Top 10 Worst TV Bosses of All Time

We all watch TV shows, and which is the “best” is a matter of opinion. With that being said, here are the top 10 worst TV bosses of all time. Feel free to check out other lists throughout Thought for Your Penny.

10. Glenn Sturgis “Superstore”

Actor: Mark McKinney
Aired: 2015-Present, NBC

He may be a kind-hearted, cheerful person, but Glenn is a terrible boss. He doesn’t seem to do anything, except push his religion on everyone in the workplace and discuss highly inappropriate subject. His underpaid employees rarely do their jobs either, and customers at Cloud 9 pretty much have to fend for themselves.

9. Silvio Dante “The Sopranos”

Actor: James Gandolfini
Aired: 1999-2007

Forget how he treats his fellow mobsters. If you join the mafia, you know the risks. But Silvio is also violent to anyone who deals with him financially, even legitimate businessmen. On top of that, he consistently has sex with the dancers working at Bada Bing!, his strip club. His boss, Tony Soprano, also uses it as a headquarters for various criminal activities.

8. Eugene Harold Krabs “SpongeBob SquarePants”

Actor: Clancy Brown
Aired: 1999-Present, Nickelodeon

Mr. Krabs is the greedy founder and owner of the Krusty Krab restaurant that employs SpongeBob and Squidward. He price-gouges, exploits his employees, and often puts his own personal wealth ahead of the good of the community. He’s always yelling at his low-level employees and will do anything “legal or otherwise’ to make a buck. If you’re working in fast food, this is the last guy you want to be working for.

7. B.P. Richfield “Dinosaurs

Actor: Sherman Hemsley
Aired: 1991-1994, ABC

Earl is a blue-collar Tree Pusher at WESAYSO, and his field boss, Bradley “B.P.” Richfield is ruthless. He never leaves his trailer to do any actual work, and although he’s a mix of Triceratops and Styracosaurus (both herbivores), he’ll eat anyone who opposes him, even his daughter’s boyfriends. His laser-like focus on profits and the company’s reputation constantly puts Earl in bad situations.

6. Rockhead Sylvester Nate Oscar George Slate “The Flintstones”

Actor: John Stephenson
Aired: 1960-1966, ABC

Mr. Slate is Fred and Barney’s hard-nosed boss at the gravel pit. He’s hot-tempered and has fired Fred on numerous occasions (and threatens to do so in nearly every interaction). He’s always yelling at his employees, forcing them to work long hours for little pay. He’s extremely cheap and materialistic, power-hungry, and manipulative.

5. Professor Hubert J. Farnsworth “Futurama”

Actor: Billy West
Aired: 1999-2013, Fox & Comedy Central

The owner of the Planet Express delivery service puts his employees in danger on a regular basis. He’s cheerful and always starts off by saying “good news, everyone!” before explaining the death-defying, life-altering, often world-threatening job he has for them. Professor Farnsworth is a senile super-genius who’s more interested in turning a profit or discovering something unique than the well-being of his staff.

4. Louie DePalma “Taxi”

Actor: Danny DeVito
Aired: 1978-1983, ABC & NBC

Not only does Louie have no morals, he’s actually proud of it. As the head dispatcher at Sunshine Cab Company, he breaks just about every workplace law imaginable. He steals from the company, grifts a child, and even spies on a female coworker while she’s changing.

3. Wilhelmina Slater “Ugly Betty”

Actor: Vanessa Williams
Aired: 2006-2010, ABC

A successful supermodel, Wilhelmina soon became the Creative Director and eventually Editor-in-Chief of MODE magazine. She’s narcissistic, selfish, and willing to stab anyone in the back to climb to the top of the corporate ladder. Before even reaching the top, she plans to fire everyone, and she manages to reach the top through extortion and several other dirty tricks.

2. Charles Montgomery Burns “The Simpsons”

Actor: Harry Shearer
Aired: 1989-Present, Fox

Mr. Burns is the richest (and oldest) man in Springfield, and the owner of the town’s nuclear power plant. Throughout the series, he launches numerous evil schemes, sometimes meant to make him richer, while other times simply to antagonize the townspeople. He has no regard for the laws of man, and he even treats his loyal assistant Waylon Smithers like garbage. There’s hardly a Springfield citizen who hasn’t personally suffered at the hands of Mr. Burns, and even his attempts at being nice tend to have sinister consequences.

1. Malory Archer “Archer”

Actor: Jessica Walter
Aired: 2009-Present, FX/FXX

If you think Donald Trump is bad, you’ve not met Malory Archer. She runs her agency with an iron fist and only seems to favor her son Sterling, which doesn’t even do him any good. Malory doesn’t care who gets killed or what laws get broken, as long as she gets what she wants. After her ISIS spy agency is dismantled by the F.B.I., she leads her surviving agents into a drug ring, selling cocaine on the black market. She has contacts at every major criminal cartel around the globe and will kill anyone who crosses her.


Brian Penny is a former Business Analyst and Operations Manager at Bank of America turned whistleblower, troll, and freelance writer.

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