Guardian Angel

Given that Guardian Angel Curtis Sliwa is now the Republican candidate for New York State governor, this Chris Elliott sketch from 1990 is funnier than ever.

Thanks to YouTuber Don Giller

Skink!

Chris Elliott in his debut as the Bounty Hunter, Skink!

Thanks to YouTuber stepore

Chris Elliott’s Wild Kingdom

No one funnier and more versatile than Bob’s son, Chris, as his segments on Letterman attest.

Thanks to YouTuber 13jalopy

Through The Looking Glass

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It was rare for Johnny Carson to be on the other side of the desk, but in his guest appearance on David Letterman’s show, he pleases in the way he wishes his own guests would do.

Thanks to YouTuber AllDavidLetterman

The Tender T-bone: Bob and Ray

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Here’s the inimitable Bob Elliott and Ray Goulding on The David Letterman Show doing their famous sketch about a washed up theater star discussing his latest Broadway flop.

RIP, Bob.

Thanks to YouTuber Don Giller