Here’s Some Really Crazy Boss Stories To Make You Feel Better About Yours

These People Had Worse Bosses Than You

Nothing can make or break a job like the people you work for. Your dream gig can become a goddamn nightmare if it’s run by a crazy boss, and a casual uni barista role can become just an extraordinary delight when you’re working with absolute legends.

Have you ever wondered if you actually have a crap boss or if they’re just kind of annoying? Well, try comparing them to the previous employers of Pedestrian.TV staff (before we entered the sane and friendly workspace we’re in now, of course). Some names have been changed a tad, for obvious reasons.

at least there’s always Blink to make you feel better
Hearken back to 2014, where I walked into a new job at a media sales house to be greeted by my new boss, who we’ll call Snorty.
They said I could have a late start on my first day, so I rocked up at around 9:30 to make my entrance. Snorty was very friendly and excited. Almost too friendly and excited.
By 10 am we were down at the pub for ‘welcome beers’. I hesitantly sipped my Heineken while he casually knocked down 6 beers by the time it hit 11 am. By midday, he was making an arrangement with the bartender to swipe his work credit card for a ‘bar tab’ of $300. A suspicious number to be sure. By 1 pm he was disappearing to the bathroom every half an hour. By 2 pm, I voiced the opinion that maybe it was time to head back to the office. He seemed offended but agreed. At 2:30 pm I watched through the glass walls of the meeting room he was in as he snorted lines of cocaine off the boardroom table. By 3 pm, he had left the building entirely for the day.
– T

When I was working in retail I had a boss who once headbutted my arm and later bought me anti-frizz spray because apparently, my naturally curly hair looked ‘like an unwashed hobo walked into the store’.
-S

My first advertising boss legit asked me to find a person of short stature to play an Oompa Loompa at his daughter’s birthday party.
-D

I worked for a small-time local designer who had serious delusions of grandeur. She refused to do any media but Vogue, but they were definitely not asking. She was also a straight-up narcissist. Our employee turnover rate was ridiculous, the fact I lasted a year was almost unheard of. She told a colleague they were too ugly not to wear makeup, nearly every time a customer complimented my outfit (which you’d think would be great news seeing as they were her designs and we were trying to sell them) she’d say something nasty to me about why I didn’t look good. She bitched about every employee to every other employee and we weren’t allowed to be friends with each other (we were really close anyway, but couldn’t share anything on social media of us all together).

The worst part though was that she’d make huge career progression promises to get what she wanted out of you then act like it’d never happened when you brought it up later. Before my time she was so nasty she inspired her entire staff of around 10 people to just walk out on her. She sure was something.
– K

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