Most people argue about the total. You can't win that, because the total is just a number someone typed. This is the other way round: get the detail, then check it against the rules the bill is supposed to follow.
Almost everything that sends you a bill has to follow a published set of rules, and almost nobody ever checks the bill against them.
Those rules are written down. Some of them are law, some are the contract you signed, some are a regulator's code of practice. Either way, they exist in a document somebody can read, and until recently reading them was the expensive part.
You can't audit a summary. Send this now, before you read the rest, because it's the one step with a waiting period attached.
Hi, could you please send me a fully itemized statement for account [NUMBER], showing every individual charge, its code or reference, and the date it was applied.
Thank you.
Matt Rosenberg had a heart attack in June 2025. Four hours of emergency care in a United States hospital, and the bill came to $195,628.
He gave the itemised bill to Claude and asked it to check the charges against Medicare's billing rules. One stent procedure had been split apart and charged as separate line items for the catheters, the wires and the supplies, when all of that is meant to be billed together under a single code. There was a procedure on the bill he never had. And there was a ventilation charge sitting next to a code it isn't allowed to sit next to.
Claude wrote a six page letter walking through each rule the bill had broken. He settled for about $32,500, roughly $163,000 off. He wrote the whole thing up himself in Business Insider in February 2026.
This is the step people skip, and it's the one that makes everything else possible.
What you normally get is a summary. One line, one total, maybe a category. There's nothing in a summary to check, because a summary is a conclusion. What you want lists every charge separately, usually with a code or reference next to each one.
Those codes matter more than the descriptions. Descriptions are written for you. Codes are written for the system, and the system has rules about which codes are allowed to appear together.
Every bill sits on top of some published set of rules. You're looking for whichever one covers yours. You don't have to read it. You just have to know which one it is and get it in front of Claude, as a file, a link, or a name.
Rules are local. This is the part people get wrong. Here are real examples of the kind of thing you're looking for:
Attach the itemised bill and paste this in. Fill in the bracketed parts first, especially the country. If you skip that, Claude will guess, and it usually guesses American.
I'm going to give you an itemized bill and I want you to audit it properly.
Here's my situation:
- Bill type: [medical / energy / phone / insurance claim / contractor / other]
- Who issued it: [company or organisation]
- Country and region: [be specific, the rules are local]
- What I was told it would cost: [quote, estimate, policy limit, or "nothing"]
- The rulebook, if I have it: [attach, link, or name it]
Do this in order:
1. Read every line item back to me in plain language. No jargon. If a line is
vague or you can't tell what it's for, say so and flag it.
2. Tell me which rules apply to this bill in this country and region. Name the
specific documents or standards. If you're not sure a rule exists or applies,
write "unverified" next to it. Do not invent regulations.
3. Check the bill against those rules. Look for:
- the same thing charged twice under different names
- one item split into several charges when it should be billed as one
- charges for something that never happened or wasn't delivered
- two charges that aren't allowed to appear together
- charges outside what I was quoted, or outside what the policy covers
- anything billed at the wrong rate, date, or quantity
4. For every problem, give me: the line, the amount, the rule you think it
breaks, and how confident you are. Separate the things you're certain about
from the things that just look odd.
5. Total up the amount actually in question. Be conservative. I would rather
query five things that are real than fifty that aren't.
Then stop. Don't write me a letter yet.
For every finding you plan to actually use:
You'll usually lose a couple of findings this way. The ones that survive are worth far more, because every one of them holds up.
Once you have a shortlist you've checked yourself:
Write a short, calm letter querying these charges.
Rules:
- One paragraph per issue. The line item, the amount, and the specific rule it
breaks, named exactly.
- Only use the findings I've confirmed. Nothing else.
- Ask for a corrected statement. Don't propose a settlement figure and don't
ask for a discount.
- No threats, no legal language, no emotion. Plain and factual.
- End by asking them to confirm receipt and put the account on hold while it's
reviewed.
Notice what that letter isn't doing. It isn't asking for a favour, and it isn't arguing about the total. It points at their own rules and asks them to apply them, which is a much harder thing to say no to, because the answer isn't up to the person reading it.
Send it in writing. Keep a copy of everything.