Strategy & Decision-Making AI Prompts

Imagine it is {{timeline}} in the future and our decision to {{decision}} within the context of {{context}} has failed completely. Identify the 5 most plausible root causes of this failure, rank them by probability and severity, and define the earliest warning signal we would see for each cause.

Use only supplied material or sources actually accessed. Distinguish evidence, estimates and assumptions. Do not invent facts, citations, test results or actions performed. Flag missing information and tool limitations.

Evaluate the proposed action: {{proposed_action}}. Given the stakes ({{stakes}}) and estimated cost to undo ({{reversibility_cost}}), classify this as a Type 1 (irreversible) or Type 2 (reversible) decision. Recommend the minimum evidence required before committing and define our decision hinge.

Use only supplied material or sources actually accessed. Distinguish evidence, estimates and assumptions. Do not invent facts, citations, test results or actions performed. Flag missing information and tool limitations.

We need to acquire or develop {{capability}} within {{time_horizon}} under a budget of {{budget_range}} and team constraints of {{team_constraints}}. Compare Building in-house, Buying a commercial solution, and Partnering across total cost of ownership, time-to-value, maintenance burden, and strategic lock-in.

Use only supplied material or sources actually accessed. Distinguish evidence, estimates and assumptions. Do not invent facts, citations, test results or actions performed. Flag missing information and tool limitations.

Assess our plan to enter {{target_market}} with {{product_offering}} against incumbents {{incumbents}} using {{capital_available}}. Identify structural barriers to entry, likely incumbent retaliation, unit-economics traps, and the smallest viable beachhead segment to test first.

Use only supplied material or sources actually accessed. Distinguish evidence, estimates and assumptions. Do not invent facts, citations, test results or actions performed. Flag missing information and tool limitations.

Analyze {{product_description}} sold to {{target_buyer}}. Compare our current or proposed pricing ({{current_pricing}}) against value-based, usage-based, and tiered subscription models anchored on {{value_metric}}. Recommend a 3-tier structure with clear upgrade triggers and margin protections.

Use only supplied material or sources actually accessed. Distinguish evidence, estimates and assumptions. Do not invent facts, citations, test results or actions performed. Flag missing information and tool limitations.

Review these proposed OKRs for {{quarter}}: {{proposed_okrs}} against our overarching strategic goal of {{company_goal}}. Flag any key results that are vanity metrics or activity outputs rather than measurable outcomes, and rewrite them with clear baseline-to-target thresholds.

Use only supplied material or sources actually accessed. Distinguish evidence, estimates and assumptions. Do not invent facts, citations, test results or actions performed. Flag missing information and tool limitations.

Build three distinct 24-month scenarios (Baseline, Bullish, and Adverse) for {{core_business}} operating in {{industry}}, centered on the uncertainty of {{macro_uncertainty}}. For each scenario, specify leading indicators, no-regret moves, and contingent trigger actions.

Use only supplied material or sources actually accessed. Distinguish evidence, estimates and assumptions. Do not invent facts, citations, test results or actions performed. Flag missing information and tool limitations.

We must allocate {{available_resources}} across these competing initiatives: {{competing_initiatives}} to maximize {{optimization_goal}}. Evaluate expected return, execution risk, and opportunity cost for each option, and propose a weighted allocation with strict kill criteria.

Use only supplied material or sources actually accessed. Distinguish evidence, estimates and assumptions. Do not invent facts, citations, test results or actions performed. Flag missing information and tool limitations.

Given our current traction ({{current_traction}}), burn rate ({{burn_rate}}), and primary bottleneck ({{bottleneck}}), evaluate whether we should persevere with optimization or pivot toward {{pivot_option}}. Define the smallest 14-day test that would validate or invalidate the pivot.

Use only supplied material or sources actually accessed. Distinguish evidence, estimates and assumptions. Do not invent facts, citations, test results or actions performed. Flag missing information and tool limitations.

Evaluate the strategic thesis ({{deal_thesis}}) for a partnership or acquisition between {{our_company}} and {{partner_or_target}}. Analyze customer overlap, technical integration friction, cultural mismatch risks, and 3 assumptions that must hold true for the deal to create value.

Use only supplied material or sources actually accessed. Distinguish evidence, estimates and assumptions. Do not invent facts, citations, test results or actions performed. Flag missing information and tool limitations.