Rocking Celebrity Apprentice
Despite health concerns and the perception that rock stars can't be good businessmen, the Poison pioneer took the title on the Donald Trump reality series.
Blondes Really Do Have More Fun
The singer and his former flame Pamela Anderson made a pretty pair. And a sex tape.
Going Hollywood
Out to prove there's more to him than just music, the singer wrote, codirected and starred as a convicted killer in the 1998 film A Letter from Death Row.
Big Love
Michaels' VH1dating series Rock of Love proved that rock stars don't have much trouble scoring chicks. Or great ratings.
Tonys, Soprano
James Gandolfini and Michaels, an unlikely pair, appeared at the 2009 Tony Awards.
Scenery Scrape
Following his performance of "Nothin' But a Good Time," the singer shows off the results of his run-in with some scenery at the 2009 Tony Awards.
Ace Apprentice
Think this Rock of Love veteran doesn't know how to navigate a reality show? Think again. His fellow contestants—and viewers—love the guy.
On the Mend
Following his emergency appendectomy, the singer claimed he was recovering with the help of "hot nurses."
Back on the Bus
Though touring the byways of America can sometimes be dangerous, the performer continues to build on his career of more than 25 years.

