No matter how hard you try, you can’t avoid embarrassment. At some point, you will make such a dumb mistake that it will keep haunting you at odd times of day—trying to fall asleep in bed, in the shower, during your commute—for years to come.
It hurts to remember these cringey fails. But when you share them, it’s oddly cathartic. Employees revealed the very worst and facepalm-worthy mistakes they’ve ever made at work, and we have collected their most powerful stories to share with you. Get ready, you’re about to get a month’s worth of secondhand embarrassment in one post.
#21
Told a patient who had suffered a stroke “Sorry my brain ain’t working right today.” She replied after lifting up and plopping her paralyzed arm on the counter, “it’s okay neither is mine”.
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13points
#22

Was chatting with a patient and stupidly thought it would be funny to ask “on accident or on purpose?” when he said he drove off a bridge. He got very sad and said “on purpose”.
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12points
#23

Had two guys come up to me with their boarding pass, saw they had the same last name and was like “oh are yall brothers?!” And they went “no we’re husbands” and I didn’t wanna seem homophobic so I just went “oh even better!” But now I feel like they think I’m some freak.
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12points
#24

At my last job, I accidentally shredded my bosses marriage certificate when she asked me to make a copy of it. I went to shred the copy because it printed wrong, shredded the real thing instead.
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12points
#25
I’m a wax specialist, I do mainly Brazilians, this girl came in wearing a tampon and as I went to pull my wax strip, I noticed something was connected to the wax…. Almost ripped this girls tampon fully out.
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12points
#26
I was walking with a tray of drinks when I felt something hit my leg, slide, and then scream and cry. A little girl with a basket of toy lambs ran in front of me, I didn’t see her. And since I was walking so fast with those drinks, I kicked her sooo far. I didn’t spill the drinks though so.
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12points
#28
Well two shifts ago i dropped 4 PINT glasses of pinot noir all over my 4 top. it looked like a crime scene. they tipped me 50% though so i think they thought it was my first day. on earth.
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11points
#29

Told a lady at a school show I couldn’t stand this one kid performing, and she goes oh that’s my son.
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11points
#30

I didn’t know a screwdriver was a cocktail so I went down to the restaurant basement to find one and gave it to the customer.
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11points
#32

When i first started out as a cashier, I accidentally accepted a very obviously fake $100 bill and the next day my manager said “someone took a monopoly bill” and I just acted like it wasn't me and said “how dumb do you have to be to do that” basically talked [trash] abt myself.
9points
#33

In elementary school basketball they called timeout and I didn't hear the whistle so I started guarding the opposite team while they were in a huddle.
9points
#35
No cause I win, when I was working at an icecream shop a mom came in looking sooo exhausted and her kids were being so obnoxious, and she even told me how long of a day she’d had and was so excited for her icecream. She got 2 pints for her kids and 2 for her and her husband. 10 minutes after she left… I turned around and saw those 2 pints on the counter and I forgot to put them in the bag. And it was the two for her and her husband. I really wish she’d called or something but she didn’t and I have NEVER forgiven myself for that.
9points
#36
I was 18 and I was a medical secretary. I would have to call patients the day before appointments and I called this one guy well call him John,and his wife answers the phone and tells me her husband is very recently deceased. I gave her my condolences and told her that I will switch his account to deceased and I will inform his doctors. So what I did wrong in this scenario was I did not immediately mark the patient as deceased and I didn’t cancel his appointment; if I don’t do that immediately then I could potentially call the same person twice. Which is what happened, I called again and told her “ whoops didn’t mean to call again” and she said “it’s okay dear” blah blah. Not too bad.. then I forgot to mark him as deceased and forgot to cancel his appointment AGAIN and made the mistake of calling his poor wife AGAIN TO REMIND HER OF HER DECEASED HUSBANDS APPOINTMENT! She genuinely sounded scared on the third call and I legit said “I’m sorry I’m so bad at my job” and hung up. Nobody said anything to me. Got fired two months later.
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9points
#38
We were constantly told to upsell alcohol. I asked a table if they were interested in any margaritas. They told me they were there for their AA meeting.
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9points
#40

Working at kohls I asked what the special occasion was for the new outfits… “double funeral for my wife and 2 kids”.
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8points




