Another thing:
S&W bits are spiritually related to Chris Elliott's bits on Letterman.
Tom & Jon had discussed their love of Chris in bringing them together; also, in Chris's appearance last year, Tom mentioned how he loved that all Chris characters are always "burning through clout they really don't have." I can't think of a better way to describe many of the Newbridge characters.
Finally, while watching some old Chris Elliott bits on YouTube last week, I caught a moment where Chris puts down Letterman by calling him "Foster Brooks."