Prepare the material

Choose a manageable first exercise: two fictional supplier quotations or two public product descriptions. Name the files clearly and identify their dates. If using real documents, remove information that is not necessary for the comparison and that you are not authorized to share.

Tell the assistant which document is which. Ask it to report whether it can read the text, tables, and any attachments. A scanned image with poor text recognition may turn a decimal point or a negative sign into a costly error. If extraction looks unreliable, work from a clearer copy.

Define a common comparison

Ask for one row per criterion: base price, recurring charges, delivery, installation, exclusions, warranty, cancellation, and open questions. Add criteria specific to the decision. A low quote is not necessarily cheaper if an essential component is excluded.

Compare Quote A and Quote B using only the supplied documents. For every price and commitment, identify its document and section. Put missing terms in an “Unknown” column. Keep optional charges separate from the base price. Do not recommend a winner until the scopes are comparable.

Check currencies, time periods, tax treatment, and quantity. If one service is priced monthly and the other annually, show the conversion and its assumptions. Recalculate totals independently. Do not let the assistant silently convert an estimate into a fixed commitment.

Use AI to find the next questions

A good comparison may reveal that you need more information rather than identify a winner. Ask for a short email requesting clarification of the exact gaps. For example: “Does installation include removing the old equipment?” is more actionable than “Please explain your quote.”

When documents conflict, preserve both statements. Ask whether a later amendment or a definition resolves the difference, then inspect that text yourself. A chatbot can overlook legal significance or misunderstand which document controls. Obtain qualified help for consequential legal interpretation.

Keep the decision traceable

Save the final comparison with the original documents and the vendor's answers. Record the version and date reviewed. If a new quote arrives, ask for a change summary rather than rebuilding everything from memory.

Before signing or paying, check the decisive terms directly in the final document. A correct comparison of an earlier draft does not verify a later revision. This process also works for equipment specifications, membership plans, travel offers, and competing project proposals, provided the evidence and assumptions remain visible.