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Antiwork

When did you learn you could never trust a Boss?

This story goes back quite a few years, but I never shared it on Reddit before and think it goes with the sentiment on here. I once had a boss that I got along with pretty well. They were a small business owner, and I was a supervisor/manager for them, kind of like a “right-hand man” kind of role. I was younger and didn't realize yet how you can “never trust your boss”, and honestly considered him a friend. I was receiving what I thought was generous pay as it was well over minimum wage and I was a college student (looking back I was severely underpaid for the work I did, as I was essentially the general manager of the business to the point where the boss no longer had to come in whatsoever and focused on other work). But I will never forget the moment when I realized…


This story goes back quite a few years, but I never shared it on Reddit before and think it goes with the sentiment on here.

I once had a boss that I got along with pretty well. They were a small business owner, and I was a supervisor/manager for them, kind of like a “right-hand man” kind of role. I was younger and didn't realize yet how you can “never trust your boss”, and honestly considered him a friend. I was receiving what I thought was generous pay as it was well over minimum wage and I was a college student (looking back I was severely underpaid for the work I did, as I was essentially the general manager of the business to the point where the boss no longer had to come in whatsoever and focused on other work).

But I will never forget the moment when I realized “screw them” and that the power dynamics (and the typical personality among business owners) meant that respect will never be fully equal and at some point, I will always be an employee to them. We were having a meeting and going over a few things related to the business at a bar over dinner (they were something of a lush, so it was not uncommon for them to use meetings as an excuse to get drunk). After their 6th or so beer, they asked if I could drop them off at home after so they wouldn't drive. I said of course, I figured that was going to be the case anyway and only had 1 or 2 beers as I knew I was driving. Then they said, in complete seriousness, “thanks. I can't afford a DUI because I have to get around too much, but if you get one I can just make sure you can get rides back and forth to the store”.

In seconds I lost all respect I had for them and completely redefined our relationship moving forward. This person, who I considered a friend, and more like a partner in the business, thought that me getting a DUI was a fine sacrifice? Because they are so much more important than me? They showed their true colors that they will always look at me as an underling, someone whose life should revolve around their business. Afterwards, I started refocusing my schooling to get an actual career and started fading my responsibilities at the business, and have learned to never trust a superior. They are never your friend.

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