THE 18 BEST BUSINESS STRATEGY PROMPTS
AI will hand you confident, plausible, generic strategy all day long. These eighteen prompts do the opposite — they apply real frameworks and force the assumptions, tradeoffs, and disconfirming evidence that separate a decision from a guess.
By Editorial · Published Jun 25, 2026 · 17 min read
On This Page
Business strategy prompts are where AI is most seductive and most dangerous. Ask a model "what should our strategy be" and it will produce a fluent, structured, confident answer — and it will do so whether or not the answer is any good, because plausibility is what these systems optimize for. Used that way, AI becomes a generator of generic strategy that sounds like a consulting deck and commits you to nothing defensible. Used well, it becomes the most patient strategy partner you have ever had: one that applies frameworks rigorously, surfaces the assumptions you are glossing over, and attacks your conclusion before the market does. This library is eighteen professional strategy prompts, written out in full with no placeholders, plus the variable framework that makes them reusable and the sequence for running them as a single workflow.
This is a working resource for people who make real decisions. Every prompt below is complete and ready to paste; the only thing you add is your own specifics — and the judgment to treat the output as an argument to test, never a verdict to accept.
How these prompts are built
Every prompt here follows the same shape, and for strategy that shape exists to impose rigor on a model that defaults to agreeableness. Each one assigns a role tied to a named framework, supplies the context of the business and the decision at stake, states the task, names the exact deliverables, and imposes constraints that block the model's worst strategic habits: inventing market numbers, hedging instead of recommending, and producing analysis any competitor could have generated. The single most important instruction across all of them is to separate fact from assumption and to label every figure as sourced or assumed, because a strategy built on a confident hallucination is worse than no strategy at all.
The prompts are reusable because they run on a small set of variables. Replace these before running any prompt.
| Variable | Replace with | Example |
|---|---|---|
[COMPANY] | The business or unit | A vertical SaaS startup |
[DECISION] | What you are deciding | Whether to move upmarket |
[MARKET] | The arena | Mid-market logistics software |
[GOAL] | The outcome that matters | Durable margin expansion |
[CONTEXT] | The situation and constraints | Profitable, 40 staff, no new capital |
These tokens are intentional fill-ins, not unfinished sections. The eighteen prompts are grouped into five stages of strategy work — diagnose the board, choose where to play, design the bet, pressure-test it, then decide and communicate — and that is the order to run them in. Worked this way, AI sharpens the judgment behind decisions about economic moats, capital allocation, and where to compete, rather than substituting for it.
Stage 1 — Diagnose the board
Strategy starts with an honest read of the terrain. These four prompts assess the industry, the customer, and your own defensibility before any choice is made.
1. Five Forces analysis
This prompt runs a rigorous industry-attractiveness analysis instead of a vibe. It forces evidence behind each force and ends with the implication for your decision, not just the grid.
You are a strategy consultant running a Porter's Five Forces analysis on [MARKET].
CONTEXT
- Our position: [CONTEXT].
- What we are deciding: [DECISION].
TASK
Assess the structural attractiveness of this market.
DELIVERABLES
For each force - rivalry, new entrants, supplier power, buyer power, substitutes - give the specific dynamics at play and how strong the force is, with the reasoning. Then state the single biggest structural threat and the single biggest structural opportunity for us.
CONSTRAINTS
- Be specific to this market; generic textbook descriptions are banned.
- Label any market figure as [SOURCED] or [ASSUMED]; invent nothing.
- End with what this means for [DECISION], not just the analysis.
2. Jobs-to-be-Done analysis
This prompt reframes the market around what customers are actually hiring a product to do, which exposes competitors and opportunities a category view misses. It anchors on the job, not the demographic.
You are a product strategist running a Jobs-to-be-Done analysis for [COMPANY].
CONTEXT
- Our product and who uses it: [CONTEXT].
- What we want to understand: [GOAL].
TASK
Define the real jobs customers hire us for.
DELIVERABLES
1. The core functional job, plus the emotional and social jobs around it.
2. The full set of alternatives a customer considers - including non-consumption and workarounds, not just direct competitors.
3. Where current solutions (including ours) underserve or overserve the job.
4. The most promising underserved job we could own.
CONSTRAINTS
- Describe customers by the job and the situation, not by demographics.
