14 People Share Their Most Insane Boss Stories

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mattstaff
Jul 12, 2018 2:00 PM EDT

Your craziest boss might seem relatively sane after reading through these. 

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  • 01
    Text - I can smell your tweets from he... Follow @ChrisCaesar what's your most insane boss story? extra points for shit that seems unbelievable but Actually Happened
    via @ChrisCaesar
  • 02
    Text - JenJen Follow @jenilane29 Replying to @ChrisCaesar My boss used to make me hold up her ranch dip for her nuggets while she drove.
    via @ChrisCaesar
  • 03
    Text - soup man Follow @daberhasher Replying to @ChrisCaesar I got a citation in my employee file at Red Robin because I told my boss that Bob Marley did not sing Red Red Wine.
    via @ChrisCaesar
  • 04
    Text - katie Follow @kbcle Replying to @ChrisCaesar my boss got some Cavs shirts and wanted people to wear them to the staff meeting last month. When the shirt wouldn't fit one of the larger women, he used binder clips to attach it to the front of her shirt and made her run around the office like that
    via @ChrisCaesar
  • 05
    Text - Ryan, perdido en TX @RyanLostinTX Follow Replying to @ChrisCaesar One time my boss ate all of the breading off of 3 pieces of leftover fried chicken I brought to work for lunch and then put the naked chicken back into the breakroom fridge like nothing happened
    via @ChrisCaesar
  • 06
    Text - Ronnie James Deodorant Follow @Pon_Jalmer Replying to @ChrisCaesar worked at ritzy corner store in south end, became shift manager. boss fired totally capable cashier because she was resting her arm on the counter. told me it was my fault she lost her job because i hadn't "corrected her." i know that's more run-of-the mill but still makes me mad
    via @ChrisCaesar
  • 07
    Text - july jess, @jesspretend Follow ノノク Replying to @ChrisCaesar I had a boss who fired a coworker who misspelled "sincerely" in an internal email six months after the fact
    via @ChrisCaesar
  • 08
    Text - Jenni Follow @jennifer_2040 Replying to @ChrisCaesar Bossman was divorcing and got a chin implant. His face started leaking, so he wrapped a scarf around his bottom part of his face during a meeting. Kept getting mad when we couldn't understand what he was saying as he spoke through clenched teeth and fabric
    via @ChrisCaesar
  • 09
    Text - Dan Wasserman Follow @waskov6 Replying to@ChrisCaesar Affable co-worker blew up a paper bag, popped it behind boss' head as a prank. Boss stalked off to locker, returned with gun, pressed it to co-worker's head, said, "You like noise, huh? You like noise?" and pulled the trigger. It wasn't loaded, but nobody knew that beforehand.
    via @ChrisCaesar
  • 10
    Text - Neoliberace Follow @thegoatmajestic Replying to@ChrisCaesar It's not super crazy, but I worked at a dog daycare and my boss was terrified of dogs. He repeatedly warned me that one of the sweetest dogs in the yard, that I worked with every day, was a "jumper"
    via @ChrisCaesar
  • 11
    Text - Diesel Dude Follow @mattytalks Replying to @ChrisCaesar I worked as an account executive for a Diamond wholesaler. The owner/my boss was a cocaine addict. He got high and gave a $21,000 diamond to an escort. Her madam agreed to give it back, but I had to drop off a 1,500 dollar check for her "courtesy"
    via @ChrisCaesar
  • 12
    Text - Ed Zitron Follow @edzitron Replying to @ChrisCaesar One time a boss of mine threw a dreidel at a Jewish guy. Not even sure how it got in the office
    via @ChrisCaesar
  • 13
    Text - tom petty's ghoulish remains @dogeatfoodworld Follow Replying to @ChrisCaesar Walked into my cafe's storage closet to find my boss with his hand down the front of his pants, moving it around. He frantically explained he was applying an ointment, which he then proffered so I could verify said dick ointment.
    via @ChrisCaesar
  • 14
    Text - spank bank robber Follow @vontrapplord Replying to @ChrisCaesar the owner of a restaurant i worked at got into a knife fight with a hobo in front of the entrance
    via @ChrisCaesar
  • 15
    Text - Kristin Toussaint Follow @kristindakota Replying to@ChrisCaesar While waitressing the chef/owner told me my boyfriend had to be cheating on me because who would be in a long-distance relationship at 19 and also made me call him "daddy" to get the food for my tables but in the restaurant world that's pretty tame, unfortunately
    via @ChrisCaesar

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