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Agent skill

Executive Onboarding Playbook

by deanpeters in deanpeters/Product-Manager-Skills

Plan a VP or CPO 30-60-90 day diagnostic onboarding path. An agent skill from deanpeters/Product-Manager-Skills.

Custom licenceAuto-check passed

Install Executive Onboarding Playbook

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

Project install by default; add -g for ~/.claude/skills/.

GitHub CLI
$ gh skill install deanpeters/Product-Manager-Skills executive-onboarding-playbook --agent claude-code

Project scope by default; add --scope user for a personal install. Needs GitHub CLI 2.90.0 or later (public preview).

Manual copy
$ git clone --depth 1 https://github.com/deanpeters/Product-Manager-Skills.git skills-src && mkdir -p .claude/skills && cp -r skills-src/skills/executive-onboarding-playbook .claude/skills/executive-onboarding-playbook && rm -rf skills-src

Use ~/.claude/skills/ instead of .claude/skills for a personal install. The folder must contain SKILL.md.

Claude Code skills documentation · loads skills from .claude/skills/

Facts

Skill name
executive-onboarding-playbook
GitHub stars
7.2k
Token cost
~4.8k tokens
SKILL.md length
2,686 words
Files
4
Skills in repo
75
Repo updated
First seen
Licence
Custom licence

At a glance

Plan a VP or CPO 30-60-90 day diagnostic onboarding path. An agent skill from deanpeters/Product-Manager-Skills.

  • Works in 4 steps: Before Day 1 → Diagnose (Month 1) → Validate (Month 2) → …
  • Entering a new executive product role and avoiding premature change
  • SKILL.md covers Purpose, Input, Key Concepts and Application, plus 3 more sections
  • Instructions only: no scripts, shell commands, URLs or credentials in SKILL.md

What it does

Executive Onboarding Playbook is an agent skill from deanpeters/Product-Manager-Skills. Plan a VP or CPO 30-60-90 day diagnostic onboarding path. Use when entering a new executive product role and avoiding premature change.

Its SKILL.md is about 4.8k tokens, which your agent loads only when the skill is triggered. The skill folder holds 4 other files (for example `examples/sample-lifesciences.md`, `examples/sample.md` and `template.md`).

The repository describes itself as: Product Management skills framework built on battle-tested methods for Claude Code, Cowork, Codex, and AI agents.

When your agent uses it

  • Entering a new executive product role and avoiding premature change

Example prompts

  • “/executive-onboarding-playbook”

Workflow steps

4 steps, taken from the step headings in SKILL.md.

  1. Before Day 1
  2. Diagnose (Month 1)
  3. Validate (Month 2)
  4. Act with Evidence (Month 3)

What it can do on your machine

Read from SKILL.md and the folder at commit 1b5a524. It shows what the files ask for, not the result of running them.

  • Tool permissions

    Pre-approves nothing: there is no allowed-tools line, so your agent's usual permission prompts apply.

    From allowed-tools in the SKILL.md frontmatter.

  • Runs code

    No scripts in the folder and no shell commands in SKILL.md.

    From the folder's file list and the shell code blocks in SKILL.md.

  • Network

    Links to these hosts (documentation or services it may open):

    • the-product-porch-43ca35c0.simplecast.com

    From URLs in SKILL.md, links to its own repository left out.

  • Credentials

    Names no API keys, tokens, secrets or passwords.

    From names ending in _API_KEY, _TOKEN, _SECRET, _KEY or _PASSWORD in SKILL.md.

Context cost

Executive Onboarding Playbook loads about 4.8k tokens when it runs. Until then it costs about 41 tokens; SKILL.md has 2,686 words of instructions outside code blocks.

Always · name and description, kept in context so the agent knows when to use it
~41
When it runs · the whole SKILL.md, loaded when a task matches
~4.8k

Estimates: characters ÷ 4, the usual rule of thumb; real counts depend on the model's tokenizer. Scripts and assets cost tokens only if the agent reads them.

Safety

Auto-check passed

The automated check found no risky patterns in SKILL.md.

Automated static check — not a guarantee. Review scripts before installing. It scans the text of SKILL.md for risky patterns (piping downloads into a shell, reading credential files, hidden Unicode, destructive commands); files beside SKILL.md are not scanned.

SKILL.md

Its licence (Custom licence) doesn't allow us to republish the file, so here is its outline and opening line. It has 2,686 words (~4,845 tokens).

“Structure the first 90 days of a VP or CPO transition as a diagnostic process, not an execution sprint. The single most common failure in senior product leadership transitions is acting before understanding — changing structures, replacing people, or announcing…”

— opening of SKILL.md by deanpeters, Custom licence
name
executive-onboarding-playbook
argument-hint
[role and company context]
intent
Structure the first 90 days of a VP or CPO transition as a diagnostic process, not an execution sprint. The single most common failure in senior product…
type
workflow
theme
career-leadership
best_for
Starting a new VP or CPO role in the first 90 days, Evaluating a CPO offer — what to ask before you accept, Diagnosing an organization you've just inherited
scenarios
I just accepted a VP of Product role starting next month — help me plan my first 90 days, I'm evaluating a CPO offer and want to know what questions to ask…
estimated_time
20-30 min

Read the full SKILL.md on GitHub

Files

SKILL.md and 3 other files in skills/executive-onboarding-playbook of deanpeters/Product-Manager-Skills.

