Donald Trump Judge Ivanka Trump Judge Donald J. Trump Jr. Judge George Ross Judge Clint Black Contestant Andrew Dice Clay Contestant Annie Duke Contestant Tom Green Contestant Natalie Gulbis Contestant Scott Hamilton Contestant Jesse James Contestant Claudia Jordan Contestant Khloé Kardashian Contestant Brian McKnight Contestant Joan Rivers Contestant Melissa Rivers Contestant Brande Roderick Contestant Dennis Rodman Contestant Herschel Walker Contestant Tionne "T-Boz" Watkins Contestant Mark Burnett Executive Producer