About Rupert Boneham. Rupert Boneham (born January 27, 1964) is an American mentor for troubled teens, who became known to reality television audiences in 2003 as a contestant on Survivor: Pearl Islands where he placed 8th. He later appeared on the All Stars, Heroes vs. Villains, and Blood vs. Water seasons of Survivor, placing 4th, 6th, and 20th respectively.