1. Jay-Z Brings Out Michael Jackson (2001)
Not only is Jay-Z the King of NY, he's also, undoubtedly, the King of Summer Jam. And not just because of his star-studded Rolodex; it's his knack for showmanship—and for surprising fans with the absolutely unthinkable at the perfect moment.
Case in point: After performing his Jackson 5–sampling hit, “H to the Izzo” during his headlining 2001 set, Jiggaman said “I know Michael Jackson better come from behind that muthafuckin' curtain."
Then he went backstage and returned with the King of Pop, sending a shockwave through the stadium. In front of an uproarious crowd, the duo struck a B-Boy pose as Jackson addressed the hip-hop heavy audience: “I love you all.”