“Planning is bringing the future into the present...

September 28, 2026

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...so that you can do something about it now”

This month’s discussion is a convergence of two topics we’ve spoken about recently through various podcasts and facilitated leadership development sessions with business leaders across the Chicagoland area. The podcast was a real-time, head to head, unrehearsed comparison between a live coach, yours truly, and Claude, the Artificial Intelligence (AI) platform. The leadership development sessions focused on strategic thinking and creating strategies that truly leverage the competitive advantages of the organization. As we look at how these topics converge, it occurred to us that they both have significant influence over a leader’s ability to successfully plan for the next business cycle.

 

We are using the title quote attributed to Alan Lakein to set the stage for the three key ideas we see in the convergence between strategic planning and artificial intelligence. This is especially relevant at this time when many business leaders are looking ahead to the next business cycle.

 

AI makes strategic planning more dynamic ~ We live and operate in a VUCA (Volatile, Uncertain, Complex, Ambiguous) business environment. To combat those dynamics, leaders are constantly looking for strategic signals within their industries and markets. Unfortunately, if the strategic planning process is still viewed as an annual exercise, these signals can go stale before they are effectively acted on. We experienced that directly as a corporate executive when senior management refused to actively react to shifting market conditions. AI can make it easier and quicker to understand what is happening in the external business environment. Leaders must then create an internal flexible and adaptable planning culture where strategic decision-making takes full advantage of environmental business shifts.

 

AI can help prepare for multiple futures ~ Contingency planning is critical to creating effective strategies. Historically, much like the annual planning process, leaders have viewed strategic planning with linear thinking. “If this happens, we do X. If that happens, we do Y.” and so on. AI allows multiple future scenarios to play out simultaneously. However, while AI can present multiple options and scenarios, leaders must get comfortable with critical lateral thinking about managing multiple strategic possibilities at the same time. This is the impetus to effective systems thinking as a foundation for making sustainable strategic decisions.

 

AI is a strategic imperative, not an IT project ~ Because AI is a technology, the tendency is to hand it over to the Information Technology (IT) Team to manage. Leaders historically have viewed new technology as a means to be more efficient to the point of funding the new technology by reducing human head count. AI is powerful to the point that leaders must think differently about what AI does for the business strategy. Instead of viewing AI as an efficiency platform, leaders must look at AI as a differentiation platform. How can it help fully leverage human capital which we demonstrated in the most recent podcast to differentiate the business and create a sustainable competitive advantage? In this vein, AI belongs to the leadership team, not just the IT Team.


 

We define strategy as the action plan for how a business outperforms its competition and achieves superior impact. Leveraging AI to sense shifting trends, test multiple strategic options and fundamentally evolve the way the business creates value, allows the business to stay relevant in its industries and markets. The real opportunities for 21st Century leadership is leveraging these capabilities to create a sustainable competitive advantage for their organizations.

 

How are you leveraging AI to differentiate your business? If you’re not sure, we can help

 

Lead Well!


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By Rick Lochner • August 26, 2026
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By Rick Lochner • July 26, 2026
This is a question every leader of any business (for profit or non-profit) of any size and any industry or market needs to regularly ask themselves. It is a critical question in that it establishes the very reason a leader earns the privilege of being called a leader.
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