24. (tie) Tracy Chapman
The former busker and Tufts grad tied for the 24th spot. Who did the singer edge out? Chapman narrowly fended off bids by, in order, electro-pop act Passion Pit, indie noise group Dinosaur Jr., and spunky '90s pop-rockers Letters to Cleo.
Pictured: Chapman at rehearsals for the 39th annual Grammy Awards in New York on Feb. 26, 1997.