15. He gave us music-mogul realness on Making the Band, executive-producing the 2002-2009 MTV version of the reality show that produced acts like Danity Kane (pictured).
14. He dated Jennifer Lopez from 1999-2001—during the beginning of the J.Lo era—and it was like they were starring in one long, big-budget music video come to life!
13. His legendary White Parties, for which you better dare not show up in some shade of beige and expect to get in. Trust!
12. He can act! Just check out his thespian skills in films like Monster’s Ball (pictured) and Get Him to the Greek, plus a TV production of A Raisin in the Sun.
11. He’s a cool dad to his six kids, throwing Quincy (left), Christian and Justin lavish 16th birthday bashes fit for sons of hip-hop royalty.
10. He brought hip-hop to the Super Bowl halftime in 2004—during the same show that gave us Janet Jackson’s wardrobe malfunction!
9. He ran the New York City Marathon for chartiy in 2003, rocking a Mohawk while raising $2 million for children with donors like Jay Z and Jennifer Lopez.
8. He’s not afraid to get vulnerable, most memorably on his 1997 smash “I’ll Be Missing You,” a tribute to the slain Biggie Smalls, which became the first rap song to debut at No. 1 on the pop charts.
7. He gave us Biggie, signing the Notorious B.I.G. to Bad Boy Records and helping to produce hits like “Juicy,” “Big Poppa,” “Hypnotize” and “Mo Money Mo Problems.”
6. He produced Mary J. Blige’s 1994 classic My Life—and, as if that weren’t enough, also worked on her game-changing debut, 1992’s What’s the 411?
5. He’s a true baller and shot-caller, with his entrepreneurial ventures ranging from his Sean John fashion line (pictured) to his Revolt TV network.
4. He stays groomed and pressed. We really do believe that he wakes up like this!
3. He founded Bad Boy Records in 2004, boasting rappers like Craig Mack (left) and the Notorious B.I.G. on the roster of his hip-hop/R&B label.
2. The Diddy Bop. Need we say more?
1. All of his name changes—from Puff Daddy to P. Diddy in 2001 (pictured) to Diddy in 2005 and now back to Puff Daddy all over again. Just because he can.
