'Stop texting me after 9pm': 41-year-old businesswoman asserts her power over an entitled CEO after he crosses a line of professionalism, she gets legal involved and puts him in his place

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Jesse Kessenheimer • Writer and Editor
Aug 31, 2025 12:00 PM EDT

A CEO doesn't own their employees, and sometimes an outside consultant needs to remind them of that. Without fear of being fired, this 41-year-old corporate consultant put a man-child, C-Level boss in his place, using the tools at her disposal that could ruin the most important thing in his life: His career. Perhaps he should have thought twice before acting like he owned her, simply because he signed her checks. 

Because this woman was a professional through and through, and would not be trifled with by the likes of a silver-spoon-fed, entitled boss. 

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  • Cheezburger Image 10548067584
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  • I'm 41F and I work as a consultant in corporate strategy. I've dealt with pushy clients before, but this one was on a very different level.
    via vampkitten_luv
  • 4 months ago, a CEO hired me to help restructure his company. From the start, he was too familiar! Late night texts that had nothing to do with work, joking about how I should be his work wife, and a lot of lingering stares during meetings.
    via vampkitten_luv
  • I ignored it at first because I wanted to keep things professional and I've sadly gotten used to men in power thinking boundaries don't apply to them.
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  • He used to be my classmate back in university. We had history, He'd made a pass at me back then, but I refused and when I turned him down, he did what most boys his age does.. spreading rumors that I was cold and frigid.
    via vampkitten_luv
  • That nonsense actually followed me for a while and cost me friendships. When I actually saw his name on the client list, I almost declined.
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  • But money is money I thought, and I told myself I could handle it.
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  • The entitlements still dripped off him. He acted like paying my fee meant he owned my time, my weekends, even my personal space.
    via vampkitten_luv
  • Cheezburger Image 10548067840
    via shiranosov

    Image is representative only and does not depict the actual subjects of the story.

  • When I told him bluntly to stop texting me after 9pm about dinners we should have alone, he blew up and said I owed him loyalty because he was giving me this opportunity.
    via vampkitten_luv
  • The fight came when I finally cut the contract short after he cornered me during a site visit two weeks ago.
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  • He leaned in way too close, made some disgusting comment about how he always knew I'd want him still eventually, I shoved him off me.
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  • Security actually had to get involved because he started yelling that I was about sabotaging his company out of spite for rejecting him years ago.
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  • He's threatening not to pay for the work I already did, claiming I breached the contract.
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  • My firm is backing me up legally, but the audacity of this man blows my mind.
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  • The entitlement, the, the grudge.. this all rolled into one toxic package.
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  • Some ladies in the workforce are bona fide boss ladies. Earning their spot at the conference table, these pant-suit-wearing women wield an iron fist and an iced coffee every day in the workplace and must continue to do so to make sure others heed their reign. It is more complicated for a woman to rise through the ranks of the corporate world, but once they do, don't ever underestimate a woman who's been an expert in her field for several decades. She will outmaneuver you. 

  • MRicho . And this is why this man baby needs someone else to restructure. Low skill, Neanderthal mindset.
    via MRicho
  • randomwanderingsd⚫ This sounds so familiar. I worked on contract to try to help someone fix his software company. His brother was the CEO. He was the COO. It took me too long to realize that e all they were both doing c night and "coming up with ideas"
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  • which translated to a daily restrategizing of the entire company. They were angry that software development doesn't happen on the fly as they type out e fueled ideas into a late C night email. The day I quit was
    via randomwanderingsd
  • when I was trying to schedule testing of the only project I managed to complete under their insane rule. They literally started yelling and saying "We have to pay for TESTING TIME?!?!? Are you
    via randomwanderingsd
  • seriously telling me you spent weeks coding something that you aren't sure of?!?!?" Surprised Pikachu face when I quit with no notice when they demanded 4 demonstrations of progress PER DAY.
    via randomwanderingsd

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boss worker employee manager job businesswoman work coworkers working ceo employees supervisor workplace company coworker business
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