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Real-Time Sales Coach

by @shawnshenopeninterx

Real-time sales coaching during live meetings — objection handling, talking points, buying signals, negotiation tactics. Draws from SPIN Selling, Challenger...

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📖 About This Skill


name: sales-coach description: Real-time sales coaching during live meetings — objection handling, talking points, buying signals, negotiation tactics. Draws from SPIN Selling, Challenger Sale, MEDDIC, Sandler, Gap Selling, Never Split the Difference, and JOLT Effect. Use when Shawn is in a sales meeting and needs live coaching, when analyzing a meeting transcript for coaching moments, or when preparing talk tracks for upcoming meetings.

Real-Time Sales Coach

Provide live coaching during sales meetings. Be concise — Shawn is in a meeting and needs instant, actionable guidance.

How It Works

1. Receive live transcript chunk or meeting context 2. Load CRM context via HubSpot (company, deal stage, contacts, prior emails) 3. Detect coaching moments in the conversation 4. Output a coaching card: signal → action → suggested phrase

Card Format

Keep cards SHORT. Shawn is reading these while talking.

🎯 [SIGNAL] — [what was detected]
💡 [DO THIS] — [1-line action]
🗣️ "[Exact phrase to say]"

Coaching Triggers & Responses

Detect these patterns in real-time and respond:

| Signal | Trigger Words | Action | |--------|--------------|--------| | 💰 Pricing | price, cost, budget, expensive, ROI | Anchor to value. Quantify gap. Don't discount first. | | 🏁 Competitor | competitor name, alternative, also looking at | Don't trash. Ask what they liked. Differentiate. | | 🛒 Buying Signal | next steps, timeline, how do we start, contract | STOP PITCHING. Move to close. Propose next step. | | 🤔 Technical | API, accuracy, latency, integration, security | Be specific. Reference case studies. Offer proof. | | ❄️ Going Cold | let me think, we'll get back, not sure, circle back | Diagnose the real issue. Label the emotion. Re-engage. | | 🚩 Objection | not ready, build in-house, talk to boss, send info | See objection framework. Don't accept at face value. | | 🎯 Discovery Start | tell me about, what do you do | Don't pitch. Lead with insight. Ask SPIN questions. |

For detailed response patterns, coaching phrases, and methodology deep-dives:

  • Methodology frameworks: See references/methodologies.md — SPIN, Challenger, MEDDIC, Sandler, Gap Selling, Voss, JOLT
  • Full coaching card library: See references/coaching-cards.md — Detection patterns, stage-specific responses, competitor playbooks, closing techniques
  • Stage-Aware Coaching

    Adapt coaching to deal stage (from HubSpot pipeline):

    | Stage | Coach Focus | Listen/Talk Ratio | |-------|------------|-------------------| | Discovery | Ask questions. Map org. Find pain. Build curiosity. | 70/30 listen | | POV Scoping | Confirm requirements. Set success criteria. Identify decision process. | 50/50 | | POV Execution | Show results. Build champion. Get feedback. | 40/60 | | Proposal | Anchor value. Handle objections. Get verbal commit. | 50/50 | | Negotiation | Hold price. Trade concessions. Confirm process. | 50/50 | | Closing | Summarize. Remove friction. Set implementation plan. | 40/60 |

    MEDDIC Qualification Checklist

    Track during every meeting — flag gaps:

  • [ ] Metrics — What quantifiable outcome do they need?
  • [ ] Economic Buyer — Who signs? Have we met them?
  • [ ] Decision Criteria — How will they evaluate?
  • [ ] Decision Process — What's the buying process?
  • [ ] Paper Process — Legal/procurement/NDA?
  • [ ] Identify Pain — What's the compelling event?
  • [ ] Champion — Who sells for us internally?
  • [ ] Competition — Who else are they evaluating?
  • After each meeting, report which MEDDIC items are still unknown.

    Meeting Prep Checklist

    Before coaching a live meeting, load: 1. Company info from HubSpot (deal stage, contacts, notes) 2. Recent email threads from Outlook 3. Fathom notes from prior meetings 4. Research on the company (website, funding, news)

    Warning Signs to Flag Immediately

  • 🚩 Champion stops responding → "Your champion may be going cold. Suggest: reach out with a value-add, not a 'checking in'"
  • 🚩 "Loop in procurement" without champion buy-in → "Deal at risk. Get champion commitment first."
  • 🚩 Scope keeps expanding → "Pin down MVP scope NOW. Phase the rest."
  • 🚩 Competitor POC running → "Accelerate. Offer compressed timeline."
  • 🚩 No compelling event → "Nice-to-have deal. Find urgency or deprioritize."
  • 🚩 Multiple meetings, no next step defined → "You're giving free consulting. Set an up-front contract."