After The Big 3, Rose went solo, and by 1966, his prospects had improved. In November of that year, he played two gigs at the Fillmore Auditorium in San Francisco; headlining were the Grateful Dead and Jefferson Airplane. CBS Records signed Rose to a multi-album record deal; the first album, "Tim Rose", came out in 1967. It featured a new version of "Come Away Melinda" and "Long Time Man" (a version of the traditional "It Makes a Long Time Man Feel Bad", which was also previously recorded with The Big 3) as well as his versions of two songs that would become standards: Billy Roberts' "Hey Joe" and Bonnie Dobson's "Morning Dew". Both were released as singles, and would be further covered by many artists, from the Grateful Dead to Clannad. Backed up by a trio that included William Lewis Wexler on keyboards and flute, he played at such clubs as Basin Street West in San Francisco and Le Hibou in Ottawa, Ontario. He also played on numerous recording sessions, including backing up Eric Weissberg.