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Get a $500 trip delay claim paid without receipts with a letter drafted by ChatGPT

Posted
by Michelle (@michelle_z21331)
Last checked
Method:
How we verify

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

Context: The prompt is the template the poster shared in a reply in the same thread, after the claim was paid.

Beginner-friendlyNo logins, payments or coding needed. Low risk: paste the prompt and you should get something useful.

Outcome

Michelle got home 24 hours late after a snowstorm delayed a connection in Dallas: a night with friends, another full day at the airport, and a rerouted flight to a city about two hours from home. A Chase Sapphire Reserve card turned out to include trip delay insurance, but the claim wanted receipts and Michelle had none. Michelle told ChatGPT exactly what happened; it said the claim was worth a try, helped write a letter explaining everything, said to include the boarding pass and flight details, and showed where to submit it. A week later the claim was approved for $500, the maximum benefit, and the check arrived.

AI tool

ChatGPT

Prompt Original prompt

Exact prompt as published in the source.

What the prompt labels mean

I need to file an insurance claim, but I’m missing some of the receipts they normally require.
What happened: ____ My actual losses/impact: ____ What they require: ____ What I’m missing and why: ____ What proof I can provide: ____

Based only on the facts above, help me write a clear, polite, and persuasive letter explaining my situation. Also tell me what else I should submit and how to file the claim.

Don’t make up any facts, expenses, or documents. If you need more information, ask me first.

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Optional stronger version

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

Before you start, ask me 1–3 short questions about anything important that's missing below. Keep them quick. Then do the task, checking in with me at the key points.

Goal: Write a claim letter for travel insurance when I don't have all the receipts they usually ask for.

What I can give you (ask for whatever's missing):
- What happened, with dates and flight numbers: [DETAILS]
- What it cost me or how it affected me: [IMPACT]
- What the policy asks for: [REQUIREMENTS]
- What I'm missing and why, and what proof I do have: [PROOF]

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:
- Use only the facts I give you; don't invent expenses, amounts or documents.
- Check the claim against the policy wording and tell me which parts fit and which might not.
- Write a clear, polite letter that explains the gap in receipts honestly.
- List every document to attach and where and how to submit the claim.
- Check facts that can change (prices, opening hours, dates, availability, rules) against the official source, and tell me anything you couldn't verify.
- Tell me the claim deadline under the policy and what to do if the insurer asks for more evidence.

Output: A ready-to-send claim letter and a checklist of attachments and submission steps.

You'll know it worked when: the claim is accepted, or I know exactly what else the insurer needs.

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/michelle_z21331/status/2088721408876745193

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    Poster says:$4,760.36 paid after eleven months

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