vp-cpo-readiness-advisor

Diagnose VP/CPO leadership-transition readiness and deliver tailored coaching recommendations.

1|Updated Mar 30, 2026
One-click install
npx skills add https://github.com/tabooes/pm_skills --skill vp-cpo-readiness-advisor-tabooes
Or copy as Structured Prompt for Agent
Please help me install this Agent Skill.
Skill: vp-cpo-readiness-advisor
Source: https://github.com/tabooes/pm_skills/tree/main/skills/vp-cpo-readiness-advisor
Command: npx skills add https://github.com/tabooes/pm_skills --skill vp-cpo-readiness-advisor-tabooes

SYSTEM DOCUMENTATION & REQUIREMENTS

What problem does it solve?

Directors and senior product leaders transitioning to VP or CPO often struggle with misaligned expectations, unclear authority, and fragile executive dynamics. This skill provides targeted coaching to diagnose where you stand in the journey and deliver practical, lived-experience guidance, not generic advice.

Core Features & Use Cases

  • Branch-based diagnostics for four transition scenarios: Preparing for the leap, Evaluating/interviewing, Newly landed, and Recalibrating.
  • Adaptive questioning: 1 diagnostic question + up to 3 follow-ups with guided branches.
  • Actionable recommendations: 3–5 targeted steps tailored to your situation, plus access to related playbooks (e.g., executive onboarding, Three Ps framework).
  • Session modes: Guided (step-by-step), Context dump (upload your situation), or Best guess (highest-value advice for common cases).
  • References to consultative playbooks and established leadership frameworks to ground decisions.

Quick Start

Choose session mode: Guided, Context dump, or Best guess to begin the VP/CPO readiness coaching.

Frequently Asked Questions about vp-cpo-readiness-advisor

High-intent search queries and answers about installing and using this skill.

FAQPage Schema
How do I prepare for a VP or CPO leadership transition?

Preparing for a VP or CPO leadership transition requires diagnosing your readiness across four scenarios: preparing, evaluating, newly landed, and recalibrating. You receive targeted coaching with adaptive questioning and 3-5 actionable recommendations tailored to your specific transition stage.

Can I get executive coaching if I just landed a CPO role?

Yes, executive coaching is available for newly landed CPO roles through the Newly landed diagnostic branch. It addresses misaligned expectations and fragile executive dynamics by providing actionable steps and integrating with established leadership playbooks like executive onboarding.

What is the best way to evaluate a VP of Product interview opportunity?

The best way to evaluate a VP of Product interview opportunity is using the Evaluating branch of a transition readiness diagnostic. It applies adaptive questioning to your context and outputs targeted recommendations to help you navigate authority and executive dynamics.

Does this transition coaching provide actionable steps or just generic advice?

This transition coaching provides 3-5 targeted actionable steps rather than generic advice. It references established leadership frameworks and consultative playbooks, such as the Three Ps framework and executive onboarding, to ground your decisions in lived experience.

How do I start executive coaching if I have a complex transition context?

To start executive coaching with a complex transition context, use the Context dump session mode to upload your situation directly. Alternatively, select Guided for step-by-step adaptive questioning or Best guess for highest-value advice on common leadership transition cases.