Is ‘Strategy’ the Problem? John Cutler Questions Frameworks vs. Human Collaboration

J

John Cutler

LinkedIn Author

Head of Product @Dotwork ex-{Company Name}

In a recent LinkedIn post, John Cutler questions the efficacy of traditional strategy frameworks, suggesting the real challenge lies in fundamental human collaboration under uncertainty. Cutler observes that despite a vast amount of literature and tools dedicated to strategy, the results often fall short, leading him to ponder if the concept of “strategy” itself is the misdirection.

He posits that the core difficulty might not be in the strategic planning process, but in the inherent human elements required for effective teamwork in ambiguous environments. Cutler highlights several critical aspects of this collaboration:

  • Starting with ambiguous ideas and slowly converging on a shared understanding.
  • Making sense of competing perspectives from different individuals or teams.
  • Reaching collective decisions.
  • The ability to disagree and commit to a chosen path.
  • Openly discussing fears, such as the fear of failure or missing out.

Cutler’s critique of conventional methods is sharp. He writes:

“Somehow 129 top-selling strategy books, 11,345 product strategy blog posts, and 82,231 strategy canvasses have failed. Makes me wonder whether ‘strategy’ was the actual problem…”

The Limits of Frameworks

According to Cutler, the proliferation of strategy books, blog posts, and canvasses, while seemingly offering solutions, may inadvertently obscure the deeper issues. He suggests that these frameworks can become a crutch, an easy way to avoid the more challenging, yet crucial, aspects of human interaction and decision-making.

Cutler elaborates on this point, suggesting a possible reason for the continued reliance on these tools:

“OR, maybe all the books, blog posts and strategy canvasses were right. All that is too hard and inconvenient, so it is about figuring out how to avoid all that because everyone agrees with a framework.”

This perspective implies that the appeal of a framework lies in its ability to provide a veneer of order and agreement, bypassing the messier, more authentic process of collaborative sense-making and decision-making that is essential when facing true uncertainty.

Focusing on Human Collaboration

John Cutler argues that a more productive approach might involve shifting focus from rigid strategic plans to fostering the underlying human capabilities needed to navigate complexity. He suggests that true progress comes from:

Converging on Ambiguity

As Cutler notes, the initial stages of any complex endeavor are often characterized by a lack of clarity. The ability to begin with “ambiguous ideas and slowly converge” is a vital skill that traditional strategy tools may not adequately address.

Managing Disagreement

Furthermore, Cutler points out the importance of “disagree and commit.” In his view, healthy teams don’t always need to agree, but they must be able to commit to a decision once it’s made, a process that requires trust and open communication.

In conclusion, John Cutler’s LinkedIn post challenges the conventional wisdom surrounding strategy, advocating for a greater emphasis on the human skills required for effective collaboration and decision-making in uncertain business landscapes. He implies that mastering these interpersonal dynamics is perhaps more critical than mastering any particular strategic framework.

📝 About This Content

This article is based on insights shared by John Cutler on LinkedIn.

📅 Originally posted on March 8, 2026 | View original post on LinkedIn →