Workflow decomposition
Can the team turn a messy business process into clear triggers, steps, exceptions and measurable outcomes?
Data and RAG quality
How will documents and knowledge be selected, cited, refreshed and access-controlled? A good demo should distinguish sourced answers from model guesses.
Tool permissions
Agents that touch CRM, email, documents or payments need allow-lists, role boundaries and review gates. “It can do anything” is not a production feature.
Evaluation
Ask for test cases covering correct answers, refusal cases, missing data, provider failure, timeouts and handoff to a human.
Observability
Production teams need logs and traceable states so a failed action can be investigated rather than silently retried forever.
Security and privacy
Clarify where data is stored, which providers receive it, how secrets are protected and what is excluded from model context.
Commercial model
Separate implementation cost from recurring model/API, messaging, hosting and support charges. Compare the written scope rather than only the headline number.
Handover
Agree source ownership, deployment notes, environment configuration, acceptance criteria and support boundaries before the full build starts.