Choosing to not participate in the third immunity challenge in the season, Tiffany let his tribe drown in a close loss. With that, Tiffany knew that the tribe swap didn't benefit him, as he was immediately labeled on the bottom.
Although Tiffany fought tooth and nail, his blowup at tribal council was his ultimate downfall, as he was forced to face Brad ( Nostalgic) on Redemption Island. Tiffany would go on to lose the duel, becoming the second boot of the season.
Overall, Tiffany was a thrill to host, but awfully controversial. The season one villain was ruthless, but his mouth was his downfall in both season one, as well as season five. Would I cast Tiffany again? It's quite possible.