Team/Manager
Checklist
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Deal Review Checklist for Managers
The 15 questions to ask in every deal review so 'it's going well' is never an acceptable answer again — every question demands a name, a date, a number, or a direct quote.
What's inside
- 15 deal-review questions organized around economic buyer access, champion strength, and decision process
- Each question is designed to force a name, date, number, or verbatim quote as the answer
- A built-in risk question and a 'what would kill this deal' pre-mortem question
- A champion-dependency question for single-threaded deals
- A forward-motion check comparing this review to the last one
- Guidance on cadence and what to do when a rep can't answer more than half the list
Run these 15 questions on every deal in commit or best-case forecast, every week. The rule: an answer without a name, a date, a number, or a direct quote doesn't count. "It's going well" is not an answer to any of these.
- Who exactly is the economic buyer, and when did you last speak with them directly — not through the champion?
- What number did the buyer put on the cost of this problem, in their own words?
- Who is your champion, and what have they personally risked or done to move this forward?
- What are the buyer's actual decision criteria, ranked in their words — not what you assume matters to them?
- Walk me through every remaining step to signature, with a name and a date attached to each one.
- What does legal, security, or procurement require here, and has that process actually started yet?
- Who else inside this account have you spoken to, besides your champion?
- What's the single biggest risk to this deal closing on the date in the forecast, and what are you doing about it this week?
- If this deal died today, what would the buyer tell their boss was the reason?
- What competing options — including "do nothing" or building it in-house — is the buyer evaluating, and how do you know?
- What did the buyer say, verbatim, that tells you this is a real priority for them this quarter?
- What's the mutually agreed close plan, and has the buyer — not just you — confirmed the dates on it?
- What happens to this deal if your champion leaves or changes role tomorrow?
- What's changed since the last deal review, specifically? (If nothing has changed, why is it still in this forecast category?)
- What's the one thing you need from me, right now, to move this forward?
How to run it
- Cadence: weekly, for every deal in Commit or Best Case; every two weeks for active Pipeline.
- The rule that makes this work: if a rep answers with a feeling ("I think it's good," "they seem happy") instead of a name, date, number, or quote — stop and ask the question again. Don't move on until you get a real answer or an honest "I don't know yet."
- Red flag threshold: if a rep can't answer 8 or more of these 15 with specifics, the deal doesn't belong in this week's forecast, regardless of what stage it's sitting in on the CRM.
- Don't interrogate — inspect. The tone is a co-pilot checking instruments, not a prosecutor. The goal is to find the gap early enough to close it, not to catch the rep out.
How to use it
Run all 15 questions on every commit and best-case deal each week, require a name, date, number, or direct quote for every answer, and pull any deal that can't clear at least 8 of the 15 out of this week's forecast.