In the 1950s, Thompson evolved a more hard bop style and recorded with the likes of Miles Davis (Walkin'), Milt Jackson, and Oscar Pettiford. He recorded his first session as a leader as well, Brown Rose (Xanadu Records). This was also when Thompson began to grow increasingly disenchanted with the business side of music. Vultures" is what he called club managers and record company executives, who he felt were exploiting the musicians. While many other successful musicians managed to thrive in the music business, Thompson seemed unable to abide it. He was also affected by the racism he encountered while touring the U.S.
He was an expatriate for long periods in his life - France in the late Fifties and he moved to Lausanne, Switzerland, in the mid-1960s. He recorded several terrific albums there, including the aptly titled A Lucky Songbook in Europe. Other memorable sessions from this time include Lucky Strikes (1964) and Happy Days (1965). After the release of the former album, Thompson did some live dates at New York's Half Note and Little Theatre, and these recordings, which show him at the top of his game, were just released last year on New York City 1964-65 (Uptown Jazz, 2009).
He returned to the U.S. in the early 1970s and taught at Dartmouth College, in New Hampshire, for a couple of years and also did his last recordings. But his distrust of the music business lingered and he abandoned performing completely and vanished. He apparently drifted around the U.S. and Canada, sometimes homeless, even apparently living in the Canadian wilderness for a time, growing his own food. Thompson eventually settled in Seattle, but suffered with Alzheimer's dementia for years preceding his death in 2005. While Lucky's difficulties with the music business may have made him a relatively obscure jazz exile, his recorded legacy is worth seeking out.