The Driving Croonerrefers to a sketch from season 3, episode 1 of Tim Robinson's I Think You Should Leavein which Robinson plays a driver who has decals on his window that make it look like, to other drivers, that he's wearing a top hat and smoking a cigar, resembling an old-timey crooner. The sketch and the character gained popularity on Twitter,Instagramand Tik Tok, among other platforms, where Driving Crooner memes surfaced en masse. Many referenced The Driving Crooner's website in the episode "The Driving Crooner.com" which was written on the side of his car.
