Purpose
Turn a complex product, technical, or economic decision into a one-page executive brief that leads with the recommendation, frames the real tradeoffs, and quantifies impact in business terms — so a senior audience can decide in the meeting instead of asking for a follow-up.
When to Use
Invoke this skill when the user asks to:
- Prepare a complex decision for an executive review, board, or leadership meeting
- Translate a technical or engineering situation into business language
- Turn a detailed analysis or deck into a concise decision memo
- Frame investment, build-vs-buy, or prioritization tradeoffs for senior stakeholders
- Get a recommendation approved without a follow-up meeting
- Anticipate the hard questions a CFO or CEO will ask before they ask them
Inputs Required
Before starting, collect:
- The decision: The specific choice being made, in one sentence
- Audience: Who decides (CEO / CFO / board / GM) and what they care most about
- Options on the table: The 2-4 realistic paths, however roughly stated
- Supporting detail: The technical/economic facts, model, or analysis behind the decision
- The stakes: What happens if this is decided wrong, or not decided at all
- Time horizon: When the impact lands and when the decision is needed
- Constraints: Budget, headcount, deadlines, or dependencies that bound the choice
If the audience's priorities are unstated, default to a CFO-and-CEO lens (financial return, risk, strategic fit) and note the assumption.
Instructions
Step 1: Extract the Decision and the Recommendation
Strip the input down to a single decision sentence and a single recommended answer.
- Decision sentence: "Should we [do X] to achieve [outcome] by [when]?"
- Recommendation: State it in the first line — no windup. Executives read top-down; the answer comes before the reasoning.
- If the analysis doesn't point to a clear recommendation, say so explicitly and name what's blocking the call.
Step 2: Translate Complexity Into Business Language
Convert every technical or economic detail into what it means for the business.
- Replace jargon with consequence: "latency at p99 is 800ms" → "checkout feels slow for 1 in 100 customers, which we estimate costs ~X in abandoned carts"
- Replace internal metrics with money, risk, or time: engineering-months → cost and opportunity cost; error rate → revenue or reputation exposure
- Kill the mechanism, keep the impact: the audience needs the so what, not the architecture. Move any mechanism into an appendix line only if a technical stakeholder is present.
- Round aggressively: precise figures signal false confidence; use rounded numbers with a stated confidence level.
Step 3: Frame the Options as Tradeoffs
Present 2-3 options as a comparison, not a narrative. For each option capture:
- What it is: one line
- Cost / investment: money, time, headcount
- Upside: quantified benefit and when it lands
- Risk / downside: what could go wrong and how likely
- Reversibility: easy to undo, or a one-way door
Format this as a side-by-side table so the audience sees the comparison at a glance. Mark the recommended option clearly.
Step 4: Quantify the Business Case
Attach numbers to the recommendation.
- The math in one line: cost vs. expected return, with the payback period or ROI
- The assumption that matters most: name the single variable the case hinges on, and what happens if it's wrong
- Confidence: High / Medium / Low, with the reason — never present an estimate as a fact
Step 5: Pre-empt the Executive Questions
List the 3-5 hardest questions this audience will ask, each with a one-to-two-sentence answer. Prioritize:
- "Why now / why not later?"
- "What does this cost us if we're wrong?"
- "What are we NOT doing to do this?" (opportunity cost)
- "Who owns it and when do we see the result?"
- The one uncomfortable question specific to this decision that most presenters would avoid.
Step 6: State the Ask
End with exactly what you need from the room: a decision, a budget approval, a go/no-go, or a specific commitment — with the date it's needed by.
Output Format
- Structure: One-page executive brief, top-down (recommendation first)
- Length: 350-550 words plus one options table
- Format: Structured document — short labeled sections and one comparison table; no dense paragraphs
- Sections: Recommendation → The Decision (one line) → Why It Matters (business impact) → Options (table) → The Business Case → Anticipated Questions → The Ask
- Tone: Calm, direct, senior — the voice of an operator who has already done the thinking; no hedging, no jargon, no wall of context
Quality Checklist
Before delivering output, verify:
- [ ] The recommendation appears in the first line, before any reasoning
- [ ] Zero unexplained technical terms remain — every metric is translated into money, risk, or time
- [ ] The options table has 2-3 options with all five columns filled (what / cost / upside / risk / reversibility)
- [ ] The business case names the single most load-bearing assumption and its confidence level
- [ ] 3-5 anticipated questions are listed, each with a concrete answer — including one uncomfortable question
- [ ] The brief closes with a specific ask and a decision-by date
- [ ] Total length stays under 550 words of body text
Notes
- The most common failure in executive communication is burying the recommendation under context — lead with the answer, always.
- Rounded numbers with a stated confidence level build more trust than precise numbers presented as certainty.
- If a technical stakeholder will be in the room, add a single "technical detail available on request" line rather than reintroducing the complexity into the brief.
- When there's genuinely no clear recommendation, the strongest move is to say so and frame exactly what evidence would break the tie — indecision framed clearly is still leadership.
How to use this skill
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