It seems fitting that President Obama will be the first sitting U.S. President to appear on Jay Leno when he does so tomorrow evening. Phil Rosenthal of the Chicago Tribune put it perfectly:

“By agreeing to be Leno’s guest on “The Tonight Show,” President Barack Obama is venturing into a genre that has become a requisite touchstone for rising high-profile pols. But it’s territory where NBC says a sitting president, always a sitting duck in the nightly monologues, never before has sat as a guest.”

Here’s a clip from when he appeared on Leno as a Senator about a year ago. Enjoy!