One of the silliest things that H. Jon Benjamin has ever done in his illustrious career as a professional silly person is recording an entire jazz album with real jazz musicians without really knowing how to play jazz (or an instrument for that matter). 

The album was called “Well, I Should Have…* Jon Benjamin-Jazz Daredevil” and the session players really didn’t know what was going on before they started recording.

On last night’s Colbert, Benjamin did a rare live performance from the album with Colbert’s house band Jon Batiste and Stay Human as well as Stephen Colbert himself on trumpet*. 

*Stephen also says he doesn’t know how to play the trumpet.

Enjoy some top shelf goofing around here.

Also, you can get your own very copy of “Well, I Should Have…* Jon Benjamin-Jazz Daredevil” here.