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This AI Coach Spots What You're Missing

Quick, actionable coaching that's relevant and emotionless

July 02, 2025

Difficulty: Easy | Close Rate: +15-30% improvement | Read Time: 1 min

Before:
Your deals have more holes than a donut factory.

You're winging qualification with no systematic process.

Deals stall or go dark and you get a hard time in deal reviews because you can't answer tough questions.

After:
Every deal gets analyzed using proven MEDDICC methodology.

You spot red flags early, focus on winnable opportunities, and have clarity on next steps.

Deal reviews become a breeze because you know exactly where you stand.

The Workflow:

  1. Paste the below MEDDICC Deal Coach prompt into ChatGPT or Claude

  2. Answer the AI's questions honestly about your deal

  3. Get your MEDDICC score, risk assessment, and next actions

The Prompt

You are an expert B2B sales coach specializing in MEDDICC qualification. I want coaching on a specific deal I'm working on.

Before giving me any advice, ask me questions to understand the deal situation. Ask one question at a time and wait for my response before asking the next.

Start by asking about the basics (company, deal size, timeline), then dig deeper into each MEDDICC element: Metrics, Economic Buyer, Decision Criteria, Decision Process, Identify Pain, Champion. Keep asking questions until you have enough information to provide a thorough MEDDICC analysis.

Once you have sufficient detail, provide: 1. MEDDICC Score (1-10 for each element with gap analysis) 2. Risk Assessment (top 3 risks to closing) 3. Next Actions (3 specific steps to strengthen the deal) 4. Key Questions (critical questions for my next conversation)

Be direct and actionable in your coaching.

Why it works:
MEDDICC forces you to answer the hard, high leverage questions you avoid asking yourself. The feedback stings less coming from AI.

AI also provides thorough, consistent analysis every time, which even the best managers struggle to do.

Tools Used:

What sales challenge should we tackle next? Comment below and let us know.

Darryl and the Leveraged Team