Strategy & decision-making
Video · 5 min read
The short answer
Watch: How can leaders use AI in strategy development itself?
Watch the explanation, then explore the practical implications below.
How can AI contribute to strategy development?
AI can provide another perspective on a decision, organise the evidence you supply and suggest alternatives. Its usefulness depends on the quality of the brief and your ability to assess the response. A persuasive recommendation is a starting point for investigation, not proof that the strategy will work.
Begin with a specific choice. “Should we enter this customer segment with our current team?” gives the discussion a clearer purpose than “Write our growth strategy.” Define the outcome, the time available and the constraints that cannot be ignored.
Give the system a balanced decision brief
Include the business model, customers, current performance, capacity, commercial constraints and options already considered. Separate established facts from estimates and unknowns. Use information that your organisation has approved for the chosen system, and share only what the task needs.
Avoid presenting a preferred option as the answer before asking for feedback. Describe each option against the same criteria. Ask the system to identify missing information before recommending a course of action, and require it to distinguish supplied evidence from its own assumptions.
Challenge the plan before polishing it
Ask for the strongest case against the preferred option. Which assumption carries the most weight? What could make the plan fail even if the team executes well? What evidence would cause the recommendation to change?
You can also ask for a credible alternative and the conditions under which it would be better. The aim is to reveal trade-offs. Producing ten variations of the same idea does little if every variation depends on the same untested customer demand.
A practical example: entering a new market
Suppose a business is considering a new service for an adjacent customer group. Give AI the proposed offer, delivery requirements, available capacity and evidence from customer conversations. Ask it to compare a full launch, a limited pilot and postponing the investment.
It might flag an assumption that existing customers will buy the new service at a particular price. The next step is to test that assumption with customers and delivery colleagues. Asking the model to debate the price again does not replace that work. Treat this as an illustrative decision process, not a forecast of results.
Turn the discussion into an evidence plan
Create a short record of each consequential assumption, the evidence needed, an owner and a date for checking it. Review source documents and calculations directly. If a recommendation depends on market information, establish its source and freshness before using it.
Agree what would count as a reason to proceed, adapt or stop. Record the decision and the uncertainty that remains. This makes later review more useful than judging the strategy only by how confident the original presentation sounded.
How CSM would approach the work
We would start with a real decision and the people accountable for it. Together, we would define a useful brief, the approved evidence and the points where human judgement matters. AI can then help prepare comparisons and challenges within that process.
Assess the contribution by whether it exposes a material gap, improves the options or reduces preparation without increasing review effort disproportionately. Keep the decision owner involved where priorities or commitments change. A better strategy conversation should lead to a clearer next action and a more testable plan.
Questions for your leadership team
What decision are we actually making?
State the choice, the outcome and the deadline in one sentence. Distinguish a decision from a general request for ideas.
Which facts are established and which are assumptions?
Identify the evidence behind the recommendation and the claims that still need checking.
Have we invited meaningful disagreement?
Ask what would make the preferred option fail and what evidence would favour an alternative.
What will we test outside the AI conversation?
Assign customer conversations, operational checks or financial analysis to named people.
Who owns the final choice and review?
Record the decision maker, the remaining uncertainty and when the outcome will be revisited.
Full video transcript
The full video transcript is included below for reference.
I think you’re probably missing something useful if you never ask AI for a second opinion on your thinking. That doesn’t mean asking it to write your strategy and accepting whatever comes back. It means using it to examine the choices you’re already considering.
What are we assuming? What might we have missed? What would make this plan fail?
The context matters enormously. If you give it a generic question, you’ll tend to get a generic answer. If you explain the business, the customers, the constraints and the decision you’re trying to make, you give it a much better chance of being useful.
But I’d pay attention to how you frame that decision. If you spend three paragraphs explaining why your preferred option is brilliant and then ask for feedback, you may be steering the answer before you’ve started. Give it room to disagree.
Ask it to make the strongest case against the plan. Ask which parts depend on evidence you haven’t provided. Ask what information would change the recommendation.
Then take that back into the actual decision. Does the criticism hold up? Can someone in the business answer it?
Do you need to speak to a customer or check the numbers? The danger is mistaking a longer discussion with AI for having tested the strategy. You can explore an idea from ten different angles and still be working from the same unsupported assumption.
So I’d use it to improve the questions and the quality of the options, then connect those questions to evidence from the business. And use a system capable of the work you’re asking it to do. If you test a serious strategic question with a weak tool and very little context, you haven’t really learnt much about whether AI can help.
You’ve learnt what that particular setup produced.
Put these questions to work in your business
Bring a real decision or workflow to a conversation with CSM. We can explore the evidence, responsibilities and practical steps needed to make AI useful for your team.