The 6 FUNNIEST Email Fails You’ll Ever See

At some point or other, everyone has sent the wrong email to the wrong person, accidentally left a typo, or linked the wrong attachment.

We’ve all been there.

But every now and then, someone will make an email blunder so bad that you can’t help but laugh. And that is what this video is all about.

Here we have 6 of the funniest, most outrageous (and damn right stupid) email mistakes anyone has ever made at work. Enjoy!

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Time Stamps

0:00 Intro
01:10 1.
02:38 2.
03:25 3.
04:27 4.
05:30 5.
06:18 6.

[mrrestell]

Many years ago when spell checkers first come out I sent out meny letters starting Dear Sir or Madman

[xerintha]

I love those and am still laughing at the pug one. Also, it's Snuffle-UP-ah-gus. :D

[justinh]

Officially petitioning for the channel to be rebranded to BAE ASKINS.

[tomburns]

I will never tire of seeing videos of this nature. Especially dead embarrassing ones where the recipient of said emails react with humour and understanding (especially if they are in a field where one would expect robotic/corporate-like harumph-ing). Thanks, Ben!

[pg]

A former colleague sent a letter to a construction company that was going to do some work on the airport runway asking that they do 'a trial borehole' so the guy rang him up laughing saying 'I'm game if you are!' Huh, ? says he... then the guy explained, the letter said 'we need to do a trial brothel!!

[lc]

I am an in IT, was working on reactivating someone's email account, I sent a test email message, and in the subject of the email, I wrote "Teste" instead of "Test", yes it was a male and thankfully he had a sense of humor.

[afernandesrp]

One thing that used to happen a lot at our company during the pandemic was inviting the wrong person for an online meeting and the person accepting.

[davinasquirrel]

The first one (which I had seen you do before) really gets to me. He's a weasel for suggesting to 'take advantage of the job market', but went into super-weasel mode suggesting managers could get a cut of this weasel strategy. Maybe it's really a super-mega-weasel move?

[freetipuk]

Worked at a very famous company many years ago. The receptionist at head office (double hatted as PA to the senior management too) who was responsible for all company wide announcements was having a private email conversation with another employee .... about that employee getting another job and how unhappy she was.... and when the receptionist replied to her with a copy of her reviewed/amended CV... she added the email group "ALL sending the whole company (1000s of people) the full email trail and the amended CV of the poor woman who just wanted some job hunting advice.

[EikePilt]

Autocorrect is also the nemesis for me. Sent a text via Teams in my native language to my colleague: "Oled saadaval? Tahaks suhelda"(Are you available, I'd like to chat/call)
The autocorrected message was:"Oled saadaval? Tahaks suudelda" (Are you available? I'd like to kiss/make out). We both had a good laugh😂

[LovinglfDesigns]

I work for a large multinational company. Some poor IT person sent an email to all employees (over 100k). The hilarious part was thousands of workers replying to ALL asking to be taken off the list. No matter how many times workers were asked NOT to reply to all they still did. I laughed so hard. Somehow, some way they yanked all those emails from our inboxes. I've never laughed so hard. The CEO was not amused.

[tomarmstrong]

That drunk email at the end cracked me up

[rongross]

The caricature from Sesame Street
( 😂 😂 that's what it sounds like 😂)

[tabby]

The pug in the pants 😂😂🤣 All our cats do that when my husband sits on the toilet it's so funny in itself but imagine sending that to your boss 😂😂

[julieoelker]

I once had a toxic boss. When I changed my email signature from "Thank you for your time and attention" to "Thanks" she fired me. What a blessing.

[ASK]

The office I worked for was moving to another floor in our building and were no longer going to lease from the company that rented our current floor. My boss emailed multiple people at that company and cc'ed me asking to keep her current reserved spot (which was contracted under that company), they replied they would consider it, and she replied all "this is why we're getting away from these people". I about died. Shocking, but they didn't not agree to give her the parking spot.

[paul]

Can you imagine a boss that sneaky and underhand they thought that they would get away with that, , just imagine every single person seeing that email and walking out on the company, and the boss rocking up to a empty deserted office on Monday morning with only himself in the building !.😂

[albertwarren]

An old colleague of mine once sent to everyone in the company “WATERMELON!!!!”

[alisonbolt]

Bonus giggle from Ben for snuffle-pagus! 🤣

[susieroyse]

How can you not know Mr Snuffleupagus from Sesame Street? He was Big Bird's best friend but everyone always just missed him so they didn't believe he existed! Classic 😊