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Article created by: Rugilė Baltrunaitė

“If I got a paper cut, that’s a tragedy. If you fell down an open manhole… that's comedy,” said Woody Allen (sadly), to illustrate that humor is often a matter of perspective. Most of us have messed up, but dropping a plate at home feels a lot different from sending an angry email to the wrong coworker.

So we’ve gathered a wonderful list of stories for those seeking some second hand embarrassment, this time about people’s on-the-job fails. Get comfortable as you scroll through, double check that you aren’t sharing your screen, upvote your favorites and be sure to share your own thoughts and experiences in the comments down below.

#1

Frustrated woman working on laptop at home showing a clear example of failing spectacularly at work in an office setting Synchronized my menstruation app calendar with the company's calendar and everybody received the notification about my ovulation

ryan.maxwell22 , Andrea Piacquadio/pexels (not the actual photo) Report

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    #2

    Man in blue shirt attending a virtual meeting on computer screen, illustrating people failed spectacularly at work concept. I thought I was on mute on a company team call and I farted so loud and so long everyone stopped talking

    ryan.maxwell22 , Getty Images/unsplash (not the actual photo) Report

    #3

    Man in a suit speaking on a corded phone at the office reception, illustrating people failed spectacularly at work. set a wake up call at 7 am for the whole hotel instead of a specific room ....

    ryan.maxwell22 , Getty Images/unsplash (not the actual photo) Report

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    #4

    Young woman in a yellow sweater working on a laptop at home while petting a white cat, illustrating work fail moments Said "who's my furry baby" to my cat unmuted on a call with 1k people in it

    ryan.maxwell22 , Getty Images/unsplash (not the actual photo) Report

    #5

    Teacher pointing at numbers on chalkboard while students raise hands, illustrating moments of people failed spectacularly at work. I wrote a profile for a teacher candidate that said she "enjoyed torturing students with special education needs" when I meant to type "tutoring". It went out to hundreds of schools. 🫢

    ryan.maxwell22 , Getty Images/unsplash (not the actual photo) Report

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    #6

    Older office worker struggling with copier machine, illustrating common ways people failed spectacularly at work. "Accidentally" printed everyone's payslips to the office printer during Covid Someone else found it looked at all of them and made complaints of others salaries. We all god a pay rise. A win is a win.

    ryan.maxwell22 , Centre for Ageing Better/unsplash (not the actual photo) Report

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    #7

    Young man wearing headphones focused on laptop, illustrating people failing spectacularly at work in an office setting. Forgot I was sharing during a meeting and a woman on the call was talking about her small town and where she lived. I zoomed in on her house and she said "yeah that's it" 😭😭😭

    ryan.maxwell22 , Wes Hicks/unsplash (not the actual photo) Report

    #8

    Man in work overalls handling multiple gas pumps at a station, illustrating people failed spectacularly at work moments. Instead of selling gas for 2.80 a gallon I accidentally sold it for 28 cents .. ALL DAY 🤦‍♂️

    ryan.maxwell22 , freepik (not the actual photo) Report

    #9

    Young professional smiling while working on a laptop outdoors, illustrating moments of failure at work. I wrote "Dear Madman" instead of "Dear Madam" 💔 on a letter addressing the director 😭

    ryan.maxwell22 , A. C./unsplash (not the actual photo) Report

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    #10

    Construction site with heavy machinery causing a major work fail amid debris showing people failed spectacularly at work. I sent the demolition team to the wrong house & well 😭😭😭😭😭😭

    ryan.maxwell22 , Gene Gallin/unsplash (not the actual photo) Report

    #11

    Young professional smiling and explaining data on laptop in a meeting, showcasing common work failures and challenges. Exposed the CEOs affair at the time of my termination for a nice little NDA payout

    ryan.maxwell22 , Getty Images/unsplash (not the actual photo) Report

    #12

    Woman struggling with office printer showing a common example of people failed spectacularly at work moments I printed multiple huuuuge banners for a conference that said "fossil fuels are our only chance" instead of "fossil free is our only chance". I work for a renewable energy company ...

