1. "Freedom! '90"
"Freedom" remains one of the most self-reflective, self-aware pop singles of all time, with Michael directly addressing his rise, his appeal and his desire to stick around while being able to expressive himself creatively with no restrictions. The song even shares a title with a Wham! song, but so as to not confuse listeners, the year is added. The David Fincher-directed video served as a piece of legendary art from his history with supermodels like Christy Turlington, Naomi Campbell and Cindy Crawford lip-synching to the song.