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45 Questions for B2B Commerce AI Evaluations

Most vendor demos are designed to impress, not disclose. This checklist covers 45 questions across 9 evaluation areas, including permission architecture, guardrail design, transactional reliability, and exit terms, built for B2B manufacturers and distributors evaluating AI-powered commerce platforms.
checklist ai cover

Built Around the Questions
Vendors Hope You Don't Ask

Know exactly which AI you're evaluating

Generative models, predictive ML, semantic search, and agentic systems carry different risk profiles and require different questions. The checklist maps each commerce capability to the AI type powering it so you know which sections apply to what’s being demonstrated.

Nine areas, including the ones standard RFPs miss

Permission inheritance, guardrail architecture, and transactional reliability are covered. So are consumption billing models, secondary platform costs, and data exit terms – the questions most buying teams only encounter after they’ve signed.

A question that requires escalation is itself a signal

Vendors shipping production-grade AI can answer questions about data governance, permission enforcement, and failure modes in the room. Note which questions get escalated. The pattern tells you as much as the answers do.

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