Got a deal that's dragging on too long? In this episode, Bill shares the Deal Coaching Checklist he uses with his 1:1 coaching clients to diagnose a live opportunity before another minute gets wasted on it — five non-negotiables to run every deal through.

The five points:

  1. Be the guide, not the seller
  2. Flip the convincing — stop convincing prospects and let them convince you
  3. The stated problem is never the real problem
  4. Never propose until three boxes are checked: admitted, quantified, committed
  5. Are you detached from the outcome?

Bill walks through real coaching stories — including a client chasing the biggest sale of his career — to show how attachment, weak positioning, and skipping past the real problem quietly kill deals. Plus: why "convincing" a prospect actually works against you, and the one question to ask yourself before you send another proposal.

Download the free Deal Coaching Checklist: https://www.dropbox.com/scl/fi/jm7a5misqejw9v4in3cpz/DealCoachingChecklist.pdf?rlkey=pm9vg4b5p5nsljh55eafqe2hf&dl=0

Interested in 1:1 coaching with Bill? New slots are opening up soon — more details next week.

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Have a question for Bill or a topic you'd like him to discuss in a future episode? Email him at listener@caskeytraining.com.

Schedule a Call: If you'd like to learn more about how Bill can help you or your team reach your potential, schedule a call at http://scheduleacallwithcaskey.com.

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