Who is the worst executive in sports history? Well, it depends how you define "worst", but what about David Samson? Working for his stepfather, the scummy Jeffrey Loria, he started by gutting a World Series-winning team. Then, Samson was instrumental in fleecing Florida taxpayers for hundreds of millions to build a needless stadium. He is long gone, but the Marlins are now a perpetual loser. The stadium stands empty, even when it's hosting games.
Who is the worst Survivor contestant in history? Well, it depends how you define "worst", but what about David Samson? Placed on the Brains tribe during the Brawn/Brains/Beauty season (better than the race split season, we guess), he claimed to be the brainiest of them all... then got promptly voted out first.
Who is the worst Jew in history? Well, it depends how you define "worst", but probably not David Samson? He does sound very scheevy, however.