47 Shocking Confessions From Employees Who Uncovered Their Bosses’ Darkest Secrets
Three days prior, I was trying to get a “mission critical” computer up and running again; the only computer with the shipping software (and hundreds of packages waiting to ship). I advised an immediate re-image (delete everything and reset to a “known good save”) I had it on deck for just such an occasion. But I was overridden by the owner, who wanted me to keep Windows in situ and delete/reinstall programs piecemeal and deal with phone support for those programs, because he paid extra for tech support. His call, I followed orders. I was on the phone for hours, and did not leave my post until the job was done.
That meant I took my lunch half an hour later. No big deal for me, but when I clocked back in and got back to my desk, my boss was standing there, FUMING, because I took a lunch outside of normal hours. He INSISTED I MUST take my 30 minute lunch from 12-1 as per company policy.
So, today, the whole network goes out at 12:25 and I had not yet taken my lunch. Nothing can ping anything. My own personal hunches tell me this is because it’s a factory building, there are a lot of high-voltage woodworking machines for factory production level of output, and ALL of the ethernet cables are unshielded.. Just my hunch.
…But I really can’t do a [darn] thing, because my company rents out office space as a subletter; so we are NOT allowed access to the switches and routers. I have no admin access to the infrastructure. So I set up wireshark to record and a continuous command line ping, and go to lunch.
Boss is standing at my desk when I get back today, and gives me a passive-aggressive “the network is up, by the way!”, but refuses to call me out further. I had the “I told you so” on deck, though!
I work for 1 guy and have for like 15 years. He’s a maga narcissist and always has been, but he’s kind of dumb and hapless. He has 3 employees over 3 different businesses but I’m the only one that runs them all. He thinks it’s hilarious to call me his chief of staff… That kind of guy. I found out he was retiring (he’s not) and I was losing my job at the end of 2025.
14 years, he made millions, and I didn’t even get a week of severance mind you. My wife and I had a bet, how long before he calls me. I said a month she sais 2 weeks.
It was 94 minutes. I got a text asking me to “jump on call and see if u can figure out this employees computer problems” ninety-four minutes. Y’all I’m crying.
I run a physical therapy clinic and my fiancée is a lawyer. A few months ago at our engagement party I mentioned to a few of her colleagues that I’m happy to give them a discount if they need to see me. Four of them have become my regulars.
One day one of her partners booked in. To put it lightly, none of the colleagues or my fiancé like him. After spending an hour with him I understand why. He’s very arrogant and condescending but strangely desperate for approval. I remained pleasant with him though. After paying he did mention the discount but I just said well it’s for employees with a smirk.
He’s been in a few times. 3 weeks ago he came in and conversation turned to how my day was going. One of the therapists was sick so I was busier than usual seeing their clients. He said that must be annoying and asked if they needed a medical certificate. I just said no and I think that’s a stupid policy as I’d rather someone stay home and not infect the clinic. He countered saying he wanted to be more strict with that at his office to prevent people slacking off.
I ended up getting a rotten cold and eventually gave it to my fiancée. It hit her hard and she ended up working from home Friday. She deteriorated over the weekend and took Monday off.
Her boss emailed her this morning saying she’d need a medical certificate. (First time that’s been enforced). Coincidentally he had a 2 o’clock appointment with me today. So I booked my fiancée in with her Dr at 2 and let him know that I have to cancel his appointment because I have to drive her to the doctor. (To be fair she’s got vertigo and is pretty lightheaded). I’d get back to him if I had any availability but I’m fully booked for the next 3 weeks.
He’s messaged both of us saying that the medical isn’t necessary 🤣. My fiancée said she can’t cancel due to late cancellation policy and that it’s rude and I just said it’s best she go.
Company sends a shiny HR email, subject line all caps, USE IT OR LOSE IT. We had to burn our remaining PTO by the 30th or it evaporates into the sun. Same day, my manager announces in standup that due to quarter end “no one can take time off until the 1st.” I asked how to reconcile that, he shrugs and says talk to HR. HR says talk to your manager. Cute loop. So I opened the handbook, because I am a petty librarian when annoyed. Page 14 has this little sentence I never noticed. “PTO requests not explicitly denied in writing within 48 business hours are considered approved.” There is also a note that partial day PTO is allowed in 1 hour blocks. Thank you, legal team.
I submitted ten separate requests. Two hours every morning next week, two hours every afternoon the week after, a random Friday 3 to 5 to watch a plumber, and one full day to visit my mom. I sent the requests in our HR portal, which auto emails the manager and CCs a shared mailbox nobody watches. Then I went back to my tasks and set reminders. Forty eight business hours pass. No denial. The portal changes each request to approved, green checkmark, confetti gif. Monday comes and at 9.58 I put a cheerful note in the team chat. “Heading out, see you at noon.” Manager pings me to hop on a client call, I reply with a screenshot of the policy and the portal approval. Silence. Then three dots typing, then nothing.














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