AI READINESS CHECKLIST 1) PROBLEM FIT - Is there a specific workflow with measurable pain? - Do you know current baseline time/cost/error metrics? - Is there an owner accountable for outcomes? 2) DATA + CONTENT READINESS - Do you have source content for assistant answers (FAQs, docs, policies)? - Is critical data accessible through existing systems? - Are privacy and retention requirements documented? 3) INTEGRATION READINESS - Which systems need to connect (CRM, ticketing, commerce, LMS)? - Are integration constraints known (APIs, auth, rate limits)? - Is there a rollback path if integration fails? 4) OPERATIONS + GOVERNANCE - Who approves assistant behavior and escalation rules? - Is there a review loop for incorrect or low-confidence responses? - Are success/failure thresholds defined before launch? 5) PILOT DESIGN - Is pilot scope bounded to one use case? - Is pilot timeline realistic (2-6 weeks)? - Is there a control group or baseline comparison? 6) LAUNCH READINESS - Are support and escalation owners trained? - Is monitoring in place for usage, intent, and conversion metrics? - Is post-launch iteration cadence scheduled? 7) DECISION GATE - If all sections are green: proceed to implementation. - If multiple sections are yellow/red: run a readiness sprint first. Evolv-To https://evolv-to.net