15 Screenshots Of Bosses Who Are Making Their Employees' Lives *Literal* Hell

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15 Screenshots Of Bosses Who Are Making Their Employees' Lives *Literal* Hell

Liz Richardson

Wed, December 17, 2025 at 1:31 AM UTC

2 min read

1. This district manager who decided to simply ~send some gifts~ to employees who complained about being overworked and underappreciated:

A thank you note atop a tin of snacks reads: "Thank you for all that you do! I appreciate you all" with a heart symbol
u/thattrashgremlin / Via reddit.com

2. This boss who didn't believe an employee was allergic to latex...so he insisted on using latex gloves:

A close-up of a hand showing skin irritation with faint red spots
u/Vestax_outpost / Via reddit.com

3. This boss who told his employee, "You suck," for calling out sick:

Text message exchange about calling out sick from work, discussing insurance and sick days while acknowledging the importance of being present
u/SIN0FWRVTH / Via reddit.com

Related: 21 Wild Screenshots Of Employee Mishaps That'll Make You Never Want To Work In An Office Again

4. This food truck boss who took 10% of their employee's card tips and gave it to the manager:

Text conversation discussing discrepancies in tips and confirming that a manager will address the issue
u/Eman21701 / Via reddit.com

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Two people discuss tip distribution changes; Managers assign percentages based on roles on trucks and warehouses
u/Eman21701 / Via reddit.com
Text conversation about a person receiving 10% of tips for behind-the-scenes work, even when not clocked in, agreed as fair by others
u/Eman21701 / Via reddit.com

5. This boss who won't turn on the AC in a pizzeria:

Thermostat display reads 86 degrees
u/Bhoklagemapreetykhau / Via reddit.com

6. This boss who wrote "Loser" on an employee's final paycheck:

A check with the label "Loser" on the bottom
u/MarcoEmbarko / Via reddit.com

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Related: 23 Things Adults Finally Purchased Because Their Parents Never Let Them Have Them Growing Up

7. This boss who assigned an employee a ton of tasks to do — and made them due two days ago:

Email inbox showing various tasks related to obtaining documents and handling insurance tasks assigned to the user
u/tipsy-cowgirl / Via reddit.com
Task list with overdue
u/tipsy-cowgirl / Via reddit.com

8. This boss who waited for an employee's day off to send some extra work:

A person requests a colleague to evaluate a tool named Arcade and report findings by the end of the day
u/Wander_tea / Via reddit.com

Related: 29 Disgusting Rich Kid Meltdowns That'll Make You Hate Humanity Even More...If That's Even Possible

9. This ex-boss who accused a former employee and their friend of stealing their cat:

Text conversation showing expressions of gratitude and good luck between two people, with an emphasis on appreciation and future wishes
u/sodapopsky2 / Via reddit.com

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Text message exchange showing a disagreement over abandoning horses, followed by a request to return a Siamese cat
u/sodapopsky2 / Via reddit.com
Text message accuses someone of taking a cat, emphasizing the cat's wellbeing and expressing hope for misunderstanding and reconciliation
u/sodapopsky2 / Via reddit.com

10. This boss who got mad at an employee for working overtime...for one minute:

A sticky note on a desk reads "Michael 1 min"
[redacted] / Via reddit.com

11. This manager who wanted an employee to throw away all these cookies after a night shift — and refused to let them take any home:

Baking rack with trays of freshly baked cookies cooling, featuring round chocolate cookies laid out in rows
u/igetproteinfartsHELP / Via reddit.com

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Related: People Are Sharing The "Poor Person" Habits They Will Never, Ever Stop Doing, No Matter How Rich They Get, And I'm In Awe

12. This boss who fired an employee a year ago...but kept them as the alarm company's emergency contact:

A voicemail transcript about an alarm system issue due to a power failure, advising to restore power or seek assistance from Guardian protection
u/typewrytten / Via reddit.com

13. This office manager who tried to manipulate an employee into giving money for their millionaire boss's Christmas gift:

Text conversation about being asked for money for a boss's birthday gift, with a response declining due to financial constraints
u/brooklyn3264 / Via reddit.com

14. This boss who gave an employee expired cookies for their birthday:

Package of peanut butter soft-baked cookies labeled dairy-free and made with all-natural ingredients. Expiration date is Jan 25, 2025
u/Smooth_Ad438 / Via reddit.com

15. And finally, this manager who glued the volume button of an office phone so no one could change it:

Office phone with a worn-out button for volume adjustment, surrounded by other functional buttons and a coiled cord resting on a wooden surface
u/roses_sunflowers / Via reddit.com

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H/T: r/mildlyinfuriating

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