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Trust-Based Selling Exercises: Facilitator Guide for a 60-Minute Team Workshop

Kory WhiteCurated by Kory White · Fractional CRO, CRO Syndicate
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📅 Published · Updated · 7 min read
Trust-Based Selling Exercises: Facilitator Guide for a 60-Minute Team Workshop

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This facilitator guide provides a complete 60-minute team workshop on trust-based selling exercises. It uses real frameworks like MEDDIC and Challenger Sale, tools like Gong and HubSpot, and includes verbatim scripts, two Mermaid diagrams, and a FAQ section. The workshop is designed to be run by a RevOps or sales leader with minimal prep, focusing on practical, repeatable exercises that build buyer trust through competence, reliability, and intimacy.

1. Warm-Up: The Trust Deficit (10 min)

Facilitator Script: "Welcome everyone. We know from Gartner research that 75-80% of B2B buyers now prefer a rep-free buying experience. That’s a direct result of trust deficits. Today, we’re going to run three exercises that directly address that. First, a quick trust audit."

Exercise: Give each person a sticky note. Ask them to write one specific behavior they’ve seen from a buyer (e.g., "they ghosted after a demo," "they asked for a reference before a second call"). Collect and read a few aloud.

Facilitator Script: "These are symptoms. The root cause is often a mismatch between what we promise and what we deliver. Let’s map that."

Diagram 1: Trust Deficit Cycle

graph TD A[Rep Promises Value] --> B[Buyer Expects X] B --> C[Rep Delivers Y] C --> D{Trust Deficit} D --> E[Buyer Ghosts / Delays] E --> F[Rep Pushes Harder] F --> A style D fill:#f9f,stroke:#333,stroke-width:2px style E fill:#f9f,stroke:#333,stroke-width:2px

Facilitator Script: "Notice the cycle. The harder you push, the more trust erodes. The fix is to lead with competence, not pressure. Let’s practice that."

2. Exercise 1: The MEDDIC Discovery (15 min)

Facilitator Script: "We’re using the MEDDIC framework (Metrics, Economic Buyer, Decision Criteria, Decision Process, Identify Pain, Champion). This exercise forces you to verify buyer claims, not just accept them."

Setup: Pair up. One person plays the buyer (scenario: a VP of Sales at a 200-person SaaS company). The other plays the rep. The buyer has a script: "We need a sales engagement platform because our team is wasting time." The rep must use MEDDIC to dig deeper.

Verbatim Script for Rep:

Debrief (3 min): Ask the buyer: "Did the rep make you feel like they understood your real problem?" Most will say yes. Highlight that competence (asking hard questions) builds more trust than friendliness.

Facilitator Script: "Notice we didn't ask 'What keeps you up at night?' That’s lazy. MEDDIC forces specificity. That’s trust."

3. Exercise 2: Challenger Teach-Back (15 min)

Facilitator Script: "The Challenger Sale model says the best reps teach, tailor, take control. But teaching without trust sounds like lecturing. The key is to reframe the buyer’s assumption."

Setup: Same pairs. The buyer now says: "We’re evaluating Outreach and Salesloft. We think they’re basically the same. We’ll pick the cheaper one."

Verbatim Script for Rep:

Debrief (3 min): Ask the rep: "How did it feel to disagree with the buyer?" Most will say uncomfortable but effective. Explain that intellectual honesty (pointing out a flaw in their logic) builds deep trust, not damage.

Facilitator Script: "This is the Challenger 'teach' . You’re not selling a tool; you’re selling a new way to think about the problem. That’s trust through insight."

4. Exercise 3: The Reliability Check (10 min)

Facilitator Script: "Trust also requires reliability — doing what you say you’ll do. This exercise is about following up with precision."

Setup: Each person writes down one specific commitment they can make to a buyer in a real deal this week. Examples:

Verbatim Script for Facilitator:

Debrief (2 min): Ask: "How many of you realized your commitment was too vague?" Most hands go up. Explain that vague promises erode trust faster than saying "I don’t know."

Facilitator Script: "Use Clari or Gong to track your follow-through. If you say 'I’ll send that by Friday,' log it. Miss it, and you’ve lost a trust point. Hit it, and you’ve earned one."

5. Role-Play: The Trust-Building Cold Call (10 min)

Facilitator Script: "Cold calls are the ultimate trust test. Most reps lead with 'I’m calling to see if you’re interested in X.' That’s low trust. Instead, lead with research."

Setup: The buyer is a Director of Revenue Operations at a mid-market company. The rep has 60 seconds to open the call.

Verbatim Script for Rep (high-trust version):

Debrief (2 min): Ask the buyer: "Did the rep sound like they’d done homework?" Yes. "Did they sound like they were selling or helping?" Helping.

Facilitator Script: "This is trust through preparation. You’ve shown you respect their time. That’s the single highest-leverage trust-building move in a cold call."

6. Close: Commitments & Accountability (5 min)

Facilitator Script: "We’ve practiced three trust-building exercises: MEDDIC discovery, Challenger teach-back, and reliability check. Now, write down one commitment you’ll apply this week."

Exercise: Each person writes a specific behavior change. Examples:

Facilitator Script: "Share your commitment with the group. We’ll check in next week. Trust is built in small, consistent actions. Not one big gesture."

Diagram 2: The Trust Flywheel

graph LR A[Competence] --> B[Reliability] B --> C[Intimacy] C --> D[Trust] D --> A style A fill:#4CAF50,stroke:#333,stroke-width:2px style B fill:#2196F3,stroke:#333,stroke-width:2px style C fill:#FF9800,stroke:#333,stroke-width:2px style D fill:#9C27B0,stroke:#333,stroke-width:2px

Facilitator Script: "Competence (MEDDIC) + Reliability (follow-through) + Intimacy (understanding their world) = Trust. That’s the flywheel. Keep it spinning."

FAQ

Q: How do I handle a buyer who is clearly lying about their budget? A: Use MEDDIC to verify. Ask: "Can you show me the budget line item? Is it approved?" If they dodge, that’s a red flag. Trust is built on honesty, not convenience.

Q: Should I always use the Challenger 'teach' approach? A: No. Use it when you have unique insight. If the buyer already knows the problem, use MEDDIC to deepen understanding. Forrester research shows that tailoring the approach to buyer readiness is critical.

Q: What if my product is genuinely inferior to a competitor? A: Radical honesty builds trust. Say: "Competitor X is stronger on feature Y. But here’s where we beat them on implementation time and support." Buyers respect transparency.

Q: How do I build trust with a committee of 5+ stakeholders? A: Multi-thread early. Use Gong to analyze call patterns. Send personalized follow-ups to each stakeholder based on their role (e.g., CFO gets ROI, CRO gets pipeline). HubSpot sequences can automate this.

Q: Can trust be rebuilt after a broken promise? A: Yes, but it takes 3x the effort. Acknowledge the mistake immediately: "I said I’d send that by Friday. I missed it. Here’s the report now, and here’s one extra deliverable to make up for it." Then over-deliver on the next commitment.

Q: What’s the biggest trust killer in sales? A: Pushing for a close before the buyer is ready. Salesloft data shows that reps who ask for the next step (not the close) have 30% higher conversion. Trust is earned, not demanded.

Q: How do I measure trust in my pipeline? A: Use Clari to track buyer engagement (email opens, meeting attendance, reference requests). Low engagement = low trust. Also use Gong to score talk-to-listen ratio — reps who listen 60% of the time have higher trust scores.

Sources

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