Whenever Harry Connick Jr.’s name popped up on the guest list for “The Late Show With David Letterman,” Eric and Justin Stangel didn’t worry about that night’s show.

The brothers — head writers for “The Late Show” for 17 years — knew that Connick was money as a guest. He was a favorite of Letterman’s because he was funny, fearless, and fast on his feet. The New Orleans native proved a natural raconteur who could effortlessly roll with whatever Letterman tossed at him over 21 appearances between 1993 and 2014. 

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