Boss Pressures Employees to Achieve AI Chatbot's Predictions, Freaks Out When Employees Don't Meet the Predictions Because The Chatbot Doesn't Understand Their Clients

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Emmy Pratt • Writer and Editor
Jun 22, 2026 1:15 PM EDT

We shouldn't rely solely on robots to tell us how to run a business!

What do you use AI for? A growing segment of the population uses AI as a friend. They text the chatbot as they would text their friends and family, and rely on it for emotional support when they can't get it anywhere else. Others use it to make AI videos on TikTok where various fruits commit acts of infidelity and scream at each other. If you have no idea what I'm talking about, look up "AI Fruit Cheating" and thank me (or scold me) later. 

It's not that difficult to say no to AI in your personal life, but in the professional world, it's getting harder and harder. If you're a Software Developer, it's virtually impossible to do your job without somebody in your company telling you that you need to use AI, whether it be for documentation, coding, or whatever. Graphic designers are losing work left and right because companies know they can pay a whole lot less for AI-generated graphics while possibly getting the same results as with a real designer. Unless you work with your hands, you're probably being pressured to use AI in some area of your work. 

The boss in this story doesn't just want his employees to use AI; he wants them to do everything that AI says they should do without question. He wants them to achieve everything a chatbot thinks they should, based on the limited information he has given it about the company. He wants his employees to worship at the altar of Claude, and he's mad that they're not doing exactly what Claude thinks they should be accomplishing.

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  • A boss showing goals to his employees
    via Getty Images (Unsplash+)

    A representation of a boss showing goals to his employees that were thought up by an AI Chatbot that he trusts more than anyone he works with.

  • My boss is obsessed with AI and it's bad for the business and employees alike

    Go to meeting. Boss shares the conversation he had with Claude and stone cold serious tells us we need to appease Claude and meet "his" projections.
    via u/void-of-stars
  • Claude doesn't understand our clients or their needs, so things don't happen the way Claude projected.
    via u/void-of-stars
  • Boss flips out. Has another conversation with Claude to ask why. Claude can't figure it out so we must be the problem.
    via u/void-of-stars
  • I'm watching him get deeper and deeper into the hole and it's depressing to watch, and for his sake too. This can't be good for his mental health, it's not good for
    via u/void-of-stars
  • any of us. I don't want to participate in the dog and pony show anymore. I want to lay in the grass. I think we all need to log off. Vent over. Thanks for listening.
    via u/void-of-stars
  • Beeskakbobotie I have exactly the same situation. Our CEO feeds everything into Al and asks it: "What is wrong with this?". Of course, it makes up an answer because the question is so vague. We haven't shipped a feature in 6 months, marketing budgets are frozen and the company is struggling to pay its bills because nothing is good enough for the Al, so nothing gets approved. Managers have also been told we need to lay off staff and replace them with Al. FML.
    via u/Beeskakbobotie
  • void-of-stars OP YES. This is what had me very upset today. They think they can ask a good enough question to fix the problem. The problem is they don't fully understand what's "wrong", which is why they're asking Al in the first place. The other thing is Al **hallucinations are inevitable. It will eventually make stuff up. So it's crazy to me that these high level executives are putting our entire budget and business plan on the line for it.
    via u/void-of-stars
  • Fun_Initiative_2336 I was explaining to a coworker the other day how bad Al is to use for literally anything even remotely important - I asked it to suggest me some apps for an iPhone that already exist, are free, and meet a certain criteria It totally made up 3 different apps and their descriptions
    via u/Fun_Initiative_2336
  • Ghrrum Have you considered refuting your bosses conversation by having a conversation with Claude? Because we all know it will always agree with the person it is talking to.
    via u/Ghrrum
  • void-of-stars OP That would be hilarious actually. Saving this one for a phenomenally bad day
    via u/void-of-stars
  • pelagic_seeker Was going through similar at a law firm. Partner is addicted to Claude, and it was getting worse since he made his personal assistant resign while he has zero technical capabilities. The associate attorney got Al to say all the opposite stuff as him, and he just discounted it as "you're using it wrong." The always willing to please mode the Al is in is making a narcissistic epidemic. Making people who had ego problems way worse.
    via u/pelagic_seeker
  • DrHugh My wife recently had an e-mail issue with her work, and found out that the IT front-line is an Al chatbot you use on the phone. It created a ticket, that got routed to someone, who said her inability to open Outlook would be fixed by installing Acrobat Reader. (We are not yet sure if the someone was another Al chatbot disguised as a helpdesk agent.) She's been trying to get the helpline to let her create another ticket, and it isn't going well. her boss told her it is the only IT support
    via u/DrHugh
  • A stressed woman at work who can't resolve her email issue with IT
    via Getty Images (Unsplash+)

    A model of a stressed woman at work who can't resolve her email issue with IT because her job's IT department is fully AI.

  • void-of-stars OP I don't want everything to be Al. I want real people. I don't see how so many people bought into this and I hope when the bubble pops it pops gloriously.
    via u/void-of-stars
  • VinylHighway What kind of business is this?
    via u/VinylHighway
  • Inside-Yak-8815 Definitely a Startup lol
    via u/Inside-Yak-8815
  • PRODE To Db IN P Done -MVP-C tody Backlig
    via Austin Distel

    A group of what could be startup employees coming up with a new idea for their burgeoning company.

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boss employee goals Target chatbot artificial intelligence client
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