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50 Embarrassing Employee-Boss Moments That Were So Bad People Had To Share
Interview With Expert
Embarrassing moments are an inevitable part of life. Whether you realized after getting home from a first date that you had spinach in your teeth the whole time or you accidentally sent your father a spicy text meant for your partner, we’ve all been there. But these awkward moments can be even more painful when they happen in professional settings.
Bored Panda has searched far and wide and gathered photos of the most mortifying interactions that have occurred between bosses and employees. I’ll warn you right now, pandas, that this list will probably give you second-hand embarrassment. But enjoy scrolling through these painfully awkward pics, and keep reading to find conversations with Ekta Capoor, Co-Founder and Editor-in-Chief of Amazing Workplaces, and Career Coach Dr. Twanna Carter!
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#1
Such A Worthy Memory
RELATED:
#2
The Look Of Pure Potato Sadness
#3
What I'm Hearing Is That You Should Be The Boss Instead Of Someone Flustered By Arrows
#4
It’s Pretty Funny
#5
Work Just Got Very Interesting
#6
Oops
Shark queen 🦈🦈🦈 2 years ago
This boss seem pretty cool. I like that they were able to see the humor in the situation.
#7
This Is The Correct Response
#8
Hope They Felt Really Awkward
Pittsburgh rare 2 years ago
If you leave a Zoom meeting you can't hear them. How did this happen?
#9
At Least You Didn’t Get Fired
#11
I Accidentally Told My Boss To "Come Grab My Meat" Instead Of My Wife
#12
There Was An Attempt To Text An Old Boss Of Mine, Professionally
Earthquake903 2 years ago
You have to be laughing pretty hard to make your hoohah come out your nose
#13
Boss Got Locked In His Office And A Section Of The Wall Had To Be Cut Out
#14
Accidentally Reported My Bowel Movements To My Boss Instead Of My Girlfriend
#15
There Was An Attempt To Get A New Job
#17
Boss Is Probably Freaked Out
#18
A New Guy At The Company Accidentally Sent These Texts To His Manager
#20
This Is Really Awkward
#21
That Awkward Moment When You Accidentally Ask Your Boss For A Hookup
#22
So My Boss Kept Asking Why His Battery Was Running Out So Fast. He's Pretty Much Had The Stopwatch Running Since He Got The Phone. 631 Days
#23
Zoom Meeting
#24
Text From My Boss
#25
Insane Boss Story
#26
Nothing Like A Sincere Apology
Geoffrey Scott 2 years ago
Oh...mine apologized. Then did pretty much the same thing not long after.
#27
Insane Boss Story
Con O Cuinn 2 years ago
As an Irish kid who had literally never met any POC, this surprised me too. I was 5 at the time though.
#28
Sending A Text To The Wrong Person
Earthquake903 2 years ago
Poor wife, husband, hamza, looks like they're all having a bad time.
#30
This Wins
#32
There Was An Attempt To Check In With My Boss
#33
Well. I’m Sure That Was Great For My Friend’s Coworkers And Bosses To All See
Šimon Špaček 2 years ago
And that is why you set "No notifications when presenting" on your computer.
#34
Been Working My Butt Off For Over A Year At Work In Hopes Of Getting A Management Opportunity This Summer And Just Received This Text Message From My Boss
#35
Started A New Job Today And My Teenager Had The Computer Before Me. I Opened It In Front Of My New Boss
#36
Boss Just Sent Me This Text Twice. Shouldn't Make Things Awkward I'm Sure
#37
That's No Way
#38
This Is A Valid Reason
#39
Oh, To Be A Boss, Not Knowing How Anything Works, And Still Earn More Than Anyone Else
#40
That Is Unfortunate
#41
Left My Boss A Birthday Cake. The Tube Of Frosting I Was Writing With Broke So I Squiggled On There. Now I Have To Have A Meeting With My Boss And Union Rep To See If I Was Drunk At Work
#42
There Was An Attempt By My Significant Other's Korean Boss To Get A Cake That Says “Happy Birthday Hong”
#43
I’m Sorry The "Hehe" Made Me Fall Over
#44
The Lecture After
#45
Got A Phone (Didn't Have One). Texted My Boss To Verify I Had The Right Number And This. I Didn't Know
#46
At Least He Knows What The Meme Means
Tempest 2 years ago (edited)
I once accidentally sent my crush’s friend an embarrassing selfie of me instead of a schedule screenshot. Said friend was sitting right next to my crush and they were with a group of other mutual friends. They all saw it. Seeing accidents like these from other people make me feel so embarrassed all over again.
#47
That's Awkward
#48
He Probably Did Need It
#49
My Boss Texted Me This. Just Thought This Was Funny
Lydsylou (she/her) 2 years ago
Always take your five minute phone breaks in the bathroom away from cameras
#50
When The Hot Straight Boss Sends Me A Rude Email On The Weekend
#51
"Screw This Job" Moment
#52
My Creepy Boss Sent Me This Out Of The Blue The Other Day
#54
It's 6 PM And I Haven't Eaten All Day. I Waited For My Boss To Leave To Eat Because I Was Embarrassed
Jane Jayne Jain Jeign Jein 2 years ago
Why are you embarrassed that your boss doesn't give you enough time or money to eat properly - boss should be the one who's ashamed!
#55
I Accidentally Sent An Uber Code To My Boss And I’ve Never Felt More Awkward
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What do you think ?
ElfVibratorGlitter 2 years ago
I really liked them. Some I hope were fake because they truly inspired a feeling of utter "oooof".
ElfVibratorGlitter 2 years ago
I really liked them. Some I hope were fake because they truly inspired a feeling of utter "oooof".
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