derisk-measurement-advisor
Identify what to measure, test, or track to de-risk a product or AI idea. Use when stress-testing an idea across internal (DUFV) and external (PESTEL) dimensions.
git clone --depth 1 https://github.com/deanpeters/Product-Manager-Skills /tmp/derisk-measurement-advisor && cp -r /tmp/derisk-measurement-advisor/skills/derisk-measurement-advisor ~/.claude/skills/derisk-measurement-advisorSKILL.md
## Purpose Guide product managers through identifying the most important things to measure, test, or track across 10 risk dimensions — 4 internal and 6 external — then triage each into **act on immediately** or **start tracking**. The output is a prioritized risk register that tells you what to do first, not just what could go wrong. This is not a generic risk list. It's a guided scan tied to *your* specific product, customer, and market context. The question it answers: **is the orange worth the squeeze?** ## Input **Works best with:** The product or AI idea you want to stress-test. **Also useful:** Its stage (concept, prototype, in-market), what you've already validated, and any dimensions you already know are risky. 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 for the idea in a sentence or two, then scans the 10 risk dimensions against it. **Example invocation:** `De-risk this: an AI agent that auto-drafts insurance claim responses for adjusters — prototype stage, no compliance review yet.` ## Key Concepts ### Two Lenses, One Question Every product idea carries two kinds of risk. Most PMs check one and ignore the other. **Internal risks** ask whether the product itself will work: - **Product Outcome Metrics** (Desirability + Usability) = "What's in it for the customer/user?" - **Business Outcome Metrics** (Feasibility + Viability) = "What's in it for our business/organization?" **External risks** ask whether the world will let it work: - **PESTEL forces** (Political, Economic, Social, Technological, Environmental, Legal) = "What could blindside us?" The single triage question that applies to both sides: **Do I act on this now, or start tracking it?** --- ### The Internal Risk Framework (DUFV) Adapted from Marty Cagan's four product risks, split into two measurement categories: | Category | Dimension | Core Question | |----------|-----------|---------------| | **Product Outcome Metrics** | Desirability | Will customers value it enough to buy it? | | **Product Outcome Metrics** | Usability | Will customers figure out how to use it? | | **Business Outcome Metrics** | Feasibility | Can we build it? Can we sustain it at scale? | | **Business Outcome Metrics** | Viability | Will it work as a viable business? | **Product Outcome Metrics** answer: *What's in it for the customer/user?* They measure whether the product is solving meaningful problems and delivering value to its intended users. **Business Outcome Metrics** answer: *What's in it for our business/organization?* They measure how effectively and reliably the product supports a seamless customer experience while remaining feasible to deliver. The connection to positioning: Product Outcome Metrics validate your **Problem Positioning Statement** (the customer promise). Business Outcome Metrics validate your **Problem Framing Statement** (the business case). --- ### The External Risk Framework (PESTEL) Six categories of forces outside your organization that can reshape, delay, or kill your product plans: | Category | What It Covers | Example Risk | |----------|---------------|--------------| | **Political** | Government policies, trade regulations, political priorities | New AI safety rules for state contractors | | **Economic** | Market conditions, funding, inequality, supply chains | VC AI funding dries up — focus shifts to profitability | | **Social** | Demographics, sentiment, digital literacy, cultural shifts | AI accused of bias — can you prove fairness? | | **Technological** | Platform dependencies, standards, competing tech | New AI model outdates yours — time for rapid innovation? | | **Environmental** | Energy consumption, sustainability, carbon footprint | AI criticized for carbon footprint — how to go green? | | **Legal** | Data privacy, compliance, IP, evolving regulations | AI deepfakes lawsuit crossfire — can you protect your product? | **Key insight from the classroom:** Market conditions don't just change — they potentially change us, our business, and our products. PESTEL helps PMs categorize and respond to that change, not just observe it. --- ### The Act/Watch Triage Every surfaced risk gets one of two labels: - **Act on immediately:** This risk is present, material, and requires a response now — run a test, change a plan, mitigate a gap. - **Start tracking:** This risk is real but not yet urgent — monitor it, set a trigger threshold, revisit on a cadence. The triage applies equally to internal and external risks. A desirability gap you can't answer is an "act now" just as much as a regulatory deadline. A demographic trend you see coming is a "watch" just like a feasibility concern you've already partially mitigated. **Anti-pattern:** Labeling everything "act now." If every risk is urgent, none of them are prioritized. Force yourself to split roughly 40/60 act/watch. --- ### When to Use This Skill **Use this when:** - You have a product or AI idea and need to decide whether to commit - You're about to put something on the roadmap and want a structured risk check - You've been focused on internal risks and haven't scanned external forces (or vice versa) - Leadership asks "what could go wrong?" and you want a better answer than "nothing, we're good" **Don't use this when:** - You don't have a specific product idea yet (use `problem-framing-canvas` first) - You need a deep PESTEL analysis with data and citations (use `pestel-analysis` component skill) - You've already validated the idea and need to pick a validation method (use `pol-probe-advisor`) - The idea is already in production and you're optimizing, not de-risking --- ### Facilitation Source of Truth Use [`workshop-facilitation`](../workshop-facilitation/SKILL.md) as the default interactio
Evaluate acquisition channels using unit economics, customer quality, and scalability. Use when deciding whether to scale, test, or kill a growth channel.
Design multi-agent AI workflows with clear boundaries, handoffs, and monitoring. Use when a complex PM task should run as parallel specialized agents instead of one linear process.
Assess whether your product work is AI-first or AI-shaped. Use when evaluating AI maturity and choosing the next team capability to build.
Understand the PM-to-Director transition through altitude and horizon thinking. Use when diagnosing scope, time-horizon, or leadership-level gaps.
Map evidence-backed growth options across the Ansoff Matrix with risk-rated sequencing. Use when the question is where the next tranche of growth comes from, and at what risk.
The protocol behind every investigation skill. Use when AI research must proceed without you: search-plan gate, Fact/Inference/Assumption labels, confidence stacking, diffable outputs.
Research and draft a competitive battle card from public evidence — every claim labeled and sourced. Use when a rep needs a field-action card, not a research report.
Diagnose SaaS business health across growth, retention, efficiency, and capital. Use when preparing a business review or prioritizing urgent fixes.