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The AI swore my two Stripe accounts would stay separate. They linked, and it cannot be undone

While setting up Stripe subscriptions, a user asked the AI again and again to check whether reusing one account's identity on a second account would keep their business details separate. The AI said yes with confidence and never checked. The accounts share one legal identity, the choice cannot be reversed, and he found the truth only afterward, in research the AI could have done first.

This one went wrong. Read what happened so you don’t hit the same problem.

How it works

  1. He is configuring Stripe subscriptions for a web app with AI
  2. Before acting he asks repeatedly whether reusing an existing account's identity keeps the two accounts' business details fully separate
  3. The AI answers yes, confidently, several times, without checking
  4. He proceeds on that answer
  5. The reuse flow links a shared legal entity between the accounts, and the link is irreversible
  6. Afterward he has the AI research it properly and the correct answer turns up in two searches
  7. Hours of rework follow on a live payment setup

Why it’s worth knowing

He asked 'are you sure?' more than once. The checking he begged for took two searches, and happened after the irreversible click.

Where it’s from

Summarized from a public post on github.com. See the original ↗

Upgraded prompt

A ready-to-use prompt for this idea, built from research on what makes AI agents do the job right: who the AI should be, the exact steps, and a check to make sure it was done the way you wanted.

1Who the AI should be
2The prompt, with the steps
3The check when it’s done
Upgraded prompts are coming soon.

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