I had a boss who refused to let me take an "unplanned vacation" to see my grandma on her deathbed. I quit on the spot.
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I once worked at a company where the CIO (Chief Information Officer) sideswiped a woman's car as she pulled into a parking space. The woman who had the car that got hit got out. The CIO walked right past her.
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The vice president told me I was being disrespectful during a conversation. I asked how and she told me that I "knew what I was doing". I asked again, stating that I had asked because I didn't actually know and was told she didn't have time
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She routinely called me in the middle of the night (11pm - 3am) to complain about things that could wait until work hours.
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I had a boss who would try to turn every single interaction into an argument or confrontation.
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He did not care for employee safety, dust particulates and small objects flying around? Nah you don't need a mask or safety glasses. Fiberglass particulates in the air from cutting? Nope, you don't need gloves
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Start my first day and meet a new guy who was also hired. Get there and I'm sent on the floor to waitress. I've never waitressed before, I applied to be a bartender.
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She and her friend (both on 100k plus), would go to the local soup kitchen for lunch because "our taxes pay for it!";
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50% of the staff were her relatives. These people did not have to clean the site and only had to give an hours notice if they were not going to turn up;
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I worked at a Boys and Girls Club where the boss HATED children. Hated them.
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Dude would order the same quantity of EVERYTHING. Like, just went down the order sheet going 5, 5, 5, 5. Doesn't matter how fast we run out of vanilla or how few people ordered the weird flavors; we got 5 tubs of each a week.
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he would tell me to ask for help I didn't ask for it, but when I did he would say things like "can you really not do this??".
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We had a private function and so we were busy and I couldn't squeeze by people and he told me to go behind the bar and so I did - when he saw me going behind the bar a few hours later he got upset and told me to never do it again.
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He would also sit with customers and wouldn't manage or talk to staff during his working hours.
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He hears nothing of what you're actually saying, even when he takes you aside and asks for input (which is rare). Even after a discussion, 5 minutes later he doesn't remember a word you said, no matter how important the subject.
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The first day he told me to go put my stuff in a cabin that didn't exist, then yelled at me when I wasn't unpacked an hour later.