- Treat "doing nothing" and manual workarounds as real competitors.
- Ground each job in observable behavior, not assumed motivation.
3. Ideal customer profile sharpener
This prompt narrows a vague "our customers" into a precise profile worth concentrating on, with the disqualifiers that tell you who to walk away from. Saying no is the point.
You are a go-to-market strategist sharpening our ideal customer profile.
CONTEXT
- Who we sell to today: [CONTEXT].
- Our goal: [GOAL].
TASK
Define the ICP we should concentrate resources on.
DELIVERABLES
1. The profile of the customer we serve best, defined by their situation, trigger, and the value they get.
2. The signals that identify this customer early.
3. The customers we should explicitly de-prioritize or decline, and why.
4. What changes about our strategy if we commit fully to this ICP.
CONSTRAINTS
- A profile that includes everyone is a failure; force real exclusions.
- Distinguish the customer we are best for from the customer who is easiest to sell.
- Tie the ICP to where we actually win, not where the market is biggest.
4. Moat and defensibility audit
This prompt honestly assesses what, if anything, protects the business once it succeeds. It refuses to count things that are not real moats and names what would have to be built to create one.
You are an investor stress-testing the defensibility of [COMPANY].
CONTEXT
- The business and how it makes money: [CONTEXT].
- The threat we are worried about: [DECISION].
TASK
Audit our real moat.
DELIVERABLES
1. The sources of durable advantage we actually have (scale, switching costs, network effects, brand, proprietary data, regulatory) - with evidence for each.
2. The "advantages" that are not really moats because a funded competitor could replicate them.
3. The single greatest threat to our defensibility.
4. What we would have to build to create a moat we do not yet have.
CONSTRAINTS
- Be skeptical; a feature, a head start, or "great execution" is not a moat.
- Distinguish a moat that compounds from one that erodes.
- Name the specific competitor move that would hurt most.
Stage 2 — Choose where to play
With the board read, strategy becomes a set of choices about where to compete and how. These four prompts force those choices to be made deliberately.
5. Market entry assessment
This prompt evaluates a new market with a bias toward the reasons not to enter, which is the discipline most entry analyses lack. It ends with a clear go or no-go and the cheapest way to test it.
You are a corporate strategist assessing whether [COMPANY] should enter [MARKET].
CONTEXT
- Why we are considering it: [CONTEXT].
- What success would require: [GOAL].
TASK
Assess this market entry honestly.
DELIVERABLES
1. The strategic case for entering, at its strongest.
2. The reasons not to enter, also at full strength - including what we would have to be right about.
3. Our realistic right to win here versus incumbents and other entrants.
4. A go / no-go recommendation and the cheapest experiment to de-risk it before committing.
CONSTRAINTS
- Argue the no-go case as hard as the go case.
- Do not invent the market size; label any figure as sourced or assumed.
- Weight our actual right to win over the market's attractiveness.
6. Build, buy, or partner
This prompt structures a capability decision rather than defaulting to "build." It weighs speed, control, and cost honestly and recommends a path with its main risk named.
You are a strategy advisor on a build-buy-partner decision for [COMPANY].
CONTEXT
- The capability we need: [CONTEXT].
- Why it matters and by when: [GOAL].
TASK
Recommend how to acquire this capability.
DELIVERABLES
1. The three options - build, buy, partner - each with its real cost, speed, and control tradeoff.
2. Which option fits our actual constraints and how core this capability is to our strategy.
3. A recommendation, with the single biggest risk of that path.
4. The condition under which you would switch to a different option.
CONSTRAINTS
- Do not default to "build" for capabilities that are not core differentiators.
- Account for the full cost of building, including maintenance and opportunity cost.
- Tie the recommendation to how strategic the capability is, not just to cost.
7. Resource allocation
This prompt forces a where-to-concentrate decision by treating attention and capital as genuinely scarce. It requires something to be starved, not just funded.
You are a CEO's advisor allocating scarce resources across competing bets.
CONTEXT
- The bets competing for resources: [CONTEXT].
- Our strategic goal: [GOAL].
TASK
Recommend how to allocate resources.
