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45 Work Fails That Prove Some People Shouldn’t Be Trusted With A Job

by Annie Nguyen
September 4, 2025
in Lifestyle

We all have bad days at work but then there are days so catastrophically unhinged, they become immortalized on the internet. Crooked stop signs, upside-down logos, walls built in front of doors… the kind of fails that make you stop and ask: “How did this get approved?”

At Grumpy Sharks, we’ve gathered 45 hilarious workplace fails that range from mildly baffling to completely unexplainable. Whether they stem from laziness, confusion, or just pure chaos, one thing is clear: somebody clocked in, got paid, and walked away thinking “Nailed it.”

Prepare to laugh, wince, and question how some of these people still have jobs.

#1. Maybe he should hire a someone for that…

Work Fails Source: Pariahdog119

#2. Delivered Boss!

Work Fails Source: eggsplorer

#3. Packed the violin bow, boss

Work Fails Source: selective_mutist

#4. Put the price tags on, boss

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: SaltOver9000

#5. Trained everyone up on the security system, boss

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: techietraveller84

Sure, we’ve all misread an email or forgotten to attach a file. But these work fails take it to another level, like installing stairs directly into a wall or spelling “school” wrong on a school zone sign.

These aren’t just simple mistakes. They’re glorious monuments to human error and weirdly, they make us feel better about our own Monday mishaps.

#6. Always get a home inspection before purchase folks

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: Dasgerman1984

#7. First day at the scam factory

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: MomButtsDriveMeNuts

#8. Answered all the questions, boss!

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: Reddit User

#9. Shipped those crickets boss

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: yecapixtlan

#10. Extreme wheelchairing!

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: teethviscera

I once worked retail with a coworker who thought mopping meant pushing dirty water around the store in slow circles. He didn’t change the bucket for four days. We called it the “Swamp Tour.”

Eventually, management gave him a different job—price gun duty. He tagged 12 items with “$Free.99.” I still think he might’ve been a misunderstood genius.

#11. This floor moulding

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: OlivierDeCarglass

#12. I mowed my elderly neighbors lawn. The people on the left of her mowed a day after. I guess i didnt mow right to the property line. I officially hate these people now.

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: Reddit User

#13. The weather graphic is ready, boss!

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: bmorebirdz

#14. solar panels are set, boss

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: HembraunAirginator

#15. My colleague ordered some bowls online and this one came exactly as you see it. Someone wrapped a broken bowl, without the parts that broke off, meaning it didn’t break in transit.

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: alechko

According to Dr. Peter McGraw, a behavioral scientist at the University of Colorado, we laugh at benign violations—moments where something goes wrong, but in a way that feels safe and harmless.

That’s why crooked crosswalks or backwards keyboards are so funny: they’re unexpected, but no one gets hurt. Just confused.

#16. I put the manhole cover back, boss

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: LoopHoleSurgeon

#17. I now understand the phrase “close enough for government work”

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: Reddit User

#18. Got those smoke detectors marked up, boss

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: FaxCelestis

#19. Did the signboard boss

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: shrekoncrakk

#20. Done adding the security tag boss

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: zorbix

Work fails often stem from a mix of apathy, unclear instructions, or pure “not my job” energy. Psychologists call this diffusion of responsibility—when tasks are shared, people assume someone else will catch the error.

The result? A vending machine placed directly behind a support beam. Or a power outlet in the middle of a shower wall. Beautifully useless.

#21. Put the advert up boss

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: Polymer15

#22. Made the engraving,boss

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: kiitchiii

#23. I’m not a math expert but…

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: awesomeduuuu

#24. I wrote warnings, boss

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: ThElephantKiller

#25.

Big bullets

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: makakaqle

Online, these fails live forever thanks to communities like r/CrappyDesign, a subreddit with over 3 million members, features jaw-droppingly bad design decisions—from unreadable signage to toilets placed directly behind doors. It’s a haven for people who love to scream “why?” while secretly loving the chaos.

Alongside it, r/OneJob, with nearly 1 million members, is devoted to the classic internet catchphrase “You had one job!” Here, you’ll find a collection of tasks gone hilariously wrong: clocks with two number 11s, cakes that say ‘Happy Birthday Name Here,’ and construction projects that defy logic and gravity. Users post photos of the most hilarious, confusing, or rage-inducing examples of professional oopsies.

These aren’t just funny—they’re oddly comforting. They remind us that perfection is overrated and that sometimes, failure is a work of art.

#26. Big bullets

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: efeigner

#27. My daughters laundry hamper with an inspiring quote

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: Jrea0

#28. The sign’s up, boss!

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: TheUnchainedZebra

#29. Hmmm

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: AlexSmith9572

#30. “Frog birthday cake”

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: Kahne_Fan

Grumpy Sharks reviewed insight from Dr. Amy Edmondson, a Harvard Business School professor and expert on organizational behavior and failure management. In her work, she explains that small visible failures, like misaligned signage or misplaced components—often reveal larger systemic issues, such as insufficient training, unclear communication, or a workplace culture where people are afraid to speak up.

In her article for Harvard Business Review, she outlines three types of failure: preventable, complexity-related, and intelligent. Most workplace blunders fall into the first two categories, meaning they’re avoidable with proper structure or caused by system overload. When mistakes repeat or go uncorrected, it usually signals a gap in leadership or a failure to learn.

So maybe that crooked street sign isn’t just a funny oversight, it’s a red flag from a team without guidance, resources, or a clear standard operating procedure.

#31. Cut the tomatoes boss

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: Reddit User

#32. Fixed the broken clock boss

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: Chubby-Fish

#33. Close enough

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: Maskdask

#34. It ain’t easy bein’ cheesy

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: StuffyUnicorn

#35. We Now Have a PERMANTLY Installed Extension Cord

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: ChristopherAntilope

#36. “my BF ordered an egg and cheese bagel…”

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: Pan_Fried_Okra

#37. Installed the ventilation shaft, boss

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: OMGLMAOWTF_com

#38. Installed the stove, boss

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: catburglarrr

We all mess up. But laughing at these epic work fails helps us process frustration, release stress, and realize one important thing: at least we didn’t paint arrows pointing to nowhere.

So here’s to the glorious disasters. They may be messy but they’re real, and sometimes, hilarious.

#39. Hung the photo, boss

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: declancochran

#40. “I decided it was faster to draw the QR codes, boss.”

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: manwithauniquemind

#41. Printed the sign, Boss

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: speederaser

#42. Mailed the package, boss

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: MuzzWave

#43. No thanks

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: nereuszeer

#44. I think my FedEx guy was having a bad day…

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: Reddit User

#45. This ATM in Egypt is not grounded and can electrocute people, paper says “Use wooden stick”

45 Work Fails That Prove Some People Shouldn’t Be Trusted With A JobSource: saintkillio

Some mistakes are funny. These? Not so much. Whether it’s a dangerously misplaced road sign or a store shelf ready to collapse at any moment, these fails are a reminder that not everyone takes their job seriously and sometimes, the consequences are real.

Have you ever encountered a work fail that made you shake your head in disbelief? Drop your worst experiences in the comments, we could all use a reminder to stay alert out there!

Annie Nguyen

Annie Nguyen

Hi, I'm Annie Nguyen. I'm a freelance writer and editor for Daily Highlight with experience across lifestyle, wellness, and personal growth publications. Living in San Francisco gives me endless inspiration, from cozy coffee shop corners to weekend hikes along the coast. Thanks for reading!

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