Was one of two castaways from "Survivor: Pearl Islands" asked to return
and be a castaway on "Survivor: All Stars." After the other castaway
(Jon Dalton) declined, he is the only member of "Survivor: Pearl
Islands" to be on "Survivor: All Stars".
With his appearance on "Survivor: Blood vs. Water", he has now competed in four seasons of Survivor, tying a record set by Rob Mariano.
He loves animals. Rupert has adopted an alligator called Wally, a snake, several fish and frogs and a dachshund called Dixie. He kept a pet snake called Balboa on Survivor (2000), Pearl Islands.
Politically, Rupert identifies as a Libertarian.
Frequently works as a motivational speaker and makes appearances for various charities, particularly those dedicated to Anti-Bullying, Dyslexia and Children.
Since 1991, Rupert has headed a charity dedicated to teaching vocational skills to at-risk teens and young adults.