ThinkWork
Team/Manager Toolkit Free

Demo Coaching Toolkit for Sales Managers

Bundles the weekly review cadence, coaching question bank, and pre/post-demo huddle scripts a manager needs to run structured demo reviews instead of ad hoc "how'd it go" check-ins.

What's inside

  • Weekly review cadence calendar template
  • Pre-demo huddle script — 5 minutes, 3 questions
  • Post-demo debrief script — 5 minutes, 4 questions
  • Coaching question bank organized by MEDDPICC pillar
  • Coaching question bank organized by the 6 demo skills
  • Skill development tracker table
  • Escalation rule for repeated low scores across 3 demos
  • How this toolkit links to the scorecard and self-assessment resources

This bundles four things you need running every week: a review cadence, a pre-demo huddle, a post-demo debrief, and a question bank — so demo coaching becomes a system, not a mood.

Weekly Review Cadence

DayActivityTimeInput
MondayPick 2–3 demos from last week to review (mix of new reps and any Detractor-scored surveys)30 min prepPost-Demo Feedback Survey results
Tuesday–ThursdayScore each selected demo15 min per demoMEDDPICC Demo Scorecard
Friday1:1 or small-group review of scored demos20–30 min per repScorecard + coaching questions below

Rule: review at least one demo per rep per week, not just the ones that felt notable. The demos nobody flags are often the ones quietly scoring lowest on Economic Buyer or Decision Process.

Pre-Demo Huddle Script (5 minutes, before any demo the manager is prepping a rep for)

  1. "What's the trigger and the quantified cost for this account?" (tests that the why-now groundwork is done)
  2. "Who's the economic buyer, and are they in the room today?" (tests MEDDPICC readiness)
  3. "What's the smallest next step you're aiming for at the end of this call?" (tests that the ask is proportional, not oversized)

If a rep can't answer all three cleanly, the demo isn't ready — spend the 5 minutes fixing the gap, not just wishing them luck.

Post-Demo Debrief Script (5 minutes, right after)

  1. "Score yourself on MEDDPICC before I do — where do you think this landed?" (builds self-assessment muscle)
  2. "What's the one moment in that demo you'd redo if you could?"
  3. "What did you learn about this account that you didn't know going in?"
  4. "What's the specific next step, and who owns it on both sides?"

Coaching Question Bank — by MEDDPICC Pillar

Pull directly from the MEDDPICC Demo Scorecard coaching-question section when a pillar scores low. Quick reference:

  • Metrics low → "What number did they give you, and where did you use it?"
  • Economic Buyer low → "Who signs this, and what's your plan to reach them?"
  • Decision Criteria low → "Recite their ranked criteria back to me."
  • Decision Process low → "Name the actual approvers, not the department."
  • Paper Process low → "Who owns security/legal review, and how long does it take here?"
  • Identify Pain low → "What happens to them in 12 months if nothing changes?"
  • Champion low → "What has this person done on their own initiative?"
  • Competition low → "What's the real alternative, including doing nothing?"

Coaching Question Bank — by Demo Skill

Pull from the Demo Skill Self-Assessment when a specific competency is the gap:

  • Discovery-to-Demo Alignment: "Which part of that demo wasn't built from something they told you?"
  • Narrative Structuring: "Where was the beginning, middle, and end of that story?"
  • Technical Fluency: "What's the one technical question that threw you, and what's the answer for next time?"
  • Stakeholder Reading: "Who in that room did you lose, and when?"
  • Objection Navigation: "What was the real objection versus the reflexive one?"
  • Close & Next-Step Design: "Is that next step proportional to how ready they actually are?"

Skill Development Tracker

RepLowest-scoring competencyLowest-scoring MEDDPICC pillarAssigned actionReview date

Update this after every Friday review session — it's the throughline between one demo's score and a rep's actual development plan, not a one-off scorecard sitting in a folder.

Escalation Rule

If the same competency or MEDDPICC pillar scores low for the same rep across 3 consecutive reviewed demos, move from informal coaching to a written development plan with a specific practice assignment and a 2-week re-check — don't let a pattern quietly continue as "just how they demo."

How This Toolkit Connects

  • Scores come from the MEDDPICC Demo Scorecard.
  • Skill gaps map to the Demo Skill Self-Assessment — have reps self-score quarterly and compare to your observations.
  • Stall risk that isn't visible on the call itself comes from the Post-Demo Prospect Feedback Survey — always check it before assuming a demo went as well as it felt.
  • This is also the operating model referenced in a full Demo Certification Program Design Guide, if you're scaling this beyond informal weekly coaching.

How to use it

Run the Monday-to-Friday cadence every week, use the pre/post-demo scripts verbatim in every 1:1, and update the skill development tracker after each Friday session so low scores turn into an assigned action, not just a number in a spreadsheet.

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