executive-onboarding-playbook

Plan and execute a 90-day diagnostic onboarding workflow for new VP/CPO leaders.

Updated Apr 28, 2026
One-click install
npx skills add https://github.com/roberttmadsen13-del/TOURney --skill executive-onboarding-playbook-roberttmadsen13-del
Or copy as Structured Prompt for Agent
Please help me install this Agent Skill.
Skill: executive-onboarding-playbook
Source: https://github.com/roberttmadsen13-del/TOURney/tree/main/SKILLS/Product-Manager-Skills-main/skills/executive-onboarding-playbook
Command: npx skills add https://github.com/roberttmadsen13-del/TOURney --skill executive-onboarding-playbook-roberttmadsen13-del

SYSTEM DOCUMENTATION & REQUIREMENTS

What problem does it solve?

This playbook helps new VP/CPO leaders avoid premature changes by diagnosing the organization first, collecting evidence, and building an executable plan based on real data.

Core Features & Use Cases

  • Three-phase diagnostic process: Diagnose (Month 1), Validate (Month 2), Act with Evidence (Month 3), each with structured artifacts and defined deliverables.
  • Unwritten strategy surfacing and body of evidence to inform durable decisions.
  • People assessment and executive alignment: identify high-leverage changes and establish ongoing cadence with key stakeholders.

Quick Start

Ask me for a diagnostic onboarding plan that covers Month 1–3, including interviews, evidence logs, unwritten-strategy surfacing, and an initial action plan.

Frequently Asked Questions about executive-onboarding-playbook

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

FAQPage Schema
How do I create a 90-day onboarding plan for a new VP of Product or CPO?

This approach uses a three-phase diagnostic workflow spanning Diagnose, Validate, and Act with Evidence to execute a 90-day onboarding plan for new VP or CPO leaders, utilizing interviews and an evidence log to prevent premature changes.

How do I surface unwritten strategy during leadership onboarding?

To surface unwritten strategy during leadership onboarding, conduct structured interviews across the organization to collect qualitative data. This evidence-based approach captures implicit operational knowledge to inform durable decisions and build an executable action plan.

Why should new CPOs diagnose the organization before making changes?

Diagnosing the organization first helps new CPOs avoid premature changes by collecting a body of evidence to validate decisions. This diagnostic onboarding approach ensures changes are based on real data rather than assumptions.

Can I assess people and align executives during the first 90 days of VP onboarding?

Yes, a diagnostic VP onboarding workflow includes people assessment and executive alignment to identify high-leverage changes. It establishes an ongoing cadence with key stakeholders to ensure durable decisions are made throughout the first 90 days.

What deliverables should a diagnostic onboarding playbook for product management leaders include?

A diagnostic onboarding playbook for product management leaders should include an organizational assessment, a three-to-five change action plan, and an executable Cascading Context Map. These deliverables are produced across the Diagnose, Validate, and Act phases.

What's the best way to transition from diagnosing an organization to executing a product management change plan?

The best way to transition from diagnosing to executing is a structured workflow that validates unwritten strategy through a body of evidence before acting. This yields a prioritized three-to-five change plan and an executable Cascading Context Map for implementation.