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Scenario LabSales coachingintermediate

Coaching: Manager 1:1 on a Stalled Enterprise Deal

Practice a sales manager coaching conversation — not a pipeline interrogation. GROW model, MEDDIC gap review, and behavior-specific feedback on a stuck deal.

20 min practice15 min read2 decision points

Cast

Jamie Wu

Account Executive (your rep)

  • Hit quota
  • Believe champion will carry deal
  • Avoid CFO rejection

Hidden agenda: Afraid CFO call will expose weak business case

Style: Defends with activity metrics; ‘relationship is strong’

You play You (Sales Manager). Read their lines aloud or have a partner play the buyer.

Setup

Weekly 1:1. Rep (Jamie) has $200K opp in Commit for June. No economic buyer meeting in 30 days; champion friendly but passive.

Stakes: Manager (you) must defend forecast in 2 hours. Jamie is strong on activity, weak on multi-threading.

Company: Enterprise SaaS deal; competitor in proof-of-concept. Champion is Director level; CFO not engaged.

Your goal

As manager (or rep practicing upward), surface MEDDPICC gaps, co-create one committed action, and avoid fixing the deal for the rep.

Success criteria

  • Rep owns the problem diagnosis, not manager lecture
  • One specific behavior committed for this week (call, exec meeting, mutual plan)
  • Forecast category adjusted or justified with evidence
  • No generic advice (‘work harder’, ‘more activity’)

Script

Read through each act, then work the decision points below. Coaching notes appear after annotated lines.

Act 1 — Rep defends commit (minutes 0–8)

Jamie Wu · Account Executive (your rep)

This deal is solid — ninety percent. Champion loves us. POC ends Friday.

You (Sales Manager)

Goal for this slot: decide if Commit is still right. What’s your evidence for ninety — not feeling, facts?

Jamie Wu · Account Executive (your rep)

POC positive, twelve meetings logged, champion said we’re preferred.

You (Sales Manager)

Reality check — when did economic buyer last attend, and who can sign this quarter?

Jamie Wu · Account Executive (your rep)

…CFO hasn’t joined. Champion said they handle internal sell.

You (Sales Manager)

So gap is economic buyer and mutual plan. What options do you have to close that gap this week?

Act 2 — Commit to action (minutes 8–18)

Jamie Wu · Account Executive (your rep)

I could ask champion for CFO intro again.

You (Sales Manager)

You tried that twice. What’s different this time — insight, risk frame, or peer intro?

Jamie Wu · Account Executive (your rep)

Risk frame — SLA exposure from POC findings. One page, champion forwards.

You (Sales Manager)

Will you send me the draft by 5pm today for review, and CFO hold Thursday yes/no by tomorrow noon?

Jamie Wu · Account Executive (your rep)

Yes. If CFO declines Thursday, we move to Best Case?

You (Sales Manager)

Agreed. I’ll back you on forecast call with that inspection plan.

Decision points

Choose a path before reading the debrief. In pair practice, pause and discuss which option you would take.

Decision 1 of 2

Jamie says 90% with no CFO access. Your first move as manager?

Call the champion yourself to accelerate

Risky

Why: Solves short-term but trains rep to escalate; champion may feel bypassed.

GROW — goal and reality on evidence for stage

Recommended

Why: Rep surfaces MEDDPICC gap themselves; ownership stays with Jamie.

Assign 20 more outbound calls to create urgency

Risky

Why: Activity without stakeholder strategy; Gartner reinvestment trap pattern.

Decision 2 of 2

Jamie offers vague ‘ask champion again.’ Your response?

Accept and keep deal in Commit

Risky

Why: Perpetuates forecast fiction; no inspectable action.

Co-create specific artifact + deadline + stage trigger

Recommended

Why: Behavior-specific Will step; forecast tied to evidence.

Tell Jamie to find another opp and deprioritize this one

Acceptable

Why: Sometimes correct — but premature without one structured attempt at CFO access.

How to practice

Solo

  • Play both roles — notice when you slip into lecturing as manager.
  • Write MEDDPICC scorecard for Jamie’s deal before act 2.

Pair

  • Strict 20-minute timer. Manager may only ask questions in act 1.
  • Swap roles; compare rep energy in each direction.

Manager

  • Use in manager enablement: debrief forecast hygiene separately from rep skill.

More scenarios

Continue practicing related situations.

Related guides

Frameworks and research cited in this scenario.