29 People And Their Not-So-Awesome Boss Stories

aesir911 Published 12/16/2023 in Funny

Everyone who has ever worked has more than likely had some form of a bad boss. Truth be told, most of us have had more than one! Even a great job or ideal workplace can be ruined by a bad boss. Sometimes no matter how much you enjoy your work or love your co-workers, the only way to keep your sanity is to cut ties and leave a bad work environment or toxic boss.

Check out these pics that made people label their boss as a horrible one, and it's quite easy to see why. How does your boss measure up?

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1.
"The boss threw away all the desks and replaced them with dressers and a sheet of glass."
2.
"Thanks, now I’ll be at work inspecting the bathroom at each of my future jobs..."
3.
"My boss has a great way of motivating us here at work."
4.
"My boss asked if I wanted to get a ‘happy ending’ massage together on a business trip."
5.
"A pie that I brought to work went missing. I found it later in my boss’ office."
6.
"I caught my boss living in the office after his divorce making his dinner…always thought the coffee tasted odd."
7.
"The milk situation at work is starting to get a little serious."
8.
"We asked the boss for a suggestion box."
9.
"This is the drinking water filter at my work. It’s been getting darker by the day but my boss insists it’s still doing its job."
10.
"My boss wasn’t in his office for our meeting, so I left him a note… found this on my desk afterward."
11.
"My boss asked me to catch Koi fish from the pond."
12.
"My boss censored my cleavage at work yesterday."
13.
"My boss just walked up to me, completely deadpan, and slapped this post-it note on me."
14.
"Apparently, my boss likes shopping for presents in dollar stores."
15.
"My girlfriend got a new job. This was a cake she got from her old boss."
16.
"My boss took me in the bathroom, offered me blow, I declined, he kissed me."
17.
"The property manager is cutting down the trees because it’s expensive to maintain them."
18.
"My boss was tired of our wire cutters getting stolen. I’m not sure this will solve it."
19.
"My boss ordered a box of 6,000 pepper packets instead of a shaker, so now I get to spend my Saturday cutting open packets for our burger seasoning."
20.
"When your good service rewards only your boss."
21.
"My boss asked me to buy dresses during work hours for his mistress while using his car to go around from store to store until I found the model and size he wanted."
22.
"My boss just handed me my paycheck…"
23.
"If your boss blocks Facebook, make your own!"
24.
"My coworker is coming back from Burning Man today, so my boss left this on his desk…I love my job."
25.
"My boss’ solution to help my coworker keep her files in order."
26.
"I asked my boss for an iMac and saw this when I came in this morning."
27.
"My boss asked me to go buy a pipe for her to smoke her weed out of because she had a party she was going to later that night."
28.
"When some employees get $500 Christmas bonuses and you get this Christmas gift from the boss."
29.
"The boss that doesn’t let anyone take party leftovers home."

1.
"The boss threw away all the desks and replaced them with dressers and a sheet of glass."
2.
"Thanks, now I’ll be at work inspecting the bathroom at each of my future jobs..."
3.
"My boss has a great way of motivating us here at work."
4.
"My boss asked if I wanted to get a ‘happy ending’ massage together on a business trip."
5.
"A pie that I brought to work went missing. I found it later in my boss’ office."
6.
"I caught my boss living in the office after his divorce making his dinner…always thought the coffee tasted odd."
7.
"The milk situation at work is starting to get a little serious."
8.
"We asked the boss for a suggestion box."
9.
"This is the drinking water filter at my work. It’s been getting darker by the day but my boss insists it’s still doing its job."
10.
"My boss wasn’t in his office for our meeting, so I left him a note… found this on my desk afterward."
11.
"My boss asked me to catch Koi fish from the pond."
12.
"My boss censored my cleavage at work yesterday."
13.
"My boss just walked up to me, completely deadpan, and slapped this post-it note on me."
14.
"Apparently, my boss likes shopping for presents in dollar stores."
15.
"My girlfriend got a new job. This was a cake she got from her old boss."
16.
"My boss took me in the bathroom, offered me blow, I declined, he kissed me."
17.
"The property manager is cutting down the trees because it’s expensive to maintain them."
18.
"My boss was tired of our wire cutters getting stolen. I’m not sure this will solve it."
19.
"My boss ordered a box of 6,000 pepper packets instead of a shaker, so now I get to spend my Saturday cutting open packets for our burger seasoning."
20.
"When your good service rewards only your boss."
21.
"My boss asked me to buy dresses during work hours for his mistress while using his car to go around from store to store until I found the model and size he wanted."
22.
"My boss just handed me my paycheck…"
23.
"If your boss blocks Facebook, make your own!"
24.
"My coworker is coming back from Burning Man today, so my boss left this on his desk…I love my job."
25.
"My boss’ solution to help my coworker keep her files in order."
26.
"I asked my boss for an iMac and saw this when I came in this morning."
27.
"My boss asked me to go buy a pipe for her to smoke her weed out of because she had a party she was going to later that night."
28.
"When some employees get $500 Christmas bonuses and you get this Christmas gift from the boss."
29.
"The boss that doesn’t let anyone take party leftovers home."

