19. Montell Jordan
Years on Def Jam: 1994-2002
Signature Def Jam Song: "This Is How We Do It" (1995)
Montell might mostly be remembered for one song—his absolutely classic "This Is How We Do It"—but lest we forget, he scored eight Top 40 hits, three gold albums, and a platinum plaque for his debut. And the Def Jam logo obviously meant a lot to him, his first post-Def Jam album was titled, Life After Def.