AI Knowhow The AI Reset: When to Pause, When to Pivot, and When to Double Down
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Nov 3, 2025 David DeWolf, CEO of KnownWell, and Mohan Rao, Chief Product and Technology Officer, dive into the challenges of navigating AI projects. They discuss the alarming trend of failed AI pilots and how leaders can identify when to pause or pivot. Mohan draws on Seth Godin's concept of 'The Dip' to highlight distinguishing temporary setbacks from true limitations. The duo warns against overwhelming initiatives and stresses the importance of targeted strategies aligned with business outcomes while balancing short-term results with long-term learning.
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Reskilling Messaging Shapes Trust
- Messaging around reskilling impacts employee perception and trust.
- David DeWolf warns inconsistent communication about retraining can create fear and narratives of arbitrariness.
Focus Beats Proliferation
- Organizations with hundreds of scattered AI experiments lose focus and fail to move the needle.
- David DeWolf argues leaders must pick one to three transformational initiatives tied to clear business problems.
426 Initiatives Shock
- David recalled an executive proudly tracking 426 AI initiatives and was astonished.
- He used the example to illustrate runaway experimentation that dilutes impact.
