The 2026 AI Vendor Evaluation Checklist. What to ask any vendor, what a good answer sounds like, and how to test it live on the demo.
Book a Demo ->PDF Β· 11 pages Β· Works on any vendor

The differences show up at 4:55 on a Friday, on the client who interrupts, and on the night a sync quietly fails. A rehearsed demo won't show you any of that. These seven questions will, before the contract instead of after it.
Inside the checklist, each question comes with the follow-ups to ask, what a good answer sounds like, the red flags, and a live test you run yourself.
Integration
Resolution
E&O exposure
Call quality
Reliability
Security
Commercials
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Seven questions, up to three vendors, 0 to 2 points each. A zero on guardrails, reliability or security ends the evaluation, whatever the total. Those three create risk for your agency, not just inconvenience.
Walk away if you hear
"That integration is coming soon."
"It can answer anything."
"We're working toward SOC 2."
"Our team monitors everything."
Inside the checklist, each question comes with the follow-ups to ask, what a good answer sounds like, the red flags, and a live test you run yourself.
Owners and principals
Ops and IT leads
Canadian brokerages

Michelle O'Connor
President, O'Connor Insurance
Seven cover most of the risk. Ask to see a call write a note into your own AMS. Ask whether it completes routine requests or only takes messages. Ask what it refuses to do and who gets the call when it does. Test whether it survives a real conversation. Ask how you find out when something breaks. Ask for proof of where your data lives. Then ask for the full cost and the exit terms in writing.
Call it yourself instead of watching a demo video. Interrupt it, change your mind, ask two things at once and ask for a person. Call as a client and ask for your ID card, then call from a client's number with the wrong date of birth. Before you hang up, open your AMS and check that the record and note are right.
If you want it to do more than take messages, yes. Ask whether it uses a live API or a scheduled report import, whether it writes notes, tasks or both, and who pays for API access with your AMS vendor. A logo on a slide is not an integration.
A current SOC 2 Type II report under NDA, and a bridge letter if the audit period ended more than three months ago. Also ask which country your data is stored in, how long recordings are kept for E&O, and how quickly they will notify you of an incident.
It shouldn't. A well-built AI receptionist refuses to discuss coverage, bind or state a price, and hands the call to licensed staff with a summary attached. A Canadian tribunal has already held a company responsible for what its own chatbot told a customer.
Minute caps on per-minute plans, setup and training fees, AMS access charges and unclear definitions of a seat. Ask for a sample order form instead of a pricing slide, and ask whether you can start on overflow or after-hours calls with written exit terms.
Yes. It takes a short form to download, and a demo is optional. The questions are written to work on any AI receptionist vendor, Sonant included.