I nominate Sigfried of KAOS.
Also, The Brain, and Snidely Whiplash.
How could I forget Boris and Natasha and Fearless Leader.
Doctor Claw.
Every one of his schemes was foiled by an 8 year old girl, a dog and an idiot.
Plankton from SpongeBob is pretty incompetent… but I enjoy Plankton, so he’s not a “bad” bad guy.
That was Tomorrow Never Dies: Tomorrow Never Dies - Wikipedia
Baddest man in the whole damn town.
Stane is a great bad guy because he’s also Tony’s father figure and his turn is an emotional betrayal-- he’s far from just a Corporate bad guy.
They establish that Stane was closer to Tony than his own father.
Stark has a transformative experience and threatens both of their livelihoods and the facade of caring “uncle” starts to fade and his professional and personal jealousy starts to take hold.
Well, that’s a comic book universe. He shares a world with a guy who can increase his mass twenty-fold in an instant, in complete violation of the concept of conservation of mass. If they treat the laws of physics that way, what chance does corporate law stand? Evil CEO Lex Luthor could both menace the public in green and purple power armor, and still run a successful campaign for President of the United States.
How about Supernatural baddies who do really stupid shit and / or who have powers that aren’t really explained very well?
Example: It Follows. Demon very slowly walks toward the hero, and can assume any form it wants. So naturally it assumes the form of an old lady in a nightgown shuffling through the halls of a High School, or a naked man on the roof of a house, instead, of, say, another main character. Also, it sometimes takes a few days off, so the heroes can sit around and talk, and other times it shows up right on time as the plot demands.
Ghost Rider is another one. Wes Bentley is the Son of Satan, who sometimes has the kind of power you would expect, and other times gets hurt when he gets a fireball in his back, and is pretty much defeated in a fist fight. Then Ghost Rider defies Satan himself, who acts like there’s nothing he can really do about that.
And don’t get me started on Loki in the Marvel movies, who’s a Demi-God but who can get exactly as incapacitated as required for that point in the story. “Puny God” indeed.
I don’t know what took me so long to remember this one; I must have blanked it out:
The worst bad guy ever, from “Jurassic Park,” yes, it’s NEWMAN!
The Scorpio Killer from Dirty Harry. He’s based on the Zodiac Killer, who taunted police with letters to newspaper editors. He’s a whiny histrionic crybaby who giggles and is so over-the-top in delivering his lines, you wish he would die immediately; not because of the heinous crimes he committed, but because he’s just so damned annoying.
Eastwood portrays himself as the ultimate cool guy: Raspy monotone, steely, macho, intimidates bad guys and Breaks All The RulesTM. The contrast between Dirty Harry and the Scorpio Killer makes the latter much more singularly annoying.