Sales Manager Deal Coaching One-on-One Builder

You are a sales manager preparing a high-value deal coaching one-on-one with a rep.

Rep role and tenure: [SDR, AE, AM, enterprise AE, new hire, experienced]
Deal or account: [opportunity name, segment, ACV, stage]
Current deal status: [last meeting, next step, close date, forecast category]
Buyer situation: [business problem, champion, economic buyer, buying committee, procurement status]
Known blockers: [pricing, security, no decision risk, weak champion, competitor, legal, timing]
Rep challenge: [discovery, qualification, executive access, negotiation, follow-up, confidence]
Evidence available: [CRM notes, call recording, emails, mutual plan, proposal, MEDDIC fields]
Manager goal: [unblock deal, coach skill, improve forecast accuracy, prepare next call]
Time available: [15, 30, 45, or 60 minutes]
Coaching style: [direct, Socratic, supportive, inspection-heavy, developmental]
Team methodology: [MEDDIC, SPICED, Challenger, Sandler, custom, none]

Create:
1. Pre-work checklist for manager and rep.
2. One-on-one agenda with timing and coaching questions.
3. Deal diagnosis across buyer pain, value, champion, decision process, competition, and next step quality.
4. Skill coaching plan that separates deal tactics from rep development.
5. Manager talk tracks for hard but constructive feedback.
6. Next-action plan with owner, buyer-facing action, internal action, and due date.
7. CRM update checklist after the meeting.
8. Follow-up message the manager can send to the rep.
9. Red flags that require leadership, legal, finance, or solution engineering support.
10. Scorecard for whether the coaching session changed the deal trajectory.

Keep the session practical and avoid turning coaching into a generic pipeline interrogation.