Learn · Checklist · 6 min
The 40-question vendor evaluation checklist
Ask these before the contract, in this order, and write the answers down.
Copy this into your evaluation document. A blank answer is an answer.
Deployment
- What does a full deployment take in calendar weeks for an organisation our size, and who did the last three?
- Which parts require professional services, and what do they cost?
- What must change in our environment before the product works (agents, network, identity, log sources)?
- What breaks when the agent or connector is misconfigured, and how do we know?
- Can we deploy in stages and roll back?
- What is the upgrade cadence, and who performs upgrades?
- Which of our existing tools does it replace outright, and which does it merely overlap?
- Show the exact integration with our ticketing, identity, and SIEM, not a slide of logos.
Operations
- How many alerts per thousand endpoints per day does a tuned deployment produce?
- Who tunes it, and how long until the tuning is done?
- What internal hours per week does a customer like us spend running it?
- What is the documented process when the product itself has an outage?
- Which telemetry leaves our environment, where is it stored, and for how long?
- Can we export our data in full at the end of the contract?
- Is there an API for everything the UI does?
- What are the browser, OS, and version requirements, including the ones you are about to drop?
Support
- Where is support located, in which time zones, and what is the response SLA for severity one?
- Do we get a named technical contact, and what does that cost?
- Show the last twelve months of published incidents and root-cause reports.
- What is the escalation path when support says "working as designed"?
- Who owns the product roadmap decisions, and how do customers influence them?
Features versus promises
- Which capabilities in the demo are generally available today, which are in beta, and which are roadmap?
- Which of our must-haves require a higher tier or an add-on?
- Name three things the product does not do that competitors do.
- Which features were removed or deprecated in the last two years?
- What has the product's detection or accuracy record been in independent tests, and which tests were declined?
Pricing
- What is the unit of pricing, and what counts as a unit (an endpoint, a user, a GB, an identity)?
- What is the three-year price with the renewal uplift written into the order form?
- What triggers overage, and how is it billed?
- Which add-ons do most customers end up buying in year two?
- What happens to price if we shrink?
- Is there a price for a co-terminated, shorter first year?
- What discounts are conditional on reference calls, case studies, or logo use?
Vendor
- Who owns the company, and what changed in the last eighteen months (funding, acquisition, layoffs)?
- What is the churn rate for customers of our size?
- Which customers of our size and industry can we call without the vendor on the line?
- What certifications does the vendor hold, and which audits can we see under NDA?
- How does the vendor handle a vulnerability in its own product, and what was the last one?
- What is the data residency option for India, and is it in the contract?
- What is the exit plan: notice period, data return, deletion certificate?
Published 6 Sep 2026. Free to reuse inside your organisation with attribution to DBSE.