AiCoach

🌊 Navigating Dark Waters: Planning vs. Preparedness

LIP #113
Jul 16, 2025

The Dark Waters Metaphor: Every job is like walking into vast, unknown ocean waters at night - full of uncertainty and challenge.

The Great Shift in Work:

  • Light Work: Predictable, repeatable tasks (now only 40%)
  • Dark Work: Ambiguous, uncertain situations (now 60%)

Planning vs. Preparedness:

  • Planning: Concrete steps and mapping
  • Preparedness: Mindset and readiness

Key Insight: In uncertain situations, being comfortable without rigid plans becomes crucial.

The Gradual Approach: You can't force someone into dark waters. Start ankle-deep and progressively go deeper with self-driven motivation.

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LIP #273: Test Kitchen Thursday Thursday, March 05, 2026 at 11:00 AM EST