Ask what the product finishes.
Finish is the unit of work, not the demo. A resolved chat, an assisted reply, and a ticket closed with the system of record updated are three different outcomes. Write down which one you are buying before you compare prices.
If a vendor's public pages do not say where the work ends, treat that as a fact about the product, not as a gap you should fill in. The comparisons on this site leave a claim out when the source does not make it.
Ask how the price is built.
AI support is sold per seat, per resolution, per outcome, as a platform fee, or as a private offer with no public number. Those are not the same purchase. A missing public price is a real finding, not a number you should invent from a roundup.
Read the vendor's own pricing page, and write down the date you read it. Packaging changes. A comparison that cannot say when it looked is not a comparison you can defend to finance.
Ask who the product is for.
Fit is the estate and the job. A conversational agent in front of a helpdesk, AI bundled inside the helpdesk, and a layer that writes into the systems around the desk are built for different buyers. Matching the logo is not matching the job.
Name the systems the work has to touch, and the team that owns the queue. A product that is excellent at the front door can still be the wrong buy if your problem starts after the ticket exists.
Ask when another vendor wins.
A useful comparison says where each option is the better fit, including the options that are not the author's. If every row crowns the same product, you are reading a brochure. Look for the conditions, not the trophy.
On this site those conditions live on the compare pages, next to the source and the date it was read. Use the guides here to frame the question. Use the comparisons when you need a claim you can check.