With Horrible Bosses heading to DVD and Blu-ray this week we decided to take a look at some of the worst bosses in film and television. The movie focuses on what 3 average guys would do to stop the pain of working for horrible bosses.

I will argue that Jennifer Aniston is my dream boss but whatever. So check out the list below and don’t forget to enter to win a Blu-ray of the Horrible Bosses movie.

10. Kevin Spacey – Horrible Bosses

Let’s kick this list off with the reason we’re here – Horrible Bosses. In the movie, Jason Bateman works for one of the biggest A-holes in the business. Dave Harken (Spacey) is selfish, mean and spiteful. You’ve probably worked for a douche like this before or know someone who has.

9. John O’Hurley – Seinfeld

J. Peterman, the mysterious yet real (I think) character that Elaine worked for on “Seinfeld”, was made by the fantastic performance of John O’Hurley. The silver-haired designer was nutty, goofy, and funny in his misguided efforts to run his company.

The eccentric world-traveler once fired Elaine on suspicion of opium addiction after she failed a drug test due to a poppy seed muffin and again for her dislike for the film, The English Patient.

8. Ronny Cox – Robocop

robocopIn the 80s there was a movie that foretold that in the near future the city of Detroit was so rundown and riddled with crime that a corporate giant comes in and installs a robotic guardian as their last chance at justice.

Robocop might not exist yet but Detroit is in the shitter. Dick Jones (Cox) is the head of mega-corporation Omni Consumer Products who wants to create a new city in Detroit called ‘Delta City’ to replace ‘Old Detroit.’

He hires thugs to create havoc and kills his employees regularly. Overall, he’s a douche and a crappy boss. I mean, living in Detroit is tough enough but having a boss shooting you is out of the question.

7. Barry Bostwick – Spin City

Just like John O’Hurley made the character so much fun to watch for J. Peterman, Barry Bostwick stole the show as New York City mayor Randall Winston, who made life very hard for his employees and citizens, mainly Deputy Mayor Mike Flaherty (Michael J. Fox).


6. Danny DeVito – Taxi & Sunny

Danny DeVito broke out in the mainstream 30 years ago as the mean boss in “Taxi.” That show might be a little old for some of our audience but if you like DeVito as the owner of Paddy’s Pub in “It’s Always Sunny in Philadelphia” you will appreciate his evil boss tendencies while trying to maintain control over some New York cabbies.

As fun as he is to watch, I would never want to work for either one of his characters.

5. J.K. Simmons – Spider Man

J.K. Simmons is one of the most underrated actors around. He’s done the voice of Cave in the Portal 2 video game and can be seen in dozens of movies like “Up in the Air”, “Burn After Reading” and “Juno.”

But one of his best roles is also one of my worst ideas of a boss. His role in Spider Man as the editor-in-chief of the Daily Bugle J. Jonah Jameson makes my blood pressure spike every time because he’s so high-strung and crazy.

4. Steve Carell – The Office

Michael Scott (Carell) claims to be “Boss of the Year” but he’s anything but. I’ve worked in offices before and Scott is what is wrong with middle-management. This not-so-bright guy rose up to mediocrity and now rules over a dozen + employees with his whimsicle brain-farts and silly ideas.

While it sounds fun to work for Scott, after watching “The Office” I would rather stay out of the office to keep my sanity.

3. Denzel Washington – Training Day

Not too many superiors make you do illegal drugs and then pay a hitman to rub you out at the end of the day. Unless you work for Haliburton…or Detective Alonzo Harris (Washington), a highly decorated LAPD narcotics officer who doesn’t play by the rules.

2. Bernie Lomax – Weekend at Bernie’s

Bernie is your typical 80s New York boss with too much money, not enough brains and a bad attitude. Besides dressing bad, Bernie Lomax (Terry Kiser) is also embezzling from his own company. That makes him dead and now his worker must tote the dead body around for the weekend. How rude!

And then he goes and makes a sequel. Talk about greedy.

1. Gary Cole – Office Space

I can’t imagine a Dave Harken without Bill Lumbergh. This stiff and evil boss is the new stereotype of middle-management. He set the tone for Harken and Michael Scott with his petty memos and silly time-wasting practices. I love to hate him.