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Pilot agreement checklist

Checklist of must-have clauses before kickoff.

Blank worksheet

If an item is blank, you are not ready to start the clock.

ItemDone?Notes / draft text
Problem statement[ ]___
In-scope list[ ]___
Out-of-scope list[ ]___
3-5 success criteria[ ]___
Stakeholders named (champ, EB, users, proc, sec)[ ]___
Start / end dates[ ]___
Compelling event rationale[ ]___
Security / procurement path[ ]___
Commercial decision meeting booked[ ]___
Phase-two pricing / ACV notes[ ]___
Midpoint date[ ]___
Reference rights (optional)[ ]___

Working steps

Complete must-haves.

Socialize with champion and EB.

Schedule midpoint and final ask.

Kickoff only after signatures.

Filled example (fictional)

Checklist as it might look the day before kickoff.

ItemStatusNotes
Problem statementDoneCycle counts delaying fiscal close at DC-East
In / out of scopeDoneOne DC; no multi-site; no custom reporting
3-5 success criteriaDoneSee criteria builder
Stakeholders namedDonePriya, Marcus, Elena, Tom, Sam
Start / end + eventDoneSep 22 – Nov 14; WMS cutover Nov 20
Security / procurement pathIn progressQuestionnaire sent; PO routing mapped
Commercial decision meetingBookedNov 14 10:00 with Marcus + Priya
Phase-two pricing notesDoneIntent: $110K ACV if criteria hit

AI prompt

Paste into ChatGPT or Claude. Replace bracketed placeholders with your deal facts.

You are helping a B2B founder pressure-test a pilot agreement before kickoff. The pilot must convert to a PO if criteria are hit.

Company / product: [YOURS]
Buyer: [ACCOUNT]
Draft facts (paste notes or leave blank):
- Problem: [ ]
- In scope: [ ]
- Out of scope: [ ]
- Success criteria: [ ]
- Stakeholders: [ ]
- Start / end / compelling event: [ ]
- Security / procurement status: [ ]
- Decision meeting: [ ]
- Phase-two price intent: [ ]

Output:
1) A markdown checklist table: Item | Status (Done / Missing / Weak) | Exact text to insert or question to ask
2) A red-flag list of anything that would turn this into a science project
3) A one-paragraph "path to PO" clause the founder can paste into the agreement

Be blunt. Do not cheerlead.

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