FAIL Blog - Page 58 - Work Life and Social Dilemmas - Employment, Life, Work, Culture - Cheezburger

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Back when I was in high school, I was terrified of something like this happening to me, the classical story: the boys make a bet to see who can ask the ugliest girl out, and it turns out I’m the oblivious girl thinking she has a chance with the high school heartthrob. Well, this story doesn’t involve that kind of heartbreak, but it does involve someone giving a long, controlled performance to get the information they wanted.

Employee pretends to be friendly with coworker for months only to extract important information about the workplace: 'The friendship part might have been real at first, but somewhere along the way it started feeling more like a project to him'

unfair entitled money entitled people Mean People Entitled People - 45819909

Woman asks boyfriend to look up a statistic while she's driving, realizes he's reading Google AI summaries, tells him to stop and sparks 10-minute argument: 'You are going to loose all your friends'

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funny memes

'It all started when...': Pour a dash of these laughs into your morning coffee for extra energy (June 27, 2026)

Elna McHilderson

that escalated quickly customer service tales from the front desk male karen Entitled People - 45850373

Male Karen gets upset over the booking price and complains to the front desk, he gets denied service, so he brings an ex-cop friend to regain his room: 'Go ahead! Call the [police]! See if I care! I'm a retired officer!'

Anyone who has worked at customer service knows this: there is always a customer who arrives at the very last minute, and then makes you wait for him to finish, and you end up closing the store 45 minutes late because you aren’t allowed to say you need him to go asap so you can close. I genuinely don’t know where these people come from, nor why they don’t seem to have any empathy or understanding of the phrase ‘we’re closing’.

Entitled customer demands employee to open the store even though he was warned it closed in five minutes: 'Like do some customers need to be hand held now or what?'

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There is countless proof by now, the words that send you into the most painful rumination, and never-ending loopholes are the ambiguous ones, not the clean, blunt truths. One should be grateful every time somebody else grants us the honour of receiving something hurtful in its most beautiful package: a gentle, respectful, harsh reality.

A man is sent to a non-stop rumination loophole by his best friend for not telling him what he did to upset her: 'She refused to name anything specific I had said or done, and kept saying "It would be an argument"'

We all have that old friend from high school who was secretly our crush back then. They’re not in our lives anymore, aside from the yearly happy birthday message or some random like on a picture here and there. They’re just a happy, wholesome memory, about the first times we felt something for somebody else, floating on the internet.

28-year-old man refuses to stop messaging his highschool crush while he's in a long distance relationship with another woman: 'I am making him choose me or her'

landlord lease tenant carpet Entitled People - 45859333

Landlord withholds tenant's entire $1,850 security deposit over a worn carpet, then sends an invoice from a repair company he secretly owns: ‘I’m preparing a demand letter’

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In life, we're sometimes confronted with very difficult decisions, some about our career paths, some about our finances, and others about our love lives. It's a tale as old as time: the mean wife makes the husband decide between his friends and her. But in this case, I think the mean ones are the husband's friends, and the wife is not even bringing up the decision.

41-year-old man allowed his friends to pressure him into organizing a hiking trip without his wife: 'They have also made remarks implying that my husband should prioritize their trips over plans he has made with me'

workload not my job stress relief overworked-employees Workplace - 45816581

Employee stops overworking as it hasn't brought any raises, workload increases for everybody else, boss notices how much he was doing when he stopped: 'He admitted I was doing work that should have been divided between at least two roles.'

workplace discussion workplace-stories jobs employee job malicious compliance work workplace workplace malicious compliance employment in the workplace Workplace - 45880325

IT Helpdesk manager emails demanding staff arrive 15 minutes early to login and be ready to take calls "1 second before" their shift, staff comply and hang up on customers the second their shift ends: 'Sorry to interrupt you, my shift is over. Goodbye'

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customer service hotel guest tales from the front desk hotel employee Entitled People - 45830661

Guest comes into a hotel with a reservation under his wife's name and complains he cannot access the suite without her, treats front desk employee poorly even though he's in the wrong: 'But we're married!'

corporate bad jobs self improvement bad bosses Workplace - 45863173

Employee gets laid off without notice, and when he says he already has a new job, he gets asked if he was going to give proper notice: ‘You just told me my role is done by Friday, and you're asking me about proper notice.’

family drama older sister birthday sister drama aunt family dinner birthday girl Family - 45826053

Woman changes her sister's 73rd birthday dinner to a Thai restaurant she prefers, leaving the guest of honor waiting alone at the wrong restaurant: 'If I’m paying for a meal, I want to enjoy it'

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humor salary hourly manager job work coworkers co-workers employees PTO summer fridays career comedy supervisor workplace funny Workplace - 45851909

'It's Friday, do you know where your employees are?': A beautiful half-day of "Summer Friday" memes to wrap up the work week

Elna McHilderson

call center malicious compliance Horrible Bosses overtime Workplace - 45850629

Call center operator obliged to start 15 minutes before his shift to load the company's archaic software, told to work until 4:00 PM on the dot, he complies, ending a call right at the end of his shift: 'I am following expectations and written directions'