Real Agent Cases

Win a small-claims case against a landlord over a deposit with ChatGPT's help

Posted
by @MatchbookSeries
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Evidence: Described by posterThe person describes what happened in words, without screenshots or video.

Outcome

A tenant says ChatGPT flagged that their landlord's security deposit exceeded legal limits under a 2019 law. When the landlord refused to return the money and filed a retaliatory $5,000 counterclaim, the tenant used ChatGPT to build the case, represented themselves in small claims court and says they won $1,180, with the counterclaim dismissed. The poster adds that AI tools are not substitutes for legal advice.

Agent

ChatGPT

Prompt Recreated prompt

The source didn't share its exact prompt, so we wrote this from what it describes.

Let's work this out together. I'll tell you what I know, you suggest options and ask what you need, and we'll narrow it down step by step. Nothing gets booked, bought or sent until I say so.

Goal: Work out whether my landlord broke deposit rules and, if so, prepare a clear small-claims case I can present myself.

What I'll share as we go:
- My lease and deposit amount
- Where I rent (state/country)
- What the landlord kept and why
- Photos, messages and receipts
- Any repair problems during the tenancy

You're not my accountant or financial adviser. Show your working, label estimates as estimates, and tell me which points a professional or the official source should confirm.

Rules:
- Check the current deposit laws for my location using official sources and cite them.
- Lay out a timeline of events with evidence for each point.
- Draft a demand letter first; court is the next step if it fails.
- Say clearly where I should get free legal advice (tenant unions, legal aid) before filing.
- If a site asks for a login, a CAPTCHA or payment details, stop and hand control back to me.
- Ask for my OK before you pay, book, send, submit or cancel anything.
- Check facts that can change (prices, opening hours, dates, availability, rules) against the official source, and tell me anything you couldn't verify.

Output: A summary of the rules that apply, a demand letter draft, and a court-ready evidence list.

You'll know it worked when: I know whether I have a case, I've sent a demand, and my evidence is organized for court.

Try this in:

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Optional stronger version

Our rewrite with extra checks. The poster didn't test it.

Let's work this out together. I'll tell you what I know, you suggest options and ask what you need, and we'll narrow it down step by step. Nothing gets booked, bought or sent until I say so.

Goal: Work out whether my landlord broke deposit rules and, if so, prepare a clear small-claims case I can present myself.

What I'll share as we go:
- My lease and deposit amount
- Where I rent (state/country)
- What the landlord kept and why
- Photos, messages and receipts
- Any repair problems during the tenancy

You're not my accountant or financial adviser. Show your working, label estimates as estimates, and tell me which points a professional or the official source should confirm.

Rules:
- Check the current deposit laws for my location using official sources and cite them.
- Lay out a timeline of events with evidence for each point.
- Draft a demand letter first; court is the next step if it fails.
- Say clearly where I should get free legal advice (tenant unions, legal aid) before filing.
- If a site asks for a login, a CAPTCHA or payment details, stop and hand control back to me.
- Ask for my OK before you pay, book, send, submit or cancel anything.
- Check facts that can change (prices, opening hours, dates, availability, rules) against the official source, and tell me anything you couldn't verify.
- Flag anything that could support a counterclaim against me, so I'm not surprised.

Output: A summary of the rules that apply, a demand letter draft, and a court-ready evidence list.

You'll know it worked when: I know whether I have a case, I've sent a demand, and my evidence is organized for court.

Before you finish: re-read my goal and constraints, check your answer against each one, and list anything you assumed or couldn't confirm.

Source

https://x.com/MatchbookSeries/status/1864355869502394479

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