<P> As of season 14 , 229 candidates have competed , one of whom has competed three times -- Omarosa Manigault - Stallworth competed in both season 1 , season 7 , and season 13 . The youngest competitors include Jessie Connors and Chris Shelton , who appeared on the show at age 21 . At age 75 , Joan Rivers of season 8 was the oldest candidate to both appear on the show and win the competition . There have been six instances in which a candidate left The Apprentice for reasons other than being eliminated by Trump . Overcome by stress , Verna Felton of season 3 `` just packed up and walked out '' . Michelle Sorro of season 6 quit after determining that the competition was `` too much '' and `` not worth it '' . Actor Vincent Pastore of season 7 resigned due to a conflict with Piers Morgan . Olympic sprinter Michael Johnson of season 9 quit due to a personal family situation . During season 11 , baseball player Jose Canseco quit due to his father 's illness and NeNe Leakes left due to a conflict with Star Jones . The fifteen winners of the show , in chronological order , are Bill Rancic , Kelly Perdew , Kendra Todd , Randal Pinkett , Sean Yazbeck , Stefanie Schaeffer , Piers Morgan , Joan Rivers , Bret Michaels , Brandy Kuentzel , John Rich , Arsenio Hall , Trace Adkins ( the first All - Star Celebrity Apprentice ) , Leeza Gibbons , and Matt Iseman . </P>
<P> As of season 14 , 229 candidates have competed , one of whom has competed three times -- Omarosa Manigault - Stallworth competed in both season 1 , season 7 , and season 13 . The youngest competitors include Jessie Connors and Chris Shelton , who appeared on the show at age 21 . At age 75 , Joan Rivers of season 8 was the oldest candidate to both appear on the show and win the competition . There have been six instances in which a candidate left The Apprentice for reasons other than being eliminated by Trump . Overcome by stress , Verna Felton of season 3 `` just packed up and walked out '' . Michelle Sorro of season 6 quit after determining that the competition was `` too much '' and `` not worth it '' . Actor Vincent Pastore of season 7 resigned due to a conflict with Piers Morgan . Olympic sprinter Michael Johnson of season 9 quit due to a personal family situation . During season 11 , baseball player Jose Canseco quit due to his father 's illness and NeNe Leakes left due to a conflict with Star Jones . The fifteen winners of the show , in chronological order , are Bill Rancic , Kelly Perdew , Kendra Todd , Randal Pinkett , Sean Yazbeck , Stefanie Schaeffer , Piers Morgan , Joan Rivers , Bret Michaels , Brandy Kuentzel , John Rich , Arsenio Hall , Trace Adkins ( the first All - Star Celebrity Apprentice ) , Leeza Gibbons , and Matt Iseman . </P>
who won the last series of the apprentice
who won the last series of the apprentice
Matt Iseman
Matt Iseman