  • SKILL.md
  • examples/sample-lifesciences.md
  • examples/sample.md
  • template.md

Open the folder on GitHubat commit 1b5a524

Compare with similar skills

Executive Onboarding Playbook next to the 5 skills that share the most tags, products or categories with it. Stars are the repository's; “used in” counts other GitHub owners with a copy.

Executive Onboarding Playbook compared with similar skills
SkillStarsUsed inTokensAuto-checkLicenceRepo updated
Executive Onboarding Playbook this skilldeanpeters/Product-Manager-Skills7.2k—~4.8kAutomated safety check: PassCustom licence
Onboarding Playbooksickn33/agentic-awesome-skills47k1 repos~3.1kAutomated safety check: PassMIT
Executealirezarezvani/claude-skills28k—~831Automated safety check: PassMIT
Onboardalirezarezvani/claude-skills28k—~1.3kAutomated safety check: PassMIT
Codebase Onboardingaffaan-m/ECC277k3 repos~2kAutomated safety check: PassMIT
Onboardingsickn33/agentic-awesome-skills47k1 repos~1.8kAutomated safety check: PassMIT

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Questions about Executive Onboarding Playbook

What does Executive Onboarding Playbook do?

Plan a VP or CPO 30-60-90 day diagnostic onboarding path. An agent skill from deanpeters/Product-Manager-Skills. Executive Onboarding Playbook is an agent skill from deanpeters/Product-Manager-Skills. Plan a VP or CPO 30-60-90 day diagnostic onboarding path.

When should I use Executive Onboarding Playbook?

Executive Onboarding Playbook fits situations like: entering a new executive product role and avoiding premature change.

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`. Or copy the skill folder (skills/executive-onboarding-playbook in deanpeters/Product-Manager-Skills) into .claude/skills/executive-onboarding-playbook in your project. Claude Code loads it when a task matches its description.

How do I install Executive Onboarding Playbook in Codex?

Run `npx skills add deanpeters/Product-Manager-Skills --skill executive-onboarding-playbook -a codex`. Or copy the skill folder (skills/executive-onboarding-playbook in deanpeters/Product-Manager-Skills) into .agents/skills/executive-onboarding-playbook in your project. Codex loads it when a task matches its description.

Can I use Executive Onboarding Playbook in Cursor, Gemini CLI or GitHub Copilot?

Cursor, Gemini CLI, GitHub Copilot and OpenCode also load SKILL.md folders. With the skills CLI, run `npx skills add deanpeters/Product-Manager-Skills --skill executive-onboarding-playbook -a cursor` (or -a gemini-cli, github-copilot or opencode for the others). To copy it by hand, put the folder in .cursor/skills/executive-onboarding-playbook, .gemini/skills/executive-onboarding-playbook, .github/skills/executive-onboarding-playbook and .opencode/skills/executive-onboarding-playbook in your project.

What does Executive Onboarding Playbook need to run?

SKILL.md names no scripts, command-line tools or credentials: Executive Onboarding Playbook is instructions for the agent only.

Does Executive Onboarding Playbook access the network?

SKILL.md names 1 domain. As links in the text: the-product-porch-43ca35c0.simplecast.com. This is read from the text; nothing was executed.

Is Executive Onboarding Playbook safe to install?

Our automated static check of SKILL.md found no risky patterns, such as piping downloads into a shell, reading credential files or hidden Unicode. It is not a guarantee. Review the folder before installing.

What licence does Executive Onboarding Playbook use?

Executive Onboarding Playbook has a licence file (the repository's licence) that doesn't match a standard licence. Read it on GitHub before reusing the skill.

How many tokens does Executive Onboarding Playbook use?

About 4.8k tokens (SKILL.md is roughly 19k characters). Agents keep only the skill's name and description in context until a task matches; then they load SKILL.md in full.

What are the alternatives to Executive Onboarding Playbook?

Skills that share tags, products or a category with Executive Onboarding Playbook: Onboarding Playbook (sickn33/agentic-awesome-skills, 47k stars), Execute (alirezarezvani/claude-skills, 28k stars), Onboard (alirezarezvani/claude-skills, 28k stars) and Codebase Onboarding (affaan-m/ECC, 277k stars). The comparison table on this page puts their stars, adoption, token cost, safety result and licence side by side.

Who maintains Executive Onboarding Playbook?

deanpeters (a GitHub user) maintains it in deanpeters/Product-Manager-Skills, which has 7,224 GitHub stars. The repository holds 75 skills in this directory. The repository was last updated on September 1, 2026.

Source: deanpeters/Product-Manager-Skills on GitHub. Facts on this page come from the repository at the commit we read; the author's words are quoted as theirs.