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Strategy & decisions prompts

7 prompts

Prompts that turn research into a call - a decision framework, a steelman debate, a 30-day plan or a roadmap - for founders and teams who have to act on what the sources say.

Competitor research brief

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A clean teardown of every competitor mentioned in the notebook — positioning, pricing, gaps.

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Build a competitor research brief from these sources.

For each competitor named in the notebook, capture:
- Positioning statement, in their own words where possible.
- Target customer (be specific: role, company size, use case).
- Pricing model and any published prices.
- The 3 features they emphasize most in their messaging.
- Their stated weaknesses, admitted gaps, or roadmap items.
- Recurring customer complaints surfaced in the sources.

End with a one-page "where we can differentiate" summary listing the 3–5 most defensible wedges.

Steelman the opposing views

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Build the strongest possible version of each side in the notebook — then judge the debate on merit.

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Stage a steelman debate between the opposing viewpoints in this notebook.

Step 1 — Identify the 2–3 main viewpoints the sources represent. Name each one.

Step 2 — For each viewpoint, write its steelman:
- Strongest core argument in 2–3 sentences.
- The 3 best pieces of evidence from the notebook supporting it.
- The most charitable interpretation of its weakest point.

Step 3 — Cross-examination. For each pair of viewpoints, list the 2 sharpest questions one side would ask the other, and the strongest reply available in the sources.

Step 4 — Verdict. Which view holds up best given only the notebook evidence? Explain in 3–5 sentences what would have to change for a different view to win.

No straw men. If a viewpoint's evidence is thin, say so explicitly — don't fabricate support.

Convert raw research into a weighted scoring matrix you can actually act on.

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Build a structured decision framework using the sources in this notebook.

Assume I have to choose between [INSERT OPTIONS HERE — e.g., "Option A vs Option B vs Option C"].

Produce:
1. The 5–7 criteria that actually matter for this decision, drawn from the sources. For each, explain why it matters and which source(s) elevate it.
2. A weight (1–5) for each criterion, with a one-sentence justification grounded in the notebook.
3. A scoring table: rows are options, columns are criteria, cells are 1–5 scores with a one-line citation from the sources for each score.
4. The dominant option after weighted scoring, and the one criterion that — if reweighted — would flip the result.
5. The two questions I still need answers to before committing, and which kind of source would most likely contain them.

If the notebook doesn't support a confident score, write "Insufficient evidence" rather than guessing.

Turn sources into a strategic memo

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A founder-grade internal memo: situation, options, recommendation — every line backed by your notebook.

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Write a strategic memo for a small leadership team using only this notebook.

Use this exact structure:

1. Situation — 3–5 sentences on what's actually going on, drawn from the strongest signals in the sources.
2. Why now — the 2–3 forces in the notebook making this urgent rather than something to revisit next quarter.
3. Options — 3 distinct paths forward. For each: a one-line description, the strongest source supporting it, the trade-off it accepts, and the type of team best suited to it.
4. Recommendation — pick one. Defend it in 4–6 sentences using specific sources.
5. What would change my mind — 3 concrete future signals that would invalidate the recommendation.
6. Open questions for the team — 3 questions worth debating before locking in.

Write it terse and confident. No throat-clearing. No "this memo covers." If a section can't be supported by the notebook, write "Not supported by current sources" rather than fabricating.

Turns a notebook into a week-by-week plan with concrete milestones instead of a list of takeaways. For operators and founders moving from research to execution.

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Convert this notebook into a 30-day action plan for someone applying what they just learned.

Structure exactly as:

Goal — In one sentence, the single most important outcome the sources suggest aiming for over the next 30 days.

Week 1 — Foundation.
3 actions. For each: what to do (one verb-led line), why (cite the source that supports it), and the smallest credible "done" condition.

Week 2 — Build.
3 actions, same format. These should compound on Week 1.

Week 3 — Pressure-test.
3 actions, same format. These should expose whether the plan is working.

Week 4 — Decide.
2 actions, same format, plus one explicit decision point: "If X by end of week 4, do Y; otherwise Z." Both branches must be grounded in the notebook.

Constraints:
- No action longer than one sentence.
- Every action must cite a source.
- If two actions overlap, merge them. Twelve actions max across the whole plan.
- If the notebook can't support a week, write "Not enough evidence for Week N — here's what to research first" instead of fabricating tasks.

Build optimistic, base-case, and pessimistic 24-month scenarios from the notebook — each with leading indicators and a probability weight.

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Use only the evidence in this notebook to project three future scenarios over the next 24 months.

For each of Optimistic, Base Case, and Pessimistic, produce:
1. Headline outcome in one sentence.
2. The 3 key drivers (each with the source that supports it) that would push the world toward this scenario.
3. The strongest piece of counter-evidence in the notebook that argues against this scenario.
4. Three leading indicators — concrete, observable signals over the next 6 months that would tell you this scenario is unfolding.
5. The first decision someone reading this should make differently if they believed this scenario.

End with:
- A probability you'd assign each scenario, summing to 100%, with a one-sentence justification grounded in the sources.
- The single signal that, if observed, would most strongly shift weight between scenarios.

Do not invent drivers or indicators the notebook can't support. Speculation is fine; fabrication is not.

A dependency-mapped roadmap for a team — milestones, critical path, owner archetypes, risks, and kill criteria.

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Convert this notebook into an implementation roadmap for a small team that has to actually ship the thing the sources describe.

Produce:
1. End-state in one sentence — what "done" looks like, grounded in the sources.
2. Milestones — 4–6 named milestones in execution order. For each: the outcome, the sources that justify it, and the single thing that proves the milestone is real.
3. Dependencies — for each milestone, list what must be true before it can start. Highlight the critical path explicitly.
4. Workstreams and owner archetypes — 3–5 parallel workstreams with the kind of person who should run each (e.g. "infra-leaning engineer", "design-partner manager"). Don't invent names.
5. Risks and kill criteria — the 3 risks most likely to derail the roadmap, and the observable signal that should trigger a stop or pivot for each.
6. The smallest possible week-1 commit — one concrete action that could begin tomorrow and would still produce useful information even if the whole roadmap is later scrapped.