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29 People And Their Not-So-Awesome Boss Stories

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Tags: aesir911 lol awful horrible job bad funny lulz

NEXT GALLERY 19 Real Life Superheroes Who Deserve Some Love

1. "The boss threw away all the desks and replaced them with dressers and a sheet of glass."

2. "Thanks, now I’ll be at work inspecting the bathroom at each of my future jobs..."

3. "My boss has a great way of motivating us here at work."

4. "My boss asked if I wanted to get a ‘happy ending’ massage together on a business trip."

5. "A pie that I brought to work went missing. I found it later in my boss’ office."

6. "I caught my boss living in the office after his divorce making his dinner…always thought the coffee tasted odd."

7. "The milk situation at work is starting to get a little serious."

8. "We asked the boss for a suggestion box."

9. "This is the drinking water filter at my work. It’s been getting darker by the day but my boss insists it’s still doing its job."

10. "My boss wasn’t in his office for our meeting, so I left him a note… found this on my desk afterward."

11. "My boss asked me to catch Koi fish from the pond."

12. "My boss censored my cleavage at work yesterday."

13. "My boss just walked up to me, completely deadpan, and slapped this post-it note on me."

14. "Apparently, my boss likes shopping for presents in dollar stores."

15. "My girlfriend got a new job. This was a cake she got from her old boss."

16. "My boss took me in the bathroom, offered me blow, I declined, he kissed me."

17. "The property manager is cutting down the trees because it’s expensive to maintain them."

18. "My boss was tired of our wire cutters getting stolen. I’m not sure this will solve it."

19. "My boss ordered a box of 6,000 pepper packets instead of a shaker, so now I get to spend my Saturday cutting open packets for our burger seasoning."

20. "When your good service rewards only your boss."

21. "My boss asked me to buy dresses during work hours for his mistress while using his car to go around from store to store until I found the model and size he wanted."

22. "My boss just handed me my paycheck…"

23. "If your boss blocks Facebook, make your own!"

24. "My coworker is coming back from Burning Man today, so my boss left this on his desk…I love my job."

25. "My boss’ solution to help my coworker keep her files in order."

26. "I asked my boss for an iMac and saw this when I came in this morning."

27. "My boss asked me to go buy a pipe for her to smoke her weed out of because she had a party she was going to later that night."

28. "When some employees get $500 Christmas bonuses and you get this Christmas gift from the boss."

29. "The boss that doesn’t let anyone take party leftovers home."

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27 Comments

eBaum's Picks

1.
"The boss threw away all the desks and replaced them with dressers and a sheet of glass."

2.
"Thanks, now I’ll be at work inspecting the bathroom at each of my future jobs..."

3.
"My boss has a great way of motivating us here at work."

4.
"My boss asked if I wanted to get a ‘happy ending’ massage together on a business trip."

5.
"A pie that I brought to work went missing. I found it later in my boss’ office."

6.
"I caught my boss living in the office after his divorce making his dinner…always thought the coffee tasted odd."

7.
"The milk situation at work is starting to get a little serious."

8.
"We asked the boss for a suggestion box."

9.
"This is the drinking water filter at my work. It’s been getting darker by the day but my boss insists it’s still doing its job."

10.
"My boss wasn’t in his office for our meeting, so I left him a note… found this on my desk afterward."

11.
"My boss asked me to catch Koi fish from the pond."

12.
"My boss censored my cleavage at work yesterday."

13.
"My boss just walked up to me, completely deadpan, and slapped this post-it note on me."

14.
"Apparently, my boss likes shopping for presents in dollar stores."

15.
"My girlfriend got a new job. This was a cake she got from her old boss."

16.
"My boss took me in the bathroom, offered me blow, I declined, he kissed me."

17.
"The property manager is cutting down the trees because it’s expensive to maintain them."

18.
"My boss was tired of our wire cutters getting stolen. I’m not sure this will solve it."

19.
"My boss ordered a box of 6,000 pepper packets instead of a shaker, so now I get to spend my Saturday cutting open packets for our burger seasoning."

20.
"When your good service rewards only your boss."

21.
"My boss asked me to buy dresses during work hours for his mistress while using his car to go around from store to store until I found the model and size he wanted."

22.
"My boss just handed me my paycheck…"

23.
"If your boss blocks Facebook, make your own!"

24.
"My coworker is coming back from Burning Man today, so my boss left this on his desk…I love my job."

25.
"My boss’ solution to help my coworker keep her files in order."

26.
"I asked my boss for an iMac and saw this when I came in this morning."

27.
"My boss asked me to go buy a pipe for her to smoke her weed out of because she had a party she was going to later that night."

28.
"When some employees get $500 Christmas bonuses and you get this Christmas gift from the boss."

29.
"The boss that doesn’t let anyone take party leftovers home."