Hilarious Workplace Email Blunders That Will Make You Cringe and Laugh
Explore some of the funniest and most embarrassing email and work-related mishaps shared by professionals worldwide. These true stories reveal how simple mistakes can turn into unforgettable moments.
We hope no one lost their job over these incidents.
On Twitter, users are sharing their most amusing and cringe-worthy experiences related to work and email correspondence. The thread was sparked by a user named Maurice (the name is important):
most embarrassing email exchange I ever had:
- Sent an email
- They replied & called me “Mautice”
- I replied sharply, correcting the spelling of my name and emphasizing how important it is to me
- They told me to check my first email
- I had misspelled my own name
— Maurice (@mo87mo87) January 28, 2020
I sent an email, and the reply called me “Mautice.” I responded sharply, saying my name was spelled differently and that it mattered a lot. Then they told me to check my original email — and yes, I had misspelled my own name.
Although no specific question was asked about the most ridiculous work stories, hundreds of people chimed in with tales of embarrassing moments at school, work, or just in email exchanges. Here is a curated selection of the funniest and most awkward:
1. “Recently, I sent an email to my manager Mariana but accidentally called her ‘marinara.’ In another email written in French, I intended to sign off with ‘à très vite’ (see you soon), but instead wrote ‘à très bite,’ which translates to ‘very member.’” — givemeyourbagel
2. “Once I was supposed to pick up a manager from our company’s headquarters at the airport. I ended up driving him to my home by accident! I went on autopilot and turned home instead of the office, only realizing when he asked where we were.” — Sal_Robins
3. “I didn’t know changing my YouTube profile name would also change the linked email name. At a big meeting, everyone suddenly knew me as ‘Millennial Avocado, Queen of Unicorns.’” — JoninaLee
4. “I went to the local bank to figure out why my debit card wasn’t working. Turns out, it was a supermarket loyalty card.” — justsnoozing
5. “I replied to an email from my phone and accidentally misspelled my own name. ‘Sarah’ became ‘Satan.’” — ubiquity75
6. “One Christmas, I changed my email name to ‘Santa’ to send my daughter a letter from him. Later, I forgot to change it back and sent a serious email to my son’s school still signed as ‘Santa.’” — WinterWolf2212
7. “After a fight with my boss, I wrote a detailed email to my boyfriend describing what happened and insulted her multiple times. Minutes later, I got a reply... from my boss. I had accidentally sent that email to her.” — mnsortanice
8. “A colleague was emailing a client with limited English and replied ‘Thank you, wonderful.’ Now every email starts with ‘Dear Wonderful,’ even though he’s introduced himself many times.” — LindsAKennedy
9. “I work in television, and once I mispronounced my own name live on air.” — RachelCSW_TV
10. “Nothing is worse than when a client sends an email, employees comment internally, and then someone accidentally replies to the client with the internal conversation still attached.” — RichardFoleher
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