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Have you ever asked AI to summarise a long document because you didn't have time to read the whole thing?
The problem is a summary can sound perfectly right and still leave out something important. Think about a contract where AI skips a clause you really needed to know about. You might never realise it was missing.
That's why, when working with long documents, it's not enough to just ask AI for a summary.
In today's guide, we'll look at what to ask instead and one quick way to check whether its answer actually comes from the document.
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📓 6 questions to ask any long document
Inside this guide you will learn:
Section | What you can do by the end |
|---|---|
18.1 Reading it all and remembering it all are different claims | Know which stretch of a long file gets read badly, before you ask anything |
18.2 A summary is the least valuable thing a document can give you | Climb from summarising to extracting, questioning and challenging |
18.3 6 questions to put to any long document | Run the same reading pass on any document, in the same order, every time |
18.4 Make it quote, then go and find the quote | Prove in seconds whether a claim is in the document or invented |
You'll need: one long document from your own work. A contract, a board pack, a policy, a research report. Something you'd rather not read twice.
📝 3 bonus prompts for your next long document
The guide gets you reading it properly. These will help with what comes next!
1️⃣ When there's a new version
Here are two versions of the same document. List every change between them, showing the old wording and the new wording side by side, and tell me where each one sits. Flag any change that moves cost, risk or responsibility onto [us / my team]
2️⃣ Before you present it
I'm presenting this document to [audience, for example our CFO]. Write the 5 toughest questions they're likely to ask, and for each one, quote the passage that prompts it and tell me whether the document answers it
3️⃣ When it doesn't match what you were told
Here's what I was told about this in a meeting: [paste your notes]. Compare it with the document. Where does the document say something different, leave something out, or add a condition nobody mentioned? Quote the passage each time
Fill in the brackets, then send each one as its own message.
Tried these prompts? Reply and let me know - I’m curious what you think!
