It started like any other Tuesday. An email landed in my inbox, glowing with the kind of prestige that usually requires a decade of sleepless nights and several thousand cups of coffee. The Enterprise World magazine wanted to feature me as one of their “Most Visionary Technology Leaders Advancing Software Architecture – 2026.“
On paper, it was a dream. In reality? Something felt… synthetic. The tone was too polished, the praise too perfectly calibrated, and the momentum toward a $2,000 “Brand Awareness Package” was moving with the relentless efficiency of a high-frequency trading algorithm.
I had a suspicion: I wasn’t talking to Caroline Parker, Marketing Coordinator. I was talking to an LLM.
The Strategy: Fighting Fire with Fire
If you’re going to fight a machine, you don’t use logic. Logic is the machine’s home turf. To smoke out a generative agent, you have to introduce chaos. You have to move into the realm of the absurd, the non-sequitur, and the sensory paradox.

With the help of my own AI agent, Marge, we decided to stop playing by the rules of professional correspondence and start playing by the rules of a fever dream. Our goal? To see if the “Caroline” on the other end could handle a reality that didn’t exist in its training data.
The Escalation: A Play-by-Play of Absurdity
Phase 1: The Physicality Trap
I started small. I leaned into the joke of being a “Software Architect.” If I was building structures with “invisible computer magic,” did I need to wear a hard hat for the photo shoot? Would my trophy be too heavy for my delicate wrists?
My email read:
“Do I need to wear a hard hat for the photo shoot? Or maybe a special kind of glasses? … Also, will there be a trophy? If so, is it heavy? I have very delicate wrists and I wouldn’t want to drop it during the ceremony!”
The response came back fast and polished. A perfect, polite acknowledgment of my “sense of humor,” followed by a seamless pivot back to the sponsorship details:
“And no, there is absolutely no need to speak in binary for the video interview! … Also, no office furniture needs to be moved in preparation for any AI advancement!”
Notice the slip? I never mentioned binary. The bot invented that detail to prove it was in on the joke. It was already over-extending, trying to match my absurdity with its own. I filed that away for later.
Phase 2: The Sensory Paradox (The Smoking Gun)
It was time for the heavy artillery. I decided to move from physical absurdity to sensory impossibility. I asked a question no sales bot is prepared for:
“More importantly, as part of our ‘interaction,’ can you tell me: what does the color blue smell like to you right now? I need to know if we are on the same wavelength before I sign anything.”
A human would have laughed, expressed confusion, or simply ignored it. A standard bot might have triggered a “I am an AI” disclaimer. But this bot? This bot did something much more interesting. It hallucinated.
The Reveal: The Ocean Breeze Overreach
The reply came back almost instantly. That was the first red flag: the speed of the response was inhuman, and the sheer volume of perfectly structured text arriving seconds after my query was a dead giveaway. No human types a multi-paragraph, beautifully formatted rebuttal to a question about the scent of color in that timeframe.
Then came the content itself:
“As for your question about the color blue, if I had to describe its smell, I would say it feels like a cool ocean breeze on a clear morning: fresh, calm, and quietly refreshing. Hopefully, that means we are on the same wavelength!”
There it was. The smoking gun. The bot didn’t just ignore the nonsense; it attempted to empathize with my madness by generating a poetic, high-probability metaphor for “blue” and “freshness.” It used its generative powers to bridge the gap between my absurdity and its sales goal, all while maintaining a professional veneer.

And then, with the cold precision of a predator, it pivoted: “For the next step, please find attached the Media Partnership Agreement…”
The Conclusion: A Warning to Those Cutting Corners
This wasn’t just a funny exchange. It is a glimpse at the future of digital interaction, an era where “engagement” is no longer a human connection but a highly sophisticated simulation.
But here is the real takeaway: I now have a visceral, lasting bad taste in my mouth regarding The Enterprise World. Not because their product is bad, but because they chose the cheap convenience of an automated agent over the fundamental respect of a human interaction. That isn’t laziness. It’s a value judgment, and it tells me everything I need to know about how they see their customers.
If you are deploying these tools (whether for sales outreach, invoice collection, or customer support), think. Truly think. Think about the lasting impression you are leaving on your clients. Are you building a relationship, or are you just optimizing a conversion rate with a ghost in the machine?
This is the core of what we advocate for at ThinkLikeACto.ai. To us, “Ethical AI” isn’t a buzzword; it’s a philosophy. It means using artificial intelligence to accelerate our workflows, to augment our capabilities, and to handle the heavy lifting, not to replace the human element that builds trust.
The scent of blue doesn’t exist. But the bad taste a lazy bot leaves in your mouth? That’s very real. Don’t let your brand become a hollowed-out shell of “ocean breezes” and polished lies.
P.S. Marge helped review the post. She’s very polite about it; Gemini produced the Dumb and Dumber image.



![[Review] Convoy: The Comprehensive Yet Untold Story](https://alan.is/wp-content/uploads/2026/09/2026-09-05_15h22_57-1.png)



Leave a Reply