Stuck Deal Strategy Prompt

Prompt

Build a strategy to move a stuck deal.

Company: [name] · Size: [amount] · Stage: [stage]
Where it's stuck: [gone quiet / procurement / lost champion]
Original close date: [date] · Current: [date]
Decision makers: [list]
What I've tried: [outreach, content, meetings]

Please:
1. Diagnose the most likely root cause
2. Who I should be talking to that I'm not
3. A re-engagement message to the main contact
4. An executive outreach approach if needed
5. A 2-week action plan with specific steps

Why it works

Diagnosing root cause before prescribing re-engagement actions prevents the common mistake of applying the wrong fix — a deal that's stuck because a champion left requires a different approach than one stuck in procurement. Identifying who the rep isn't talking to that they should be is the most valuable output, as stuck deals typically remain stuck because the rep has exhausted their existing relationships rather than developing new ones. The time-bounded approach prevents re-engagement efforts from extending indefinitely without a qualification decision.

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