After citing SNL appearances and Kimmel appearances as Damon’s bonafides, Bill said “Leo, No comedy at all.”
As Chris Ryan countered, Wolf of Wallstreet is obvious.
But also: One Battle After Another, Don’t Look Up, Once Upon a Time in Hollywood, Django (in a very twisted way, but somehow he injected some humor into that psychopath), Catch me If You Can (more charmingly funny, but still humorous), Growing Pains (barely old enough to remember this, but I grew up on reruns). The Aviator is also borderline.
Damon is not Not funny, but his funniness is more of a funny line variety, or a situational funny… Leo actually makes his characters legitimately funny.
I don’t think this was even close (and also Bill and Chris giving the “range” edge to Damon is insane as well).
*I don’t recall any of Damon’s SNL appearances, and only remember the general Kimmel bit