Horrible Bosses

A Midmorning Snack of 25 Brown-Bagged Funnies to Get You Through the Workday (December 8, 2025)

Jesse Kessenheimer

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'5:01. That's my new nickname': Boss mocks employee for always leaving right at the end of the day, employee refuses to budge

Ben Weiss

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Boss denies raise to employee for lacking enough "passion" to respond to Slack messages at 10:00 PM, employee makes tough decision: 'I've been here 3 years and haven't gotten a single cost of living adjustment'

Ben Weiss

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Manager lowballs cybersecurity employee with a 12% raise, so the employee internally transfers to another team and gets a 28% raise: ‘Gotta love the corporate world’

Lana DeGaetano

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Employee hires an Etsy witch to cast a ‘revenge spell’ on their former manager, and months later, that manager is demoted: ‘There was a major reckoning’

Lana DeGaetano

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AI-loving boss insists that employee uses Chat-GPT to assemble company's monthly report, employee complies and submits absolute gibberish to upper management: 'The result was entirely and completely useless'

Ben Weiss

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Boss steals years of unpaid lunches, employee becomes manager and quietly reclaims every minute with extra-long breaks: 'I must have racked up close to 2,000 hours doing absolutely nothing'

Isabella Penn

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Manager assigns "urgent" task at 4:50 PM, employee refuses to work past 5:00 PM: 'Why couldn't this be assigned earlier in the day?'

Ben Weiss

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Boss forces employee to use a PTO day instead of WFH after she gets snowed in during a storm: 'I literally can't drive to work'

Ben Weiss

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Mid-40s coworker living on parents’ expense constantly brags about money and success, making 24-year-old colleague increasingly annoyed by the nonstop ego show: ‘For some reason, he sees himself as a mentor to me, giving me advice on life’

Etai Eshet

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Company VP invites employees to his holiday housewarming party, then tells them they're expected to do business with other attendees last-minute: ‘I didn’t sign up for [this] on my days off’

Lana DeGaetano

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Worker finally resigns after a five-year promotion stall, only for the company to offer the immediate role they claimed didn’t exist: 'Your loyalty should be to yourself, not to a company that won't hesitate to string you along'

Isabella Penn

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Airline coordinator gets previously approved PTO revoked by new boss due to staff shortage, hands in his resignation the next day: 'Maybe this time he finds someone to cover my flights'

Ben Weiss

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Boss tells employee to be grateful she has a job after reprimanding her for taking her 30-minute unpaid lunch break, forcing her to make a hard decision about the future of her employment: '[I] sent out 5 applications during my lunch break today'

Brad Dickson

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Employee cautiously convinced to give colleague a single ride home regrets it when she immediately turns to demanding rides at her own convenience like a personal chauffeur: 'From that day on, she started acting like I was her personal ride'

Brad Dickson

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Boss dates secretary and fast-tracks her promotion into power, sidelining his longest-serving worker’s career: ‘My career has stagnated while she gets all the good projects’

Etai Eshet

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