Insights · Strategy · Sep 16, 2026 · 7 min read
How to evaluate an AI vendor before you buy: a twelve-question checklist
Every software vendor now says “AI-powered.” Twelve questions separate a product you can rely on from a demo with a subscription attached: what the model does, where your data goes, what happens when it is wrong, and how you leave.
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LJBy Lovi Joshi·Founder & Digital Strategy Lead·
Procurement did not have to think much about AI features until recently; now they are in every product pitch. The problem is that “AI-powered” describes both a genuinely useful capability and a thin wrapper over a public model with a markup. These twelve questions are the ones we ask on behalf of clients, grouped into four areas. Ask them in writing and keep the answers; vague replies are answers too.
Key takeaways
- Ask what the AI actually does, on which model, with what evidence — a live test on your data beats any benchmark.
- Get the data terms in writing: training exclusion, residency, retention, sub-processors.
- Understand failure: how errors are detected, how humans review, what the vendor logs.
- Price the real usage, including rate limits and overages, and confirm how you export and leave.
Capability: what does it actually do?
1. Which tasks does the AI perform, specifically? “Summarises support tickets and drafts replies” is an answer. “Uses AI to transform your workflow” is not.
2. Which model, and can it change? You are entitled to know whether the product runs its own model or calls a third party, and whether the vendor can swap models without telling you. Both are acceptable; not knowing is not.
3. What is the evidence? Ask for a trial on your data with a defined task and a measurable result. Case studies with named clients and specific numbers count; anonymous percentages do not.
Data: where does ours go?
4. Is our data used to train models? Get the answer in the contract, not the FAQ. The correct answer for business data is no, or opt-in only.
5. Where is data processed and stored? Region, residency options, and the list of sub-processors. Canadian public-sector, health and financial clients usually need this in-country; see our security and compliance page.
6. What is retained, for how long, and can we delete it? Prompts, outputs, uploaded files, logs. A vendor that cannot describe its retention cannot honour a deletion request.
| Area | Questions | Red flag answer |
|---|---|---|
| Capability | 1–3: tasks, model, evidence | “Proprietary AI” with no trial on your data |
| Data | 4–6: training, residency, retention | “See our privacy policy” instead of contract terms |
| Failure | 7–9: errors, review, logs | “Our AI is highly accurate” with no error process |
| Commercials | 10–12: price, limits, exit | No export path; usage caps buried in the terms |
Failure: what happens when it is wrong?
7. How are errors detected and reported? Every model is wrong some of the time. A serious vendor can describe how wrong outputs are caught, flagged and fed back.
8. Where does a human review? For anything that reaches a customer, a ledger or a regulator, there should be an approval step you control. If the product has no such step, you will build one or accept the risk.
9. What is logged? Inputs, outputs, who approved what, and when. You will need this for a complaint, an audit or an insurer, and you cannot add it retroactively.
Commercials: what does it cost, and how do we leave?
10. What does real usage cost? Per seat, per call, per outcome, plus overages. Ask for a price at three times your expected volume; AI features are the part of a bill that grows.
11. What are the rate limits and service levels? AI features often have separate limits from the rest of the product. Find out before a busy day does.
12. How do we export and exit? Data, configurations, prompts, fine-tuned models if any. A product you cannot leave is a product you cannot negotiate with. Our thinking on this is in build versus buy.
A vendor that answers all twelve questions clearly may still be the wrong choice. One that cannot is never the right one.
Use the checklist as a written questionnaire and score the answers. It takes a vendor an hour to answer honestly and it saves you a year of regret. If you want the review run for you, including a technical look under the hood, that is part of our IT and technology consulting work.
FAQ
Questions on this topic.
No, most do. The problem is not knowing. Ask which model, whether it can change, and what the vendor’s own terms with that provider say about your data. Those answers should be in your contract.
Number 4: is our data used to train models, with the answer in the contract. Everything else can be worked around; that one cannot be undone.
Yes, on your own data with a defined task and a measurable result. A vendor confident in the product will agree. A benchmark from someone else’s data tells you little about yours.
Yes. We send the questionnaire, review the answers and the technical setup, run a trial if the vendor allows one, and give you a written recommendation. Request a quote and tell us which products are on the shortlist.
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