordings helped inspire the musician Bonnie Raitt to take up singing and playing the blues in the late 1960s. Raitt recorded renditions of "Women Be Wise" and "Mighty Tight Woman" on her self-titled debut album in 1971. Wallace toured and recorded with Raitt in the 1970s and 1980s and continued to perform on her own. The duo performed the song "Woman Be Wise" on Late Night with David Letterman on April 27, 1982, with Dr. John accompanying on piano, in support of her album "Sippie". Wallace contributed to Louis Armstrong's album Louis Armstrong and the Blues Singers (1966), singing "A Jealous Woman Like Me", "Special Delivery Blues", "Jack o'Diamond Blues", "The Mail Train Blues" and "I Feel Good". She and Spivey recorded an album of blues standards, Sippie Wallace and Victoria Spivey, released in 1970 by Spivey's label, Spivey Records. In 1981, Wallace recorded the album Sippie for Atlantic Records, which earned her a 1983 Grammy nomination and won the 1982 W. C. Handy Award for Best Blues Album of the Year. Wallace's backup group was pianist James Dapogny's Chicago Jazz Band, consisting of Paul Klinger on cornet, Bob Smith on trombone and Russ Whitman and Peter Ferran on reeds. She appeared at the Newport Folk Festival in 1966 and 1967, toured Europe with the American Folk Blues Festival in 1966, performed at the Chicago Blues Festival in 1967 and the Ann Arbor Blues Festival in 1972, and appeared at Lincoln Center in New York in 1977. She appeared in the