Breakstone came into contact with the music business early in life through his parents and siblings. His sister was a lighting technician at the Fillmore East theater, where he saw musicians such as Jimi Hendrix and Frank Zappa. Later, he became interested in jazz and was influenced by Charlie Parker and Lee Morgan. He studied with guitarist Sal Salvador in Manhattan. In 1972, he enrolled at the New College of the University of South Florida and graduated three years later. He continued studies at Berklee College of Music.