From 1962 through 1992 Alpert signed artists to A&M Records and produced records. He discovered the West Coast band We Five. Among the notable artists he worked with personally are Chris Montez, The Carpenters, Sérgio Mendes and Brasil '66, Bill Medley, Lani Hall (Alpert's second and current wife), Liza Minnelli and Janet Jackson (featured vocalist on his 1987 hit single "Diamonds"). These working relationships allowed Alpert to place singles in the Top 10 in three different decades (1960s, 1970s, and 1980s).