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The 10 Most Horrible Bosses of All Time  

Robert Wabash
5.2k votes 1.5k voters 853.6k views 10 items

We've all had a bad boss or two, one that makes us stay later than we want to, doesn't pay us enough or makes us do demeaning things like take out their trash when it's full. Bad bosses get a lot worse than that, though. From firing an employee who just donated a kidney to the boss to one that made staffers tattoo his birthday on their necks, to one who installed sniper towers and canons when workers asked for a raise, these are the worst, most horrible, bad bosses of all time.

Who are the worst bosses ever? If you think you've got it bad, just read a few of these and come into work tomorrow morning at peace with the fact that your bad boss isn't going to fire you over liking a Facebook page. All of the bad bosses you've ever had likely don't even compare to the worst bosses of all time. And if they do, maybe it's time you looked for a better place to work.

1 391 VOTES
Boss Breaks Employee's Nose While Forcing Her to Kiss Another Worker

What do you imagine goes on behind the shiny white doors of Vogue? You probably didn't imagine anything like this:

In 1999, publisher Richard "Mad Dog" Beckman was out with employees when he decided he wanted to see two female employees smooch. He chose West Coast ad director Carol Matthews and Vogue international fashion director Emily Jahncke Davis. Beckman pushed the two women's faces together so hard, it broke Matthews's cheekbone. She ended up in need of extensive reconstructive surgery. Beckman apologized, but Matthews sued anyway. She settled out of court, and may have gotten close to her asking price of $10 million.

Worst boss ever?
2 498 VOTES
Boss Fires Employee for Time Spent Off After Heart Surgery

Last time I had surgery, I was out of commission for a week. I spent every day on the couch watching "My Super Sweet 16," unable to bathe, dress myself, or even microwave my own Easy Mac - much less go to work. And all I did was have my wisdom teeth removed.

New Zealander Murray Gardiner was admitted to the hospital after suffering a week's worth of major chest pain. He ultimately had to endure double bypass heart surgery. Afterwards, records noted that the procedure was "uneventful" and had "nil" complications" - successful by all accounts. Except one.

Gardiner's boss dropped by the recovery room for a visit. However, he didn't bring with him flowers or balloons, but rather, the news that Gardiner would be fired from his job after 11 years. His manager tried to defend the decision by saying the operation had not been fully successful, and Gardiner would not be able to resume his former duties. He stuck to this story even after the doctors explained that the surgery was completely successful. 

Worst boss ever?
3 659 VOTES
Employees Forced to Get Birthday Tattoos - For Their Boss

What would you do if someone demanded that you get their birthday tattooed on your neck? Even if that person was your boss? In 2010, an employee at Day and Night Spa in Mount Prospect, IL, told police that her boss Alex "Daddy" Campbell forced her to get three tattoos. One was a horseshoe - a "brand" he required of all his female employees - and another was the date of his own birthday (Sept. 17th - "917") on the back of her neck.

But that was just the beginning. It turned out all the women working out the "massage parlor" were undocumented individuals from Belarus and Ukraine, and Campbell held on to their passports and visas. He forced a few into intimate encounters with him and one another and recoded them for blackmail purposes. 

Worst boss ever?
4 442 VOTES
Boss Takes Out Workers for Asking for Salaries

Maybe you've dreamed of taking down your boss (#dark), but in Soviet Russia, the boss may get you first. In March 2009, a group of minibus drivers working in the central Russian city of Nizhny Novgorod went on strike following a salary cut. The men - all Uzbek nationals - were especially upset because their boss not only cut their wages, but also took their passports. That meant they couldn't even leave the country.

The strikers confronted their boss to demand payment, but things got heated when he took out a weapon and fired at the crowd. He wounded 47-year-old worker Aktam Khuzhamuratov and fled the scene. Khuzhamuratov passed later that day.

Worst boss ever?