Season 1, which originally aired in 2004 ... regular “Apprentice” seasons and seven “Celebrity Apprentice” seasons, which were won by Piers Morgan, Joan Rivers, Bret Michaels, John ...

1. Bill Rancic, season 1 Rancic, who won the very first season in 2004, capitalized on his "Apprentice" success as a motivational speaker and bestselling author in addition to his business ventures.

In The Apprentice’s debut season, Donald Trump was the show’s ... “But I fought back, and I won — big league. I used my brain. I used my negotiating skills. And I worked it all out.