    ryan.maxwell22 , Getty Images/unsplash (not the actual photo) Report

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    #13

    Man stressed at work, sitting at desk with laptop and coffee, showing signs of workplace failure and frustration. I reused the format of a Memorial Day email but didn't change the subject line so my Juneteenth email said, "honoring those who served"

    ryan.maxwell22 , Getty Images/unsplash (not the actual photo) Report

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    #14

    Man in office attire sitting on a toilet stall, talking on phone, showing a rare moment of failing spectacularly at work. I was a lawyers assistant and accidentally went to the bathroom to take a dump and flushed the usb stick that was supposed to be taken to court in less than an hour 😭

    ryan.maxwell22 , EyeEm/freepik (not the actual photo) Report

    #15

    Two young men struggling with a photocopier in an office, illustrating a work fail moment. I went to quit the worst office job of my life and was waiting till the end of the day so I could still get paid for that day Imao but I accidently printed out my resignation letter to every printer in the office at like 1pm .. the way every printer started gsshhk gsshhkking

    ryan.maxwell22 , Pablo Merchán Montes/unsplash (not the actual photo) Report

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    #16

    Stressed woman at desk struggling with work, surrounded by laptop, notebook, and coffee, depicting work failure moment. I was new and I fired 3 people instead of validate their vacation because I used the wrong option in the software.

    ryan.maxwell22 , Getty Images/unsplash (not the actual photo) Report

    #17

    Person counting cash at a desk with a planner and pen, illustrating work failures related to money management. first day at my bank job i pulled the robbery alarm on accident because i didn't know what it was well it was silent so i didn't even know i pulled it until the cops pulled up 😭

    ryan.maxwell22 , Photo By: Kaboompics.com/pexels (not the actual photo) Report

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    #18

    Child holding a broken trophy with both hands symbolizing failure and mistakes at work and achievement challenges. I was asked to add a 'period' on an award. I wrote the word PERIOD on it

    ryan.maxwell22 , Kateryna Hliznitsova/unsplash (not the actual photo) Report

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    #19

    Man in gray suit and red tie frustrated at laptop, illustrating people failed spectacularly at work moments. Deleted the company website

    ryan.maxwell22 , Yan Krukau/pexels (not the actual photo) Report

    #20

    Man in a white coat struggling to open a door in a dim hallway, illustrating a work fail moment. I used to work in private psychiatric hospitals. Once I accidentally walked off with the keys, didn't realise. It's the equivalent of walking off with prison keys 😭 Whole hospital went into lockdown whilst they tried to get in contact with me. I had to get escorted around for a month and redo security training and clearance 🙂

    ryan.maxwell22 , Richard Stachmann/unsplash (not the actual photo) Report

    #21

    Animated horse character in a blazer and blue shirt, appearing frustrated and spitting, illustrating work failure humor. my email profile picture was THE SNEEZING PICTURE FROM BOJACK HORSEMAN for sooo long and one random tuesday I realized i've been talking to my boss, HR and EVERYONE with this.

    ryan.maxwell22 , ShadowMachine Report

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    #22

    Surgeon adjusting mask in an operating room, highlighting moments of people failing spectacularly at work. I got a body embalmed, instead of an autopsy

    ryan.maxwell22 , Curated Lifestyle/unsplash (not the actual photo) Report

    #23

    Young woman at work reviewing camera settings in a bright office, illustrating people failing spectacularly at work. I worked for a photographer and he came back from doing this extensive job at Disney. He was hot, exhausted, and said "I'm so glad that's over" and then I accidentally deleted every single picture

    ryan.maxwell22 , Getty Images/unsplash (not the actual photo) Report

    #24

    Man in suit working on laptop at office desk with coffee cup, appearing focused but stressed, illustrating work fail moments Subject line was supposed to be: Arizona public offering. Left off the L in public 🥺

    ryan.maxwell22 , Getty Images/unsplash (not the actual photo) Report

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    #25

    Young woman working on laptop at home, illustrating moments when people failed spectacularly at work. Forgot I was sharing my screen and started to type on teams about how the person we were in a meeting with was useless 😂 was messaging the CEO who also replied "I know" 🙈

    ryan.maxwell22 , Getty Images/unsplash (not the actual photo) Report

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    #26

    A diverse group laughing and talking casually in a modern office setting, illustrating work teamwork and social interaction. I left the Teams meeting on my computer but forgot to hang up my cell phone, which was using for audio. I walked around and talked to a bunch of random coworkers about company gossip. Turns out, Teams was adding all my interactions to the meeting transcript and Al added a post-meeting summary section with a bullet point to summarize each thing I gossiped about.

    ryan.maxwell22 , Ahmet Kurt/unsplash (not the actual photo) Report

    #27

    Woman working on laptop in modern office setting, illustrating common work failures in professional environments. Shared my screen in a client meeting, after I was done I forgot to stop sharing and then proceeded to shamelessly scroll on Pinterest for 10 minutes until someone finally said "are you trying to show us something or ...? "

    ryan.maxwell22 , LinkedIn Sales Solutions/unsplash (not the actual photo) Report

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