Didn’t go through all the Posts, but “It’s a Mad Mad Mad Mad World” is up there.
Sid Cesar in the old beat up Bi Plane was a hoot, but the flying scenes with Mickey Rooney, Buddy Hackett and the other actor (the guy from Gilligan’s Island) in the Beechcraft Twin were unreal.
Art Scholl (sic) was the stunt pilot. When the plane went through the Billboard, it lost an engine and cracked the windshield. The Billboard was just paper but that was a dangerous stunt. No CGI way back then.
That Movie still makes me LOL. From Jimmy Durante kicking the bucket to Jonathan Winters singlehandedly wrecking the Gas Station, the laughs never let up.
I love that movie.