Celebrity Apprentice All-Stars Cast: Then & Now!
Bret Michaels - Now
By the time the dad of two won The Celebrity Apprentice in 2010, Michaels was a seasoned reality TV veteran. He starred in VH1's Rock of Love with Bret Michaels for three seasons and proposed to Kristi Gibson, the mother of his daughters, on the 2010 finale of Bret Michaels: Life as I Know It. The couple of 18 years called off their engagement two years later.