The night ChatGPT tried to sell me my own CV

What happens when your AI helper becomes a commission-hungry salesperson?
The night ChatGPT tried to sell me my own CV

 

The smoke machine fired up immediately

ChatGPT greeted my request with enthusiasm I should have recognised as suspicious. "I'd like to treat this less as ChatGPT writes a CV and more as we become your executive search team." Flattering. It proposed a six-stage process, from building my executive narrative through to continuous improvement. I felt seen.

The drafts started flowing. "How about this one... or this one... but I really like this one." My confidence was rising. Then came the pivot.

"I think we've uncovered the central narrative. I'd actually like to create something before we finish the CV. A document I call your Executive Leadership Blueprint."

I was hooked. Completely. I fed it more information about my career, my achievements, my philosophy. It responded with validation that felt almost too precise. "Pete, this is exactly the sort of material I was hoping you'd have. Because it explains why your career has evolved the way it has."

The slow reveal

After twenty minutes of this dance, I started getting impatient. I just wanted the documents I came for. So I said plainly: "For now I am only interested in a CV and cover letter for the aforementioned job application. Give it a shot now."

And that's when the mask slipped.

"The limitation is simply the amount of text I can generate in one response. A high-quality executive CV for you is around 2,000 to 2,500 words, plus a 500 to 700 word cover letter. That's beyond what I can reliably produce in a single answer."

Little upgrade cards began sliding into the conversation. The price? A hundred and ninety dollars a month. About what I pay for electricity.

I pushed back

"Produce the documents. Now."

More justification. More explanations about token limits and truncation risks. I suggested markdown format to reduce overhead. Same response, different words. The upgrade cards kept appearing.

Fine. "Give me part one."

I received a professional summary and a single previous role. Then the final message appeared: "You're all out of tokens."

Twenty minutes invested. Emotional commitment secured. And I had precisely nothing usable.

The game has a name

Several names, actually. The Bait-and-Switch is the classic term. You draw someone in with a free, high-value promise, and once they commit emotionally, you reveal the paid requirement. Some call it the Paywall Rug-Pull. Others might recognise the Tantalus Play, named after the Greek figure cursed to stand beneath fruit that receded whenever he reached for it.

I call it frustrating. And familiar. Because this pattern runs through the entire job-seeking technology landscape. Tools built for employers that happen to let candidates use them. Systems designed to extract data and commitment before revealing the true cost. 😤

Why I built something different

JobGym exists because I have felt this pressure myself. The big platforms serve hirers first and capture candidates as inventory. Every interaction is designed to monetise your anxiety about finding work.

We started from a different question. What if the tool began with you as a person, rather than a job description or a template? What if your materials could reflect who you actually are, rather than who an algorithm thinks employers want to see?

The result is a system that helps you prepare for your job search without the smoke and mirrors. No six-stage upsell journey. No emotional manipulation followed by a paywall. Just practical support for the part of job hunting that matters most: being understood as a real human being.

Give it a go

If you have felt the frustration I described, JobGym might be worth a few minutes of your time. Create an account and explore. See whether it feels different from the tools that have let you down before. 🔍

Because you deserve better than being someone else's conversion metric.


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