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executive-onboarding-playbook — Claude Code skill for a 90-day plan

Helps a new VP or CPO map the first 90 days around organizational diagnosis, validation, and evidence-based decisions. Useful before changing teams or strategy.

Install into Claude Code · Skills CLI (Vercel) All methods and platforms ↓ 
npx skills add deanpeters/Product-Manager-Skills --skill executive-onboarding-playbook -a claude-code
Open on GitHub

What executive-onboarding-playbook does

The skill organizes a leadership transition into three stages: examine the product organization, check early conclusions, then make decisions grounded in what you learned. It prompts you to look beyond written strategy and understand how expectations, relationships, and team roles work in practice.

Give it the role and company context, such as the organization’s size, stage, and product structure. It can also help prepare questions for a CEO while you consider a CPO offer, or test what you have learned after starting the job. This is a diagnostic plan, not a first-week execution sprint. The suggested sequence puts recommendations after the initial learning period.

What it helps with

  • map the first 90 days in a VP or CPO role
  • prepare questions for a CEO before accepting a CPO offer
  • validate early conclusions about a product organization
  • spot capable people who are overlooked
  • identify when someone’s strengths do not fit their current role

Example prompts for the agent

  • I’m starting as VP Product next month. Build a 90-day plan using this company context: [context].
  • I’m considering a CPO offer. Help me prepare questions for the hiring CEO.
  • I’m two months into a new role. Help me check my conclusions before I make changes.

How to install executive-onboarding-playbook

1Skills CLI (Vercel)

npx skills add deanpeters/Product-Manager-Skills --skill executive-onboarding-playbook -a claude-code

2Manually: put the files in place

~/.claude/skills/executive-onboarding-playbook/SKILL.md

Copy the whole skill folder; for one project use .claude/skills/executive-onboarding-playbook/

Step by step, with commands for each platform: How to install skills in Claude Code: five ways

Questions about executive-onboarding-playbook

How do I install executive-onboarding-playbook in Claude Code?

Run npx skills add deanpeters/Product-Manager-Skills --skill executive-onboarding-playbook -a claude-code. The skill file is at ~/.claude/skills/executive-onboarding-playbook/SKILL.md.

What does executive-onboarding-playbook do?

It structures a VP or CPO’s first 90 days as a period of diagnosis, validation, and decisions based on evidence gathered in the organization.

What context should I provide for an onboarding plan?

Share the role and basic company context, including company size, stage, and product organization structure. CEO expectations and known challenges can also help shape the plan.

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