Here Are 15 Outrageous Demands From Entitled Bosses Who Deserve A Nice, Long Sitdown With HR

Carley Suthers
·2-min read

1.This boss who absolutely does not care if an employee has food poisoning:

u/Softserveskittle / Via reddit.com

2.This boss just can't understand why employees aren't happy with a 3-cent RAISE:

Text message exchange discussing dissatisfaction with a raise, feeling disrespected, and the importance of feeling valued
Three text messages discussing workplace raises and productivity. Last message requests to discuss during work

3.This boss who thinks positive COVID tests just "complicate" things:

A text message conversation about a positive Covid test result. The image shows a positive Covid test and a chat discussing symptoms and the advise on tests not being helpful

4.This boss who might be a *wee* bit clingy:

Text conversation where one person urgently requests notes multiple times, and the other replies stating they asked someone to send the notes from their laptop

5.This boss who suddenly thinks septum piercings are not "presentable":

Text conversation about an employee's septum piercing being disallowed by their employer, despite prior permission. The employer insists on removal by tomorrow

6.This boss wants to know if this employee could schedule cancer biopsies on a weekend:

Text messages discussing a hospital visit, test results, and a possible cancer diagnosis. One message asks if scheduling can be done over the weekend

7.This boss demands an employee to pay up for missing a shift:

Text message conversation on a phone screen. The text requests financial help for a shift cover, offers $25, and acknowledges the recipient's plans and health

8.This boss wants an employee to remember that they at least have a bathroom nearby:

Unread text messages on an iPhone screen, with a conversation about feeling sick and calling in sick to work

9.This boss finds sitting down on shift — with a broken foot — to be "completely unacceptable":

A text exchange between a boss and an employee discussing the appropriateness of wearing shorts at work and a possible violation of dress code

10.This office manager attempted to bully employees into donating money to buy their boss a birthday present:

A text conversation where one person asks another for $10 for a birthday present. The second person apologizes, explaining financial difficulties, and declines politely

11.This potential boss doesn't want employees that care about about money:

Text conversation between two people discussing payroll frequency and a change of mind about hiring, with one person asking to come in at 3 pm
A text conversation where the user asks about pay for budgeting purposes. The response criticizes prioritizing pay and stresses working with the flow

12.This boss has some pretty strict rules about calling (or texting) in sick:

Text reminder stating texting in to say you’re not coming to work is not a proper "call in" and will be considered a no call, no show. Shift coverage requires a doctor’s note or hospitalization
u/dakbailey / Via reddit.com

13.This manager doesn't care if an employee comes into work on painkillers, as long as the boss gets to use their vacation days:

Text conversation involving an employee (I) and an assistant manager (asst. mgr.) discussing availability due to medical reasons
u/ppantsss / Via reddit.com

14.This boss openly admitted to taking money from employee's tips:

Text conversation: Person asks about missing tips. Another says they took $20 from 4 people on August 1, totaling $36

15.This boss doesn't exactly get the concept of time:

A text conversation where one person is telling another they are late, starting at 8:30 a.m. The person responds defensively about the timing of the messages

Which one of these texts did you think was the most unhinged? Has an entitled boss ever sent you a bizarre or downright rude text? Let us know in the comments!

H/T: r/antiwork, r/texts, and r/mildlyinfuriating

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