 He then joined Cannonball Adderley's band in 1975.In 1977, he formed the band Answering Service with saxophonist Alex Foster.Wolff worked with other famous artists, including Frank Sinatra, Warren Zevon, Bobby McFerrin, The Thad Jones/ Mel Lewis Orchestra, Sonny Rollins, Wayne Shorter, Jean-Luc Ponty, Children On The Corner, Terri Lyne Carrington, Tony Williams, and Christian McBride.