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Summarize long documents and contracts (not legal advice): which AI tools people use, and a simple workflow

"I get long PDFs and don't have time to read them."

Tools that fit this job

Listed in no ranking order. Each line states only what the vendor's own page says. Prices are on each tool page with a source and date.

• Claude: The comparison table lists context windows up to 1M depending on the model and file handling on all plans.
• ChatGPT: Plans list file uploads; Free is limited, paid plans list more.
• Gemini (Google AI plans and Google Workspace): Workspace Standard lists Gemini in Docs.

Free-first tip: try the free plan, or the AI that comes with software you already pay for, before buying anything new. Do not install a pile of tools; start with one.

A simple workflow

This workflow is our own suggestion, not vendor documentation.

1. Remove names and account numbers from the document if you can, or use a business plan with stronger data terms.
2. Ask for a plain-English summary and a list of dates, amounts and obligations.
3. Check each item against the original page.
4. For contracts, leases or anything legal, ask a qualified professional. A summary is not advice.
5. Delete uploaded files when you are done.

Copy-paste starter prompt

Summarize this document in plain English in 10 bullets. Then list every date, dollar amount and deadline, with the page where each appears. Do not interpret legal meaning.

Watch-outs

• Not legal, tax or financial advice. Tools can miss or misread clauses.
• Do not upload anything with a customer's sensitive personal details to a personal plan.

Before you paste real business information, read Before you paste anything into an AI tool.

General information, not professional advice. Prices and plan features last verified October 17, 2026 from the sources linked on each tool page.