DELIVERABLES
1. The bets ranked by expected strategic return relative to resources required.
2. The one or two bets that deserve concentration rather than even spreading.
3. What we should explicitly starve or stop to fund the priorities.
4. The leading indicator that would tell us a bet is working or failing.
CONSTRAINTS
- Even allocation is usually a failure of nerve; force concentration.
- Something must be defunded; a plan that funds everything is rejected.
- Tie allocation to strategic return, not to which team argues hardest.
8. Pricing strategy
This prompt builds pricing from customer value rather than cost-plus, and surfaces the model that fits the business. It bans the lazy "charge a bit less than competitors" default.
You are a pricing strategist designing the pricing approach for [COMPANY].
CONTEXT
- What we sell and to whom: [CONTEXT].
- The value it creates for the customer: [GOAL].
TASK
Recommend a pricing strategy grounded in value.
DELIVERABLES
1. The value the customer gets, quantified where possible, as the anchor for price.
2. The pricing model that best fits (per seat, usage, outcome, tiered) and why.
3. How to capture more value from high-value customers without losing the rest.
4. The main risk in this pricing approach and how to test it before rolling out.
CONSTRAINTS
- Anchor on value to the customer, not on our cost or on undercutting rivals.
- Do not invent willingness-to-pay numbers; frame them as hypotheses to test.
- Flag where the pricing model could be gamed or create bad incentives.
Stage 3 — Design the bet
A strategy is ultimately a bet on a specific way to win. These four prompts shape the bet and the story and goals around it.
9. Strategy canvas
This prompt maps how you compete against the field on the factors customers value, exposing where you are merely matching rivals versus genuinely differentiating. It pushes toward a distinct value curve.
You are a strategist building a value curve for [COMPANY] against [MARKET].
CONTEXT
- The factors customers compete on in this market: [CONTEXT].
- Our goal: [GOAL].
TASK
Map our competitive profile and find a differentiated curve.
DELIVERABLES
1. The factors of competition in this market, and how we and key rivals score on each.
2. Where everyone clusters (the factors that no longer differentiate anyone).
3. What we could raise, create, reduce, or eliminate to break from the pack.
4. The resulting differentiated position and who it would win.
CONSTRAINTS
- Matching competitors on every factor is a non-strategy; force real divergence.
- Be honest where we are behind, not just where we lead.
- Tie the new curve to a customer who would switch because of it.
10. Business model stress test
This prompt pressure-tests the unit economics and the model's structural soundness before scale exposes the cracks. It hunts for the assumption that breaks the model.
You are an investor stress-testing the business model of [COMPANY].
CONTEXT
- How the business makes and spends money: [CONTEXT].
- What we want to scale toward: [GOAL].
TASK
Test whether this model works at scale.
DELIVERABLES
1. The core unit economics, with each input labeled sourced or assumed.
2. The assumption that, if wrong, breaks the model.
3. What happens to the economics as we scale - what improves, what gets worse.
4. The single metric to watch as the early signal that the model is or is not working.
CONSTRAINTS
- Do not accept rosy assumptions; identify which are load-bearing.
- Distinguish economics that improve with scale from those that degrade.
- Flag any number that is an estimate rather than a measured figure.
11. Strategic narrative
This prompt turns a strategy into the clear story you would tell a board, a team, or an investor — one sentence of positioning that a smart skeptic could not dismiss. Clarity is the test.
You are a strategy communicator crafting the narrative for [COMPANY]'s strategy.
CONTEXT
- The strategy in rough form: [CONTEXT].
- Who needs to believe it: [GOAL].
TASK
Build the strategic narrative.
DELIVERABLES
1. The one-sentence statement of the strategy: where we play, how we win, and why now.
2. The three-part story: the shift happening in the world, why it creates an opening, and why we are the ones to take it.
3. The strongest objection a smart skeptic would raise, and the honest answer.
4. The single line that should anchor every retelling.
CONSTRAINTS
- Specific enough that a competitor could not paste their name into it.
- No hype; the narrative must survive a skeptical board, not a pep rally.
- If the strategy cannot be stated clearly in one sentence, say so - that is a finding.
12. Goal cascade
This prompt translates strategy into a small set of measurable objectives, so the strategy actually shapes what people do. It forces ruthless focus over a long goal list.
