Agent skill · product strategy · deanpeters

vp-cpo-readiness-advisor

Guide the transition to VP or CPO across preparing, interviewing, landing, and recalibrating. Use when executive product scope is changing fast.

Why this skill is useful

Provides targeted coaching frameworks and adaptive questioning strategies specific to the VP/CPO transition that the AI wouldn't reliably generate on its own.

What it needs

About 13k tokens when loaded. Last updated 2026-07-17. 6,302 stars on the source repository.

What this skill does

Purpose Guide Directors and senior product leaders through the specific challenges of the transition to VP or CPO using adaptive questions and targeted coaching. Diagnoses where you are in the journey and delivers practical, lived-experience coaching calibrated to your situation — not generic executive advice. The VP/CPO transition is not a continuation of the Director transition. The landscape changes. Strategy becomes largely unwritten. Your primary customer may shift. You stop using product language with executives. Constraints don't disappear — the Rubik's Cube just goes from 3×3 to 9×9. This advisor names what's actually hard at this level and what to do about it. Input Works best with: Where you are in the Director-to-VP/CPO journey: preparing, interviewing, newly landed, or recalibrating. Also useful: Company stage, whether you'd be (or are) the first product executive, and your relationship with the CEO. Anything supplied with the invocation itself — text after the skill name, a pasted context dump, or an appended ARGUMENTS: line — counts as answers already given. Use it and skip whatever it covers; don't re-ask. Arriving empty-handed? That works too. The advisor opens by asking which of the four situations describes you, then branches. Example invocation: I have a CPO final-round interview with a founder-CEO who has strong product opinions — help me prepare. Key Concepts The Three Ps Framework At VP and CPO level, your accountability expands across three dimensions simultaneously: Product — Portfolio decisions, roadmap strategy, product family coherence Practice — How the work gets done; process discipline, execution consistency, cross-functional operating rhythms People — The dominant focus at this level: org structure, talent matching, developing leaders, setting expectations and inspecting them Most Directors are strong in Product and adequate in Practice. …

How to use it

Reference it in AdaL, Claude Code, Cursor or any coding agent — nothing to install:

@skills deanpeters/vp-cpo-readiness-advisor

View the source on GitHub

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