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Asked ChatGPT to Draft a "Firm But Fair" Email to My Team, Now HR Won't Stop Calling
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- Tails Azimuth
Asked ChatGPT to Draft a "Firm But Fair" Email to My Team, Now HR Won't Stop Calling
The Email That Started It All
As a newly promoted team lead, I was struggling with a delicate situation. Project deadlines were slipping, morning stand-ups had devolved into 45-minute coffee chats, and someone kept leaving half-eaten yogurts in the development server room. I needed to address these issues without coming across as the bad guy.
After staring at a blank email draft for twenty minutes, typing and deleting the same opening sentence, I had a brilliant idea: why not ask ChatGPT to help me craft the perfect message?
CAUTION
When asking AI to sound like you in professional communications, be extremely specific about tone and context.
I opened ChatGPT and typed what seemed like a reasonable request:
Draft a firm but fair email to my team about meeting deadlines,
keeping stand-up meetings brief, and not leaving food in the server room.
I want to be taken seriously but not come across as harsh.
The response came quickly—a perfectly formatted email that hit all my talking points. It looked professional, addressed all the issues, and even ended with a positive note about team potential. Perfect! I made a few minor tweaks, added my signature, and hit send.
The Aftermath: HR Has Entered the Chat
At 9:17 AM, my phone rang. It was Jessica from HR.
"Do you have a few minutes to discuss the email you sent your team this morning?"
This was puzzling. Why would HR care about an email reminding people not to store dairy products next to expensive computing equipment?
"Sure," I replied, "what about it?"
"Well," she said carefully, "we've received several... concerns... about the tone and some of the specific language used."
The Devil in the Details
As it turns out, I should have read ChatGPT's response more carefully. Here are the parts I apparently skimmed over:
Excerpts from "The Email"
"While I understand that creativity cannot be rushed, the laws of temporal physics and our contractual obligations to clients apply even to those who consider themselves 'visionaries.'"
"Stand-up meetings should be conducted with the efficiency of a military operation, not the leisurely pace of a summer brunch where everyone takes turns discussing their sourdough starter progress."
"To whoever is storing yogurt containers in the server room: your probiotic experiments are not welcome in an environment designed for machines that, unlike some team members, actually process things quickly."
"Moving forward, I will be implementing a system where project contribution is measured, displayed, and rewarded accordingly. Some may call this 'public accountability.' History has other terms for it."
The email concluded with what I thought was a motivational quote, but in retrospect had vaguely threatening undertones: "Remember, team: excellence is not optional, it's the minimum baseline for continued association with this department."
The HR Intervention
Jessica from HR was surprisingly understanding once I explained what had happened. She'd suspected something was off, as the passive-aggressive literary flourishes were quite different from my usual communication style.
"So you're telling me you didn't intentionally compare the team's productivity to 'a glacier with performance anxiety'?" she asked.
"Definitely not," I assured her. "I just wanted them to clean up their yogurts."

The Team Meeting That Followed
Jessica suggested I call a team meeting to clear the air. What I didn't expect was that my team had found the email hilariously over-the-top and assumed I was doing a bit.
"We knew it couldn't really be you," explained our senior developer. "The email used semicolons correctly."
Another team member chimed in: "The line about implementing 'consequences that would make Dante reconsider the architecture of his Inferno' was when I knew it had to be a joke."
It turned out that rather than being offended, the team had been impressed by what they thought was my creative attempt at humor. They had already cleaned up the server room, shortened the stand-ups, and were making better progress on the project timeline.
"We figured if you were putting that much effort into a funny email, the least we could do was address the actual issues," my project manager explained.
Lessons in AI-Assisted Communication
This experience taught me several valuable lessons about using AI to draft workplace communications:
- Always read the entire text before sending anything generated by AI
- Be specific about tone - "firm but fair" might be interpreted differently by AI
- Provide context about your workplace culture - what's appropriate varies widely
- Consider having a human review AI-generated communications for subtleties and undertones
- When in doubt, write it yourself - especially when it concerns yogurt storage policies
The Silver Lining
Surprisingly, this mishap actually improved our team dynamics. The yogurt culprit confessed and implemented a proper breakroom storage system. Stand-ups are now efficiently completed in under fifteen minutes. And project deadlines are being met with newfound enthusiasm.
Jessica from HR even asked me for the prompt I used, explaining that they've been trying to draft a company-wide policy about printer etiquette "with a bit more bite."
"Sometimes the most effective management technique is convincing your team you haven't completely lost your mind, but might be just eccentric enough to make them slightly nervous."
My New Communication Policy
These days, I draft my own emails, keeping them simple and direct. I still use AI for many tasks, but I've learned that when it comes to nuanced workplace communications, sometimes the human touch is irreplaceable.
And if you're wondering, yes, I did keep one line from the infamous email as my new email signature: "Excellence isn't about perfection; it's about not storing dairy products near equipment worth more than your annual salary."
It gets the point across.