You are a strategy operator turning [COMPANY]'s strategy into objectives.
CONTEXT
- The strategy: [CONTEXT].
- The period we are planning: [GOAL].
TASK
Cascade the strategy into measurable goals.
DELIVERABLES
1. The two or three objectives that, if achieved, mean the strategy is working.
2. For each, the few measurable results that prove progress.
3. The metrics we will deliberately NOT chase this period, to protect focus.
4. The one objective that matters most if we can only fully resource one.
CONSTRAINTS
- Fewer objectives, not more; a long list is a failure of prioritization.
- Every objective must trace directly to the strategy, not to departmental wish-lists.
- Choose measures that are hard to game.
Stage 4 — Pressure-test the bet
This is the stage most strategy work skips, and the one AI is best suited for: attacking your own conclusion from every angle before you commit real resources.
13. Assumption audit
This prompt surfaces the beliefs the entire strategy quietly depends on and ranks them by how dangerous they are if wrong. It tells you what to validate first.
You are a strategy analyst auditing the assumptions under [COMPANY]'s strategy.
CONTEXT
- The strategy and the bet it represents: [CONTEXT].
TASK
Expose what has to be true for this strategy to work.
DELIVERABLES
1. The load-bearing assumptions, separated into facts, reasonable beliefs, and hopes.
2. The assumption that is both most uncertain and most damaging if wrong.
3. For the riskiest assumptions, the cheapest way to test each.
4. What we should validate before committing further.
CONSTRAINTS
- Be ruthless about which "facts" are actually assumptions.
- Rank by uncertainty times impact, not by how comfortable each is to question.
- Do not let an assumption pass just because it is widely shared.
14. Scenario planning
This prompt builds a few distinct futures and tests whether the strategy survives each, rather than betting everything on the expected case. It finds the robust move.
You are a scenario planner testing [COMPANY]'s strategy against an uncertain future.
CONTEXT
- The strategy: [CONTEXT].
- The big uncertainties that could shift our world: [GOAL].
TASK
Stress the strategy against multiple futures.
DELIVERABLES
1. Three genuinely different, plausible scenarios for our market over the relevant horizon.
2. How our current strategy fares in each.
3. The move that is robust across most scenarios versus the moves that only work in one.
4. The early signal that would tell us which scenario is unfolding.
CONSTRAINTS
- Make the scenarios distinct, not three shades of the expected case.
- Favor robust moves over bets that need one specific future.
- Tie each scenario to observable signals we could actually track.
15. Pre-mortem
This prompt imagines the strategy has already failed and works backward to the most likely causes, then names the cheapest action now to reduce the biggest one. It is the closest thing to free insurance.
You are running a pre-mortem on [COMPANY]'s strategic bet.
CONTEXT
- The bet: [CONTEXT].
- What we are counting on: [GOAL].
TASK
Assume it is two years later and this clearly failed. Explain why.
DELIVERABLES
1. The three most likely failure causes, ranked by damage.
2. The early warning sign for each.
3. The assumption whose failure would be most catastrophic.
4. The single cheapest action now that most reduces the biggest risk.
CONSTRAINTS
- Attack the real plan, not a strawman of it.
- Be concrete about failure modes; "poor execution" is not an answer.
- If the bet is genuinely sound, say which residual risks are acceptable.
16. Competitive war-game
This prompt plays the rivals, anticipating how they respond to your move so you are not surprised by the obvious counter. It plans for the second move, not just the first.
You are war-gaming competitor responses to [COMPANY]'s planned move.
CONTEXT
- The move we plan to make: [CONTEXT].
- The main competitors who would react: [GOAL].
TASK
Anticipate the competitive response.
DELIVERABLES
1. For each key competitor, their most likely response and how fast it would come.
2. The response that would hurt us most, and how likely it is.
3. Our counter to that worst-case response, prepared in advance.
4. Whether our move still makes sense once rivals react - or whether their reaction neutralizes it.
CONSTRAINTS
- Assume competitors are rational and will defend their position.
- Plan for their second move, not just their first reaction.
- If a likely response neutralizes our move, say so plainly.
Stage 5 — Decide and communicate
The work ends in a decision someone has to own and defend. These two prompts force a fair final reckoning and a memo a board can act on.
