Leon Redbone was singing in this style from the start and he was still performing not so many years ago as I saw him play in a jazz club in Rhode Island in, maybe, 2003 or 2004.
You take the music where it didn't go before and this seems like some Ancient School but that was the wizard part of it because he got started in the sixties and seventies, running dead square opposite to psychedelia. He created contrast and some wondered, man, what the hell is he doing ... but, guess what, he's still doing it and I would go to his show any old time.
As you may guess, he doesn't switch to electric midway and say, hey, strap yourselves down because it's time to launch. You can hear for yourself he is much more than stylin' ... but he's got plenty of style too. Leon Redbone was unique and still is.