Free PDF · Updated April 2026

The 15-question AI audit every SMB should run before hiring a vendor.

Most SMBs come back from their first AI consultancy with a deck, a Slack channel, and an invoice — but no system running. These are the fifteen questions we'd ask on your behalf before you sign. If a vendor can't answer them confidently, they haven't shipped.

Built from RetailOS MedPrüf Bridge Sourcing
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What's inside

Shape of the problem
  • Exact, repeatable task the AI owns
  • Today's cost (hours, dollars, errors)
  • Who the AI replaces or augments
Data and systems
  • Where the data lives
  • Write-path back to core system
  • Ambiguous-record behavior
Vendor fit
  • Production URL we built end-to-end
  • IP, code, and prompt ownership
  • Day 61 handoff plan
Cost and risk
  • Fixed-fee v1 + out-of-scope list
  • Failure modes + fallbacks
  • Liability when AI is wrong
Measurement and compound
  • 30-day success metric
  • 10× scale cost behavior
  • What's next on top of it

Questions about the checklist

Who is this for?

SMB operators and founders who are AI-curious but tired of decks and demos. If you're about to sign an AI vendor SOW, run this first.

Is this a sales funnel?

Yes — kind of. You'll get the PDF immediately, and we'll add you to our monthly SMB-AI newsletter. Unsubscribe in one click. We only pitch ourselves if your audit flags something we actually ship.

Where do these 15 questions come from?

From shipping three live AI-first systems — RetailOS (retail), MedPrüf (medical exam prep), Bridge Sourcing (B2B). Each question is tied to a real failure mode we've seen or avoided.

Already have reds in your audit?

Send us the three biggest ones. We'll tell you which are real blockers vs smoke in a 20-min call.

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