17. Steelman both sides
This prompt argues both directions of a strategic choice at full strength before recommending, which guards against the model simply agreeing with however you framed the question. It earns its recommendation.
You are a strategy advisor forced to argue both sides of a decision before recommending.
CONTEXT
- The decision: [DECISION].
- The context and stakes: [CONTEXT].
TASK
Steelman each side, then recommend.
DELIVERABLES
1. The strongest honest case for option A.
2. The strongest honest case for the alternative.
3. The crux: the one question whose answer should decide it.
4. A clear recommendation, with the evidence that would flip it.
CONSTRAINTS
- Make both cases genuinely strong; do not rig one to win.
- Identify the real crux rather than listing pros and cons.
- Commit to a recommendation; "it depends" without a crux is a failure.
18. Board decision memo
This prompt compresses the whole analysis into a memo a board can decide from in minutes — recommendation first, the strongest counterargument stated fairly, and the specific decision being requested. It leads with the answer.
You are a chief of staff writing a strategy decision memo for [COMPANY]'s board.
CONTEXT
- The decision: [DECISION].
- The analysis behind it: [CONTEXT].
TASK
Write a board-ready decision memo, not a report.
DELIVERABLES
1. Recommendation up front, in two sentences.
2. The strategic rationale: the three reasons it is right, one line each.
3. The strongest argument against, stated fairly, and why it does or does not change the call.
4. Key assumptions and what would falsify them.
5. The decision being requested and the resources it needs.
CONSTRAINTS
- Lead with the recommendation; never make the board hunt for it.
- Label every figure as sourced or estimated.
- Keep it under 400 words; a board memo is a decision tool, not a deck.
The strategy stack: running them as one workflow
The biggest gain comes from running these in sequence rather than reaching for one in isolation. A single "build our strategy" prompt asks the model to diagnose, choose, design, and test all at once, and it does each shallowly while inventing whatever it lacks. Stacking lets each stage go deep and inherit the last: the Five Forces and Jobs-to-be-Done analyses feed the where-to-play choices, which feed the bet you design, which the pre-mortem and war-game then try to break, before the whole thing collapses into a board memo. By the time you reach the memo, the recommendation has survived a structured gauntlet rather than arriving as a confident first impression. For the competitive and market research that feeds the early stages, the technology research prompt library goes deeper on sourcing, and the general patterns underneath all of this live in the prompt library pillar.
The Bottom Line
The reason to use AI for strategy is not that it knows your business better than you do — it does not, and it never will. The reason is that it will, untiringly, apply the framework you forgot, surface the assumption you were avoiding, and argue the other side of a decision you had already made up your mind about. That is enormously valuable, and it is the opposite of asking it for the answer. The eighteen prompts here turn the model into the rigorous, skeptical strategy partner most teams lack — but the bet is still yours to make, the assumptions still yours to validate, and the business judgment still yours to own. The model pressures the decision. You make it.
Can AI actually do business strategy?+
AI is excellent at structuring strategic analysis, applying frameworks, surfacing options, and pressure-testing a thesis, but it should not be trusted to choose your strategy. It produces confident, plausible output regardless of whether it is right, so its role is to sharpen a human decision-maker, not replace one.
What makes a good business strategy prompt?+
A strong strategy prompt assigns the model a named framework, gives it the real context and the decision at stake, and forces it to separate facts from assumptions and surface disconfirming evidence. The constraints are what stop it from producing generic, agreeable analysis.
Will AI invent market sizes and competitor numbers?+
Yes, if you let it. Models will produce precise-sounding figures for market size, funding, and revenue that are not real. These prompts require every quantitative input to be labeled sourced or assumed, so you never build a strategy on a hallucinated number.
How do I use these prompts together?+
Run them in sequence: diagnose the industry and customer, decide where to play, design the strategic bet, pressure-test it with pre-mortems and war-games, then write the decision memo. Each output becomes context for the next, which produces a coherent strategy instead of disconnected analyses.
Which AI model is best for strategy work?+
Any current frontier reasoning model handles these well when the prompt supplies a framework, real context, and hard constraints. The quality of your inputs and your willingness to challenge the output matter far more than the choice of model.