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In Search Of Humor: The Top 5 Funniest Republicans/Conservatives

A friend pointed me to recent comments by Keith Olbermann that there are no funny conservatives.  As a big fan of both conservatism (at least the fiscal kind) and comedy/stand up, I have to take issue with that.  There are a lot of funny conservatives/libertarians.  (Please note, I really couldn’t find any funny social conservatives, but I didn’t look that hard either.)

#5 Drew Carey – One of America’s jolly fat men, Drew Carey had a huge smash with The Drew Carey Show, but like most got his start doing stand up.  While he sold out to take Bob Barker’s place hosting The Price is Right, he’s still funny.  If you don’t believe me, visit Showtime on Demand and watch the episode of The Green Room with Carey.

#4 Adam Sandler – America’s favorite egg-shaped head also leans right.  Like many Republicans in Hollywood, he’s not overt about the lean, but he’s still funny (Little Nicki aside).

#3 Owen Wilson – Wilson, like our number two funny man Vince Vaughn, is unquestionably funny.  If you don’t buy that, rent Wedding Crashers or Zoolander again.  Wilson and Vaughn reportedly crashed a Texas Young Republicans event while in DC filming Wedding Crashers.

#2 Vince Vaughn – Arguably, Vaughn should be number one on this list.  Most people would probably put him there.  While I have been a big Vaughn fan since Swingers came out, if we’re talking political humor, I have to give the top spot to someone who covers it a lot.

#1 Doug Stanhope –  Stanhope probably isn’t everybody’s first choice, but he’s definitely mine.  This riff on the pledge of allegiance is a classic example.  As he says, good products sell themselves… So here’s my argument for Doug.

Honorable Mentions:

  • Robert Downey Jr. has said his personal challenges forced a change of political views and he’s now a Republican.
  • Bill Engvall, Jeff Foxworthy and Larry the Cable Guy – I’m not a fan of redneck humor, but they make a lot of people laugh.
  • The Rock – Tooth Fairy was unintentionally one of the funniest movies ever. (It still counts)

I could go on… John Ratzenberger, Larry Miller, Penn & Teller etc.

Olbermann hasn’t been funny since he left Sports Center, so I’m guessing he didn’t take his writers with him.  For him to make ridiculous blanket assertions is really kind of weak, as this list demonstrates.

Written by Michael Turk