
Vp Cpo Readiness Advisor
Stress-test a VP or CPO job offer and executive fit with a structured branch interview before you accept or negotiate.
Overview
VP CPO Readiness Advisor is an agent skill most often used in Validate (also Build PM, Operate iterate) that structures VP/CPO career and offer decisions through branched interview flows.
Install
npx skills add https://github.com/deanpeters/product-manager-skills --skill vp-cpo-readiness-advisorWhat is this skill?
- Four situation branches: preparing, evaluating, newly landed, recalibrating
- Near-offer CEO interview script on empowerment and reversed decisions
- Concern routing for scope, empowerment, exec dynamics, and vague strategy
- Decision-quality framing instead of generic career advice
- 4 situation branches in the conversation flow
- 4 CEO interview questions in the near-offer executive-dynamics example
Adoption & trust: 1.1k installs on skills.sh; 5k GitHub stars; 3/3 security scanners passed (skills.sh audits).
What problem does it solve?
You have a VP Product offer or late-stage interviews but cannot tell if empowerment, exec dynamics, or strategy clarity will set you up to fail on day one.
Who is it for?
Directors or senior PMs deciding on VP/CPO offers and founders vetting whether a product executive hire will actually own decisions.
Skip if: IC engineers shipping features, junior PM interview prep for associate roles, or teams that already have a signed exec scorecard and 90-day plan.
When should I use this skill?
You are preparing for, interviewing for, accepting, or recalibrating a VP Product or CPO role and need structured risk diagnosis.
What do I get? / Deliverables
You leave with branch-specific diagnosis and concrete questions—such as a CEO interview list—so you can negotiate scope or walk away with clearer evidence.
- Branch diagnosis summary
- Targeted interview question lists
- Risk-focused decision guidance for accept or negotiate
Recommended Skills
Journey fit
Spans multiple journey phases - primary shelf plus alternate fits below.
Offer and role-fit decisions happen in Validate when you scope whether a leadership bet is worth building a career around. Scope subphase fits clarifying decision rights, expectations, and risk before you commit to a major product leadership path.
Where it fits
You narrow near-offer concerns to executive dynamics and get a CEO question set before signing.
You use the evaluating branch to draft empowerment questions for a VP Product candidate you are hiring.
You pick recalibrating after quarter one when priorities and GTM alignment keep reversing.
How it compares
Structured executive-transition playbook—not a job board integration or generic resume rewriter.
Common Questions / FAQ
Who is vp-cpo-readiness-advisor for?
Experienced product managers and founders evaluating VP Product or CPO transitions, especially near offer when executive dynamics and mandate clarity matter.
When should I use vp-cpo-readiness-advisor?
In Validate when scoping a leadership role; in Build PM when hiring product execs; in Operate when recalibrating after a rocky first quarter as VP Product.
Is vp-cpo-readiness-advisor safe to install?
It is conversational guidance only—no automatic access to your employer systems; review the Security Audits panel on this page for the skill package source.
SKILL.md
READMESKILL.md - Vp Cpo Readiness Advisor
# Example: VP/CPO Readiness Advisor Conversation Flow This shows a full interaction for a Director evaluating a near-offer VP Product role. --- ## Scenario The user has an offer pending and wants to test whether the role is set up for success. --- ## Step 0: Initial Request **User:** "I have a VP Product offer and need help deciding if I should take it." **Agent:** "I can help you evaluate the transition and identify the highest-risk assumptions before you accept. Choose your situation: 1. Preparing to make the leap 2. Evaluating or interviewing 3. Newly landed 4. Recalibrating" **User:** "2" --- ## Step 1: Branch Diagnosis (Evaluating/Interviewing) **Agent:** "Where are you in the process? 1. Early interviews 2. Mid-process 3. Near offer or offer decision" **User:** "3" **Agent:** "What is your biggest concern? 1. Scope and expectations are unclear 2. Empowerment and decision rights are unclear 3. Executive team dynamics feel risky 4. Strategy sounds vague or contradictory" **User:** "3" --- ## Step 2: Decision-Quality Output **Agent output:** "You are in the Evaluating branch, near-offer stage, with executive-dynamics risk. Run this CEO interview before accepting: 1. 'What decisions do you expect Product leadership to own independently in the first 90 days?' 2. 'What major product decisions in the last year were reversed, and why?' 3. 'Where has Product and GTM alignment broken down most often?' 4. 'If we disagree on priorities in quarter one, how will that be resolved?' 5. 'What outcome would make you say this hire was successful by day 180?' Red flags to treat as serious: - Answers are vague, generic, or change by interviewer. - CEO frames Product primarily as a delivery service for other functions. - Role is accountable for outcomes but has little influence over trade-offs. - Executive peers describe strategy in mutually inconsistent ways. Verification actions before signing: 1. Cross-check CEO answers with CRO and CTO separately. 2. Ask for two examples of recent cross-functional conflicts and how they were resolved. 3. Request explicit decision-rights language in writing. 4. Ask for the top three non-negotiable business outcomes for first 180 days. Decision frame: - Proceed if strategy and authority are consistent across leaders. - Negotiate if high-priority ambiguities can be resolved now. - Walk away if structural misalignment is obvious and persistent." --- ## Why This Example Is Useful - Demonstrates concrete pre-acceptance diligence, not generic readiness advice. - Converts "executive dynamics anxiety" into specific tests. - Produces a clear go / negotiate / no-go decision framework. --- name: vp-cpo-readiness-advisor description: Guide the transition to VP or CPO across preparing, interviewing, landing, and recalibrating. Use when executive product scope is changing fast. intent: >- 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. type: interactive theme: career-leadership best_for: - "Preparing for the Director-to-VP or VP-to-CPO transition" - "Evaluating a VP or CPO role before you accept it" - "Recalibrating when something isn't working in an executive product role" scenarios: - "I'm a Director preparing for VP roles and want to understand what actually changes" - "I have a CPO offer I'm evaluating — what are the right questions to ask the CEO?" - "I've been a VP for 18 months and my executive peer relationships aren't working" estimated_time: "15-20 min" --- ## 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 c