Brainstorming & Strategy Prompts

I want to present this idea/proposal: [DESCRIBE YOUR IDEA]. Act as a critical but constructive debate partner. (1) First, summarise my idea to confirm you understand it correctly, (2) Then present the 5 strongest arguments AGAINST my idea — play devil's advocate convincingly, (3) For each counter-argument, suggest how I could address or rebut it, (4) Identify any logical fallacies or weak assumptions in my reasoning, (5) Suggest 3 improvements that would make my idea stronger, (6) Rate the overall strength of my idea on a scale of 1-10 with specific reasoning. Be tough but fair — I want to be prepared for real critics.

Compile and prioritise this feature wishlist: [LIST FEATURES/IDEAS]. For each: (1) User story format, (2) Which user persona benefits, (3) Business value (revenue/retention/efficiency), (4) Technical complexity estimate, (5) Dependencies. Group into: Must Have, Should Have, Could Have, Will Not Have (MoSCoW). Present as a release planning table.

Take these ideas: [LIST IDEAS]. Score each on: (1) Impact potential (1-10), (2) Feasibility with current resources (1-10), (3) Time to implement, (4) Risk level, (5) Strategic alignment. Calculate a priority score. Present as a ranked table with a clear recommendation for which 3 to pursue first and which to park.

Help me reframe this problem: [DESCRIBE PROBLEM]. Look at it from: (1) The customer perspective, (2) The competitor perspective, (3) A completely different industry, (4) 10x scale (what if the problem was 10x bigger or smaller?), (5) Reverse — what if we caused this problem deliberately? For each reframe, suggest one insight or solution that would not be obvious from the original framing.

Help me solve this problem: [DESCRIBE PROBLEM]. Walk me through it using this framework: (1) Problem Definition — restate the problem clearly in one sentence, (2) Root Cause Analysis — identify 3-5 possible root causes using the "5 Whys" technique, (3) Impact Assessment — who is affected and how severely, (4) Options — generate 3-4 possible solutions, each with pros, cons, effort level, and estimated time to implement, (5) Recommendation — which option you recommend and why, (6) Implementation Plan — first 3 steps to get started, (7) Success Metrics — how we will know the problem is solved.

Help me reverse-brainstorm [PROBLEM/CHALLENGE]. Instead of solving it, list 10 ways to make this problem dramatically worse. Then for each, reverse engineer the opposite into a potential solution. Present as a table: Way to Make it Worse then Reversed Solution then Feasibility.

Analyse [DECISION/TOPIC] using the Six Thinking Hats framework: (1) White Hat — facts and data only, (2) Red Hat — emotions and gut feelings, (3) Black Hat — risks and cautions, (4) Yellow Hat — benefits and optimism, (5) Green Hat — creative alternatives, (6) Blue Hat — process and next steps. Present each perspective clearly then synthesise into a balanced recommendation.

I need to make a decision about [DECISION/INITIATIVE]. Generate 4-5 strategic options, ranging from conservative to ambitious. For each option provide: (1) Name — a clear label, (2) Description — what this option involves, (3) Investment Required — time, money, resources, (4) Expected Outcome — best case scenario, (5) Risks — what could go wrong, (6) Timeline — how long to implement, (7) Reversibility — how easy is it to change course. Then create a comparison matrix and provide your recommended option with reasoning.

Create a SWOT analysis for [SUBJECT]. For each quadrant provide at least 5 items: (1) Strengths — internal advantages and competitive edges, (2) Weaknesses — internal limitations and gaps, (3) Opportunities — external factors we can capitalise on, (4) Threats — external risks and competitive pressures. Then provide: (5) Strategic Priorities — the top 3 actions based on the SWOT (match Strengths to Opportunities, address Weaknesses that amplify Threats), (6) Quick Wins — 2-3 things we can do immediately. Be specific and actionable — avoid generic statements.

Create a SWOT analysis for [TOPIC/PROJECT/INITIATIVE]. For each quadrant provide 4-5 specific, actionable points: (1) Strengths — internal advantages we have, (2) Weaknesses — internal gaps to address, (3) Opportunities — external factors we can leverage, (4) Threats — external risks to mitigate. End with 3 strategic recommendations based on the analysis.