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Disgruntled Ex-Employee Deletes All Company Files Then Accidentally Confesses Everything In One Furious Message

by Jeffrey Stone
December 3, 2025
in Social Issues

A decade ago, the office tyrant who guarded every file like a dragon lost her job in layoffs and chose vengeance over dignity. She nuked the entire shared drive on her way out, then gloated about it in an email.

Her smug victory lasted exactly one polite LinkedIn message. The new project owner quoted company policy: all deleted data gets forensically recovered, and the last person to touch it foots the restoration bill. Suddenly the ex-queen was staring at a five-figure invoice with her name on it. Karma didn’t just knock, it sent the receipt.

Redditor’s clever LinkedIn trap ends ex-employee’s severance in satisfying workplace revenge.

Disgruntled Ex-Employee Deletes All Company Files Then Accidentally Confesses Everything In One Furious Message
Not the actual photo.

'Boomer doesn't understand tech'

This happened about 10 years ago. There was a Karen that had been with the company for nearly 15 years.

Her title was "Project Manager", but she was really more of an office admin and various internal projects would get pushed to her.

These were things to help improve how the office worked, but nothing critical.

One of these projects was actually deemed to be important and it was re-assigned to me.

She hated this and stonewalled me all the time. It caused the project to be delayed, and I was getting crap from some of the executives because of this.

When I commented that it was difficult to get information from Karen, she became super-sweet and said she was bending over backwards to help me,

I didn't understand the project, etc. I powered through anyway.

But, then there was a round of layoffs and she was one of them. Due to her time with the company, she received a 3-month severance and extended benefits.

It was weird, but the company essentially cut monthly severance checks instead of paying them out all at once.

But, she also had to sign an NDA and non-disparagement agreement on the exit, as well as confirm that she had handed over all company materials and files.

I went to go grab some files related to the project and everything was gone. Karen had deleted everything.

This was before using things like Teams, Google Drive, etc. Everything was on a shared network drive, so it wasn't super easy to get the back up.

But Boomer Karen was the type that used her work email for all her personal accounts, including LinkedIn.

It was also company policy that the emails of departed employees would be forwarded to their department heads for a few months.

Using this knowledge, I went to LinkedIn and sent a message. "Hi Karen - I heard about your departure.

I hope you can use the time to take the vacation you talked about. I went to grab some of the files but noticed they were missing. Do you have...

When she responded, it also went to her old email, and thus to the department head.

"Don't pretend to be nice. I wouldn't be surprised if you helped me get fired.

Good luck finding any of those files. I DELETED EVERYTHING. S__ew you."

Well, when that got forwarded to HR that she had put in writing that she had deleted everything,

it was determined that this violated the severance agreement. All severance checks were immediately stopped. Oh, so sorry Boomer.

Getting laid off is rough, no one’s arguing that. But responding by wiping years of company files and then gleefully confessing via email is the corporate equivalent of flipping the table on your way out of a restaurant. Our Redditor didn’t even have to lift a finger. The ex-employee gift-wrapped her own downfall.

From her perspective, she probably felt pushed out and powerless. The project getting reassigned likely stung like a public demotion, and layoffs can feel deeply personal even when they’re just business.

Still, sabotaging the team left behind rarely ends with a victory lap. It usually ends with… well, exactly what happened here: zero severance and a reputation in flames.

This isn’t just one person’s bad day, it touches on a bigger workplace trend. A 2023 Gallup report found that 1 in 4 employees who experience layoffs or know someone who has report “actively disengaged” behavior afterward, including minor sabotage. When trust collapses on both sides, people do wild things.

Organizational psychologist Dr. Ryan M. Kimmel, an expert on workplace dynamics, told Fast Company: “It’s there to prevent you from doing things that harm yourself or others. If you move into that point where you can’t control it – you can’t resist that urge – you can start engaging in retaliatory behavior in the workplace.” While a revengeful action may feel good in the moment, it comes with risks, says Kimmel.

In this case? Three months of paycheck vanished because of one angry message. Dr. Kimmel’s point hits home. Karen handed HR the smoking gun on a silver platter, turning a fleeting thrill of defiance into lasting fallout that no one envied.

The smarter move (and yes, there is one even when you’re furious) is the route some laid-off folks take: finish strong, keep bridges intact, and let your professionalism speak louder than any deleted folder ever could. Companies remember the people who leave gracefully, and they’re the ones who get rehired or recommended later.

So maybe the real lesson isn’t about age or tech savvy. It’s about remembering that the internet is forever, work email is never private, and sometimes the sweetest revenge is watching someone else press “send” on their own downfall.

Here’s what the community had to contribute:

Some celebrate the outcome as satisfying and well-deserved revenge.

juicyorange23 − I still don't understand why people use their work email for anything personal. So stupid. Well done!

SublimeMudTime − Nice and really this is better than petty....

Z-man1973 − Nothing like a heartwarming story to begin the weekend

Cohnhead1 − This is great!!

Some argue the incident has nothing to do with being a Boomer and is just poor behavior or stupidity.

Renbarre − Frankly, the fact that she is a Boomer has nothing to do with it.

We had a brand shiny new intern who was finishing his 2 years of Business school with an internship.

He decided we weren't good enough for him and found another internship. He didn't bother cleaning out his professional email box.

That's how we found he was chatting with a school mate, insulting us all, giving our new pricing plans with his criticism (we were all morons), and making an i__ot...

His ex-manager was furious, both about the breach of secrecy and the insults. She sent them all to his school. He was expelled without his diploma.

Two expensive years to learn that if you are going to break the rules you should learn not to leave it in the open.

He was a Millennial. Whatever the generation you can't cure stupidity.

ruralife − This has nothing to do with when she was born. It has to do with the kind of person she became.

katepig123 − I'm not sure why this was framed as a "boomer" problem. It's not like there aren't plenty of clueless Gen Z folks out there.

Some Boomers and older users push back against age-based stereotyping in the story.

rodolphoteardrop − As a "boomer" who did tech support, I can tell you that this could happen to anyone.

I doubt that the company explicitly told departing employees that their email will be forwarded.

In fact, I only told the people I liked that this would happen. Also, I've run across a bunch of CEOs who use their work address for personal things.

I've also set up remote work station logging for 20-somethings who pretended to work so. Anyway, good job on the revenge.

ShowMeTheTrees − Can't you call her out for being a Karen without using the stereotype of "Boomer"?

Many of us starting using technology as soon as it came out and have kept up with it, and are quite sharp with it.

It's awful to assume that everyone a certain age is stupid or nasty or both. I mean, being a Karen involves the choice to be nasty or not.

But people cannot control their age. Age does not equal personality traits.

Raisontolive − As a Boomer, I can't count how many Gen Z's and Millennials who feel that surge of power when hitting 'reply to all'.

In the end, one deleted shared drive and one snarky LinkedIn reply turned a three-month cushion into a very expensive lesson in “read the fine print.”

Do you think the ex-employee shot herself in the foot, or was she justified in feeling betrayed enough to hit delete? Would you have sent that brilliantly polite message, or just let IT sort it out? Drop your verdict below!

Jeffrey Stone

Jeffrey Stone

Jeffrey Stone is a valuable freelance writer at DAILY HIGHLIGHT. As a senior entertainment and news writer, Jarvis brings a wealth of expertise in the field, specifically focusing on the entertainment industry.

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