I’m glad Letterman is gone because (IMHO) he stopped being funny a long time ago. He became kinda cranky and abrasive in the last 10 years or so.
Yes, I know people get older and change. But I’ll always remember Letterman in the early years when it was funnier than hell.
One of my favorites was when Charlie Daniels appeared on the show. He was chewing tobacco on air and he gave some for Letterman and the band to try. Several guys in the band looked like they were gonna barf.