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2 posts tagged with "sensemaking"

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Soft Systems Methodology Meets Wardley Mapping

· 9 min read
Dave Hulbert
Builder and maintainer of Wardley Leadership Strategies

In our last post, we explored how double-loop learning keeps Wardley Maps honest by forcing us to question the assumptions and frames that underpin our maps. But what happens when a problem is so messy and contested that we can't even agree on a starting point for the map?

Pairing Soft Systems Methodology (SSM)—Peter Checkland’s approach for exploring messy situations through multiple worldviews—with Wardley Mapping gives leaders a disciplined way to explore these situations, negotiate a shared worldview, and only then convert that clarity into the structure of a map. SSM makes space for conflicting narratives and hidden assumptions, while Wardley Maps translate an agreed purpose into visible components, evolution, and strategic plays. Together, they form a loop: learn the situation, model a purposeful change, map what needs to exist, and then test your strategy against reality.

Soft Systems Methodology paired with Wardley Mapping

Navigating AI Leadership with Cynefin

· 5 min read
Dave Hulbert
Builder and maintainer of Wardley Leadership Strategies

In the previous post, we explored how AI is making it possible for everyone to be a CEO, by lowering the barriers to execution and putting powerful tools in the hands of individuals. This newfound agency creates a more dynamic and unpredictable landscape. To navigate this, leaders need new sense-making tools.

AI leadership needs Cynefin's sensemaking discipline to decide when to experiment, when to codify, and when to get out of the way. Wardley Mapping explains how components evolve along the value chain, but leaders still have to choose the right play for the terrain in front of them. Cynefin complements Wardley Mapping by framing how decision-making should adapt when the landscape is obvious, complicated, complex, or chaotic—exactly the challenge AI agents introduce.

How this post fits the series

  • Anchors the series in a shared sensemaking language after the opening essay on AI-enabled agency.
  • Sets up the need for continuous map governance so Cynefin decisions rest on live data instead of static diagrams.
  • Prepares the ground for autonomous strategy execution, where that governance becomes executable doctrine.