vp-cpo-readiness-advisor

VP/CPO Readiness Advisor is an interactive career-coaching skill that guides Directors and senior product leaders through the transition to VP or CPO. It addresses a specific problem: the VP/CPO leap is not a continuation of the Director path, and generic executive advice misses what actually changes when strategy becomes largely unwritten, the primary customer shifts, and product language stops working in executive forums. The advisor diagnoses where the user is in the journey and delivers coaching calibrated to that situation.

The skill is conversational and adaptive. It opens by branching across four situations (preparing, interviewing, newly landed, recalibrating), then narrows further with follow-up questions, using anything supplied at invocation as answers already given. It teaches concrete frameworks: the Three Ps (Product, Practice, People, with People as the dominant and most common failure point at this level), the Empowerment Myth (constraints change shape rather than disappear), and the VP-to-CPO paradigm shift from portfolio-and-roadmap thinking to business-outcome accountability. The bundled example shows it converting vague executive-dynamics anxiety into a specific CEO interview script, red flags, verification actions, and a clear proceed/negotiate/walk-away decision frame.

It is aimed at Directors preparing for VP roles, candidates evaluating a VP or CPO offer, and sitting executives recalibrating when peer relationships or scope are not working. Estimated interaction time is 15-20 minutes. This is pure advisory content with no code, tools, or system access.