I get the sense that Conan is always in the midst of an existential crisis while doing his show. No doubt, the self-deprecating is an intentional aspect of the comedy, but there may also be some authenticity to it.
I’m a Story Artist and Illustrator living in Los Angeles with my wife, daughter, and three cats. In my earliest memory, I am drawing a picture. Three decades later, the picture is still being drawn. It’s one I never want to finish.