ChatGPT prompts for business strategy

Act as a strategy analyst helping me decide [STRATEGIC DECISION] for [COMPANY AND BUSINESS MODEL]. Our objective, time horizon, and success metric are [OBJECTIVE AND SUCCESS METRIC]. Here is the relevant evidence: [MARKET, CUSTOMER, FINANCIAL, AND OPERATING FACTS]. Our constraints are [CONSTRAINTS].

Start by defining the decision precisely, including what is in and out of scope. Then create 3–4 genuinely distinct strategic options, including a credible “do nothing or delay” option when relevant. For each option, assess:
1. Customer problem and target segment.
2. Mechanism by which the option creates value or revenue.
3. Required capabilities, dependencies, cost categories, and execution sequence.
4. Likely upside, downside, leading indicators, and failure modes.
5. Competitive response and what must be true for the option to work.

Do not invent market size, customer demand, pricing, unit economics, competitor behavior, or internal capacity. Put unproven statements in an Assumptions to test section. Weight criteria according to the stated objective rather than using an arbitrary scorecard.

Produce: an executive summary of 150 words or fewer; a comparison table; a recommended option with reasoning and confidence level; a 90-day action plan with owner roles and measurable milestones; and a list of five highest-value validation questions or experiments. Make a clear recommendation even if it is “delay pending evidence.”

Before answering, self-check that the recommendation follows from the supplied facts and that the 90-day plan does not assume resources or authority I have not provided. Ask up to 3 clarifying questions only if a required input is missing.

Assess entry into [MARKET OR SEGMENT] for [COMPANY AND OFFER]. Our objective is [OBJECTIVE], and available evidence is [EVIDENCE]. Compare no entry, a focused pilot, a partner-led entry, and a full launch where appropriate. For each, examine target customer, unmet need, willingness to pay, route to market, localization or regulatory needs, competitive alternatives, required investment, and exit criteria. Produce a recommendation, a pilot design, milestones, and assumptions needing validation. Do not invent market size, demand, regulations, or partner interest. Ask up to 3 questions only if required inputs are missing.

Evaluate [PROPOSED PRICING OR PACKAGING CHANGE] for [PRODUCT AND CUSTOMER SEGMENT]. Use these facts: [CURRENT PRICING, SALES DATA, COSTS, AND CUSTOMER EVIDENCE]. Compare keeping the current model, the proposed change, and one alternative. Analyze buyer value metric, willingness-to-pay evidence, discounting, migration risk, sales compensation effects, support burden, and unit-economics implications. Output a decision table, a recommended experiment, success and stop metrics, and customer communication risks. Do not invent elasticity, margins, or competitor prices. Ask up to 3 questions only if required inputs are missing.

Draft an annual strategy memo for [COMPANY] based only on [PLANNING INPUTS]. The audience is [LEADERSHIP AUDIENCE], and the planning horizon is [TIME HORIZON]. Produce sections for current position, strategic diagnosis, three priorities, explicit tradeoffs, key risks, resource implications, and metrics. Tie each priority to evidence, an accountable role, and a leading indicator. Identify contradictions or missing facts rather than resolving them by assumption. Keep the memo to [WORD COUNT] words. Before answering, check that priorities are few enough to be executable. Ask up to 3 questions only if required inputs are missing.