Mark Penn

Ask any racist and they will tell you: Jews are smart, crafty, and good with money.

Well, in 2008, the Jewish community took its hat off to Mark Penn, Hillary Clinton's campaign strategist, for shattering those anti-Semitic stereotypes. As no one can dispute, Penn's handling of the Clinton campaign was just abysmal.

Smart? Some claim that Penn was unaware that delegates in primaries are not awarded in a winner take all fashion. Crafty? Penn predicted that a big win for Clinton in large states would lead to a decisive Super Tuesday victory. Good with money? Hillary Clinton finally abandoned her campaign millions of dollars in debt.

No doubt, Hillary's decision to team up with Penn will go down as the most disastrously messy Clinton/Jew collaboration since Bill stained up Lewinsky's dress.

Go back to the fifth night.