My favorite of his letters include the one from 1933 that notes he hasn't been born yet and the one from the 80s congratulating Reagan on his invasion of Grenada. He says that'll put these tiny island nations on notice that they can't invade the USA. He closes that with "Trinidad, I'm looking at you! (Tobago, we're still good)"
He also mocks Time a few times, not least of which when he claims he killed what would have been Newsweek's headline "Hey, Have You Heard About This Thing Called 'Twitter?' "