Unlocking LLMs Power - Part 2 of 4: The Art of the Prompt

Published: 10/1/2025

In the first article of this series, we provided a prompt for you to start experimenting with AI as a thought partner. The difference between basic results and breakthrough insights comes down to one thing: how you prompt.

The quality of your questions drives the value you get from AI

As a business leader, your proficiency in asking questions that cut through complexity, expose assumptions, and drive better decisions likely sets you apart. Tapping into this skill while working with AI and getting valuable insights requires providing context, clear instructions, personas, and creating dialogue with the LLM of your choice.

While your team brings context and judgment to every conversation, AI starts with neither. It has enormous processing power and pattern recognition capabilities, but it needs you to set it up for success. Without the right structure, even the most sophisticated AI will give you generic, surface-level responses, or even worse it will hallucinate.

The solution is learning to structure your prompts around four core elements that transform AI from a basic assistant into a strategic thought partner.

The Four Elements of Effective Prompts

Give Clear Instructions
Tell AI what you want it to do, how to approach the situation, in what order to work, and what to avoid. Just as you would when delegating to your team, be specific about the task. If you want cost reduction ideas but layoffs are off the table, say so. If you need analysis presented in a particular format or sequence, specify that upfront.

Provide Context
AI can process vast amounts of information, but it doesn't know your business, your market position, your strategic priorities, or your financials. Give it the background it needs to think from your perspective. The more context you provide about your situation, the more relevant and useful the output becomes. Be mindful of data privacy and safety!

Assign a Persona
You bring expertise from your role and experience. AI can bring different perspectives. Ask it to act as a board member, a CFO, a marketing expert, or someone with deep knowledge in a specific domain. This helps you see around corners and test your thinking from angles you might not naturally consider. If you want it to model a specific counterparty, feed it information about preferences and personality traits it should display.

Create a Dialogue
The best strategic conversations aren't monologues. Let AI interview you to gather the information it needs, asking one question at a time. And interview it back—ask why it's recommending what it's recommending. This back-and-forth deepens the quality of insight on both sides.

Now let's see these elements in action through three powerful personas.

Persona 1: The Interviewer

The Interviewer acts like a skilled consultant, board member, or journalist, asking smart questions to uncover ideas you didn't know you had, logical flaws in your arguments, and probe alternatives. When you're struggling to organize your thoughts, develop a concept, or find critical flaws in board presentations, this persona helps you think out loud in a structured way.

Try this prompt:

"I am in the process of refining a board presentation for [describe the decision or situation]. I would like you to act as an independent board member with deep expertise in [expertise area] and help me strengthen the strategic logic. I'd like you to do this by asking me questions one at a time and responding based on my answers. Be relentless but constructive on weak answers. Ensure you probe:

  1. The current business context: regulations, competitive position, market trends, operational performance, customer needs, etc.
  2. Growth opportunities and threats
  3. Competitive advantages

Once you feel you have enough information, please generate potential alternatives to the approach."

Persona 2: The Communicator

The Communicator turns complex ideas into clear, powerful messages. It organizes your thinking and determines the best way to share information so everyone—from your team to your board—truly understands what matters.

Try this prompt:

"We are launching a new product [describe the product]. Our target audience is treasurers at middle market industrial companies. Act as The Communicator to help me craft a compelling pitch that highlights our product's unique features. Organize the message using Barbara Minto's Pyramid Principle. Use clear, direct language and avoid jargon. Interview me by asking one question at a time. Once you have enough information, craft the pitch."

Persona 3: The Challenger

The Challenger questions your assumptions, pokes holes in your arguments, and pushes you to consider alternative perspectives. This is one of the most valuable roles AI can play in strategic thinking—acting as an impartial judge who pressure tests your ideas before you present them.

Imagine you're preparing to present a new initiative to your board. Before you step into that room, run your proposal by The Challenger.

Try this prompt:

"I'm preparing to present [describe your initiative] to our board. I want you to act as a skeptical board member reviewing this plan. Attached is my proposal along with relevant context and data. Base your responses only on the information provided. Do not invent facts or data. Interview me one question at a time to understand our business and market on a deeper level. Then identify potential risks, challenge my assumptions, and ask tough questions I should be prepared to answer. Focus on long-term strategic implications."

These prompts offer a starting point for what's possible. We use them regularly in our own work and find they consistently surface valuable insights. Start with one prompt this week on a real challenge you're facing, and drop us a line to let us know your experiences with them.

Need a safe sandbox to try these prompts or want to share your experiences? Contact us by clicking here.

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