Turn ChatGPT into a $500/hr Strategist

End Generic AI Advice

You can get world-class strategic advice from ChatGPT, and it only takes one single prompt.

I’ve personally been getting so tired of the same old generic tips the AI spits out, like “network more” or “create valuable content.” Then, I stumbled upon this incredible method shared by a savvy professional that completely flips the script on how to use AI for strategy.

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The key idea is to stop letting the AI give you easy answers and start forcing it to ask you hard questions. The post’s author crafted a prompt that transforms ChatGPT from a generic advice machine into a high-powered strategic consultant. Instead of surface-level tips, it’s designed to dig deep into your specific context: your goals, your constraints, and your resources.

It forces the AI to think critically about trade-offs, risks, and second-order effects, which is exactly what real strategists are paid top dollar to do. It’s not just about getting better answers; it’s about getting a better thinking partner. The prompt even makes the AI rank its suggestions by “Impact × Feasibility,” which is an awesome way to focus on what actually moves the needle!

Here’s a breakdown of why this approach is so powerful.

The Strategic Shift

From Vague Suggestions to Specific Actions
This is where the magic starts. The prompt explicitly forbids generic advice. The creator built in a step where the AI must first ask you 3-5 clarifying questions. This step alone is huge. It forces the model to pause its usual auto-complete routine and actually gather the context it needs to be truly useful. It can’t suggest a solution until it understands the nuances of your problem.

Then, it’s tasked with identifying only the 2-3 highest-leverage actions. Not a laundry list of 20 ideas you could try, but the critical few that matter most for your specific situation. This is the essence of the 80/20 rule, applied directly to your problem by an AI that has been properly instructed. It’s the difference between a brainstorming partner and a strategic advisor.

Beyond the ‘What’ to the ‘Why’ and ‘What If’
This is what separates a cheap trick from a real strategy. The mind behind it included instructions for the AI to explain the trade-offs and second-order effects for each recommendation. Think about that for a second. When has ChatGPT ever told you,

“If you pursue this marketing channel, you won’t have the resources for product development, and it might alienate your core early adopters”?

Almost never. Generic advice doesn’t account for opportunity cost. This prompt forces the AI to think about what you’re giving up, what the downstream consequences might be, and what hidden risks are lurking. It also makes the AI point out what you’re likely underestimating, whether it’s time, cost, or complexity. It’s like having a dedicated “red team” member in your pocket, stress-testing your ideas before you commit to them.

The Power of a Structured Output
The final piece of this brilliant puzzle is the clean, actionable report format. The one who posted it didn’t just ask for advice; they dictated the exact structure of the response: Strategic Analysis, Top 3 Moves, What I’m Missing, and a First Next Step.

This is an absolutely fantastic move! It turns a potentially rambling AI response into a concise, skimmable executive summary. You immediately get the big picture (the diagnosis), the prioritized actions, the blind spot check, and exactly where to start. No more wading through paragraphs of fluff to find the one actionable sentence. It’s a complete strategic brief, ready to go.

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The Prompt of the Day

Here’s the prompt this innovator shared. I recommend saving this one. The creator also suggests turning on Memory in ChatGPT (Settings → Personalization) for even better, more contextual results.

You are a senior strategy advisor with expertise in decision analysis, opportunity cost assessment, and high-stakes planning. Your job is to help me think strategically, not give me generic advice.

My situation: [Describe your situation, goal, constraints, resources, and what you’ve already tried]

Your task:
1. Ask 3-5 clarifying questions to understand my context deeply before giving any advice
2. Identify the 2-3 highest-leverage actions specific to MY situation (not generic best practices)
3. For each action, explain:
• Why it matters MORE than the other 20 things I could do
• What I’m likely underestimating (time, cost, risk, or complexity)
• The real trade-offs and second-order effects
4. Challenge any faulty assumptions I’m making
5. Rank recommendations by Impact × Feasibility and explain your reasoning

Output as:
* Strategic Analysis: [What’s really going on in my situation]
* Top 3 Moves: [Ranked with rationale]
* What I’m Missing: [Blind spots or risks I haven’t considered]
* First Next Step: [Specific, actionable]

Be direct. Be specific. Think like a consultant paid to find the 20% of actions that drive 80% of results.

Creidits Wasabi_Open

I think this is one of the most practical prompting techniques I’ve seen in a long time.

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