Powered by i.TV
October 13, 2015

Bosses Day 2010: The Six Worst TV Bosses of All-Time

by Bob Sassone, posted Oct 15th 2010 8:00AM
AliasTomorrow is National Bosses Day but since it falls on a Saturday, today is probably the day to celebrate.

So if you're a boss, you should take the afternoon off -- you've earned it. If you're an employee, here's to hoping that your boss takes the rest of the day off so you can surf the web and play trashcan basketball all day. (Also, take up a collection and buy a card or one of those "World's Greatest Boss" mugs during lunch.)

Last year we listed our favorite TV bosses, a list that included '30 Rock's' Jack Donaghy, Michael Scott from 'The Office,' Montgomery Burns from 'The Simpsons,' and Dr. Lisa Cuddy from 'House.' It wasn't really a "best" list, though, since some of those bosses are really awful.

So this year, we're going to list the worst TV bosses of all time -- bosses so bad you wouldn't wish them on your enemies.

1. Montgomery Burns ('The Simpsons'). Sure, Burns gives his employees health benefits, and he seems rather flexible when it comes to hiring back Homer when he's fired. But he also the guy who has tried to kill several characters and once tried to block out the sun so he could control the town. For James Bond villain-level badness, you have to give the number one spot to Burns.

There's a reason why Hannibal Lecter auditioned to play Burns.

2. Michael Scott ('The Office'). Michael isn't evil, he's just wildly incompetent as a boss. It's interesting that he's actually really competent when it comes to the art of selling, but as the guy in charge, he is confused, maddening and immature.

It has always confused me why sensible people like Jim and Pam and the other members of the Dunder-Mifflin Scranton branch -- with the possible exception of Dwight, who is crazy -- would want to continue to work at the company. With Scott at the helm, it's a pretty awful place to work. I can't remember what these people get paid, but it can't be enough, considering all of the craziness and discomfort Scott brings to the place.

3. Arvin Sloane ('Alias'). Why would an evil mastermind who would kill his own family members to find the secret to immortality actually rank below Michael Scott? Because Arvin Sloane was sort of a hands-off type of boss. Where Scott tries to be involved in everything, micromanages and is just completely annoying, Sloane would usually stay in his office and scheme or be out of the office entirely on some international mission.

If Sloane was around more and always got involved in everyone's business, he'd be No. 2. Still, he was a pretty rotten boss. I bet he never enough brought bagels to the morning meetings.

4. Louie DePalma ('Taxi'). When you think of Sunshine Cab boss Louie DePalma, the first word that comes to your mind is "sleazy." Not only would he embarrass you and belittle you in front of your coworkers, he'd sleep with anything that moved and then brag about it. He probably had a huge collection of porn under his bed.

If Louie DePalma is still around, he's probably on the web, downloading porn.

5. Dr. Robert Romano ('ER'). This guy was such a jerk you wished a helicopter would either chop his arm off or fall on top of him and crush him to death. Maybe even both!

Here's a scene with Romano berating ... well, just about everyone. It's like a Romano greatest hits clip in one scene.

6. Wilhelmina Slater ('Ugly Betty'). While Wilhelmina showed signs of heart throughout the series, you always got the feeling that she would fire you if you looked at her wrong or didn't prepare her tea the right way or you got the wrong thread count in her sheets. Plus, there was the whole "I'll do anything to the Meade family to take control of Mode" thing.

Let's just say that everyone was ... tense around Wilhelmina.

Who do you think is a terrible TV boss?

[Follow Bob on Twitter.]

Add a Comment

*0 / 3000 Character Maximum


Filter by:

OMG ... Romano ... that was too freakin funny! As unlikable as the guy was, I had forgotten how much I missed him and how much I miss "ER".

October 17 2010 at 8:14 AM Report abuse rate up rate down Reply
Bob Sassone

marchitu: heh, I'm a lot older than that, but I didn't include those bosses because, well, none of them tried to kill anyone or control a city or fire people left and right.

Maybe if Mr. Drysdale was always groping Miss Hathaway I would have included him, but he's tame compared to people like Sloane and Burns.

October 15 2010 at 1:10 PM Report abuse rate up rate down Reply
Dan H

"It has always confused me why sensible people like Jim and Pam and the other members of the Dunder-Mifflin Scranton branch -- with the possible exception of Dwight, who is crazy -- would want to continue to work at the company."

Because it is fiction and they were written that way, Bob! Consider yourself unconfused.

October 15 2010 at 10:57 AM Report abuse rate up rate down Reply

thanks for the ER clip this morning. I still miss that show so much. :(

October 15 2010 at 9:54 AM Report abuse rate up rate down Reply

David Brent

October 15 2010 at 9:07 AM Report abuse rate up rate down Reply

Bob, you must have been born in the 1980s, because you've left out a whole generation of notorious TV bosses. What about Raymond Stone as Milburn Drysdale on "The Beverly Hillbillies"? John Dehner as Cyril Bennett on "The Doris Day Show"? And don't forget the worst boss of them all...Gale Gordon, who played several bad bosses going all the way back to the old days of radio, but will always be best remembered as Mr Mooney, the tyrannical nemesis of Lucille Ball on "The Lucy Show"!

October 15 2010 at 8:45 AM Report abuse rate up rate down Reply

Follow Us

From Our Partners