I'd say Bud Frump in HOW TO SUCCEED...
That swarmy, kiss-ass SOB was just made to be hated!!!
My favorite "Frump" moment:
"I DON'T call my Uncle to complain when I have a problem around here. I call my MOTHER, she calls my AUNT--who then complains to my UNCLE. That's the DEMOCRATIC way!"
Well, that's mine.
What's yours? :)
"I say YOU'RE the CUTEST one. No, I say YOU'RE the CUTEST One. And we go on like that from dawn to three."