How to Fix Business Strategy Failure with Jeroen Kraaijenbrink episode artwork

EPISODE · Apr 8, 2026 · 14 MIN

How to Fix Business Strategy Failure with Jeroen Kraaijenbrink

from Simple Wins · host Adam O'Leary

Are you tired of seeing your annual plans gather dust on a shelf? Most organizations suffer from high business strategy failure rates because they treat strategy as a top-down, once-a-year event rather than a daily habit. In this episode of Simple Wins, we reveal how you can turn strategy into a distributed capability that empowers every level of your business. Jeroen Kraaijenbrink joins us to discuss the importance of decentralizing strategy and why the traditional analytical approach is flawed. By building strategic competency across your entire team, you can ensure that everyone—from the C-suite to the IT department—understands the unique value they create for your business. We dive deep into: Business Strategy Failure: Why 50% to 70% of strategies fail and how to move away from the rigid, top-management model. The Big Five of Strategy: A breakdown of the core strategic thinking skills needed to grasp the present, shape the future, and adapt to change. Strategy vs. AI: Why AI is a great ""team member"" for analytics but cannot replace the human social and behavioral elements of execution. Decentralizing Strategy: Practical steps to assess and develop the strategic skills of your people to drive sustainable growth. Our guest, Jeroen Kraaijenbrink, is a strategy expert, author, and co-founder of Strategy.inc. He helps leaders and organizations find their way through his researched ""Big Five"" framework, turning complex planning into purposeful, daily action.

Are you tired of seeing your annual plans gather dust on a shelf? Most organizations suffer from high business strategy failure rates because they treat strategy as a top-down, once-a-year event rather than a daily habit. In this episode of Simple Wins, we reveal how you can turn strategy into a distributed capability that empowers every level of your business. Jeroen Kraaijenbrink joins us to discuss the importance of decentralizing strategy and why the traditional analytical approach is flawed. By building strategic competency across your entire team, you can ensure that everyone—from the C-suite to the IT department—understands the unique value they create for your business. We dive deep into: Business Strategy Failure: Why 50% to 70% of strategies fail and how to move away from the rigid, top-management model. The Big Five of Strategy: A breakdown of the core strategic thinking skills needed to grasp the present, shape the future, and adapt to change. Strategy vs. AI: Why AI is a great ""team member"" for analytics but cannot replace the human social and behavioral elements of execution. Decentralizing Strategy: Practical steps to assess and develop the strategic skills of your people to drive sustainable growth. Our guest, Jeroen Kraaijenbrink, is a strategy expert, author, and co-founder of Strategy.inc. He helps leaders and organizations find their way through his researched ""Big Five"" framework, turning complex planning into purposeful, daily action.

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How to Fix Business Strategy Failure with Jeroen Kraaijenbrink

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This episode was published on April 8, 2026.

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Are you tired of seeing your annual plans gather dust on a shelf? Most organizations suffer from high business strategy failure rates because they treat strategy as a top-down, once-a-year event rather than a daily habit. In this episode of Simple...

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