Library/Leadership, Coaching & People Management/1:1s & Rep Development/Ninety-Day Rep Development Plan Skill Gap
TestedLeadership, Coaching & People ManagementQuick Win (under 10 min)

Ninety-Day Rep Development Plan Skill Gap

Generate a structured 90-day coaching plan targeting a specific skill gap for a new hire or a struggling experienced rep.

About this prompt

This prompt produces a practical 90-day development plan for a sales manager or director who needs to close a specific skill gap in a rep on their team. It's built for managers who want more than general feedback — a sequenced, actionable plan tied to a defined weakness. Use it during onboarding, after a performance review, or when call coaching reveals a persistent issue that isn't self-correcting.

The prompt

Create a 90-day development plan for a [FILL IN rep type: new hire / experienced rep struggling with X] on [FILL IN skill gap, e.g., enterprise discovery or executive presence]. Include: (1) skill gap
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Variables to replace

FILL IN REP TYPE: NEW HIRE / EXPERIENCED REP STRUGGLING WITH X | FILL IN SKILL GAP, E.G., ENTERPRISE DISCOVERY OR EXECUTIVE PRESENCE

How to run it

  1. Copy the prompt and paste it into Claude, ChatGPT, Gemini, or Copilot — it's tuned to run in any of them.
  2. Replace the variables — swap each bracketed token for your deal's specifics. The variables list above explains every field.
  3. Make it yours — run it, keep what's strong, and tighten your inputs on the next pass. The prompt improves with your context.

What good output looks like

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StageOngoing/Cross-Stage
SeatSales Manager, Sales Director
DifficultyIntermediate
Time to valueQuick Win (under 10 min)
Works withAI-Agnostic
CategoryLeadership, Coaching & People Management
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