8. 'Learning to Fly'
Petty co-wrote this song with his pal Jeff Lynne of ELO, after their collaboration with Bob Dylan, George Harrison and Roy Orbison in the Traveling Wilburys. The nostalgic video features black-and-white footage of a middle-class upbringing in the middle of the century. "Some say life will beat you down/ Break your heart and steal your crown," Petty sings, but his tone suggests he's comfortably resigned to it.