The AI-Driven Leader

5. CRIT™: How to Build a CEO Succession Plan

20 snips
Sep 25, 2025
Josh Wand, founder and CEO in the CPG space, explores the emotional yet strategic challenge of CEO succession. He discusses the role of AI as a daily coach during this transition, enhancing leadership without replacing it. The conversation highlights creating structured communication and prioritization frameworks using CRIT, 30-minute weekly check-ins, and a powerful AI dashboard. Josh shares newfound possibilities revealed by AI, showcasing how it can elevate a founder’s role from merely playing instruments to conducting an entire orchestra.
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ADVICE

Use CRIT To Structure AI Sessions

  • Build a CRIT prompt that captures context, role, interview, and task before asking AI to help.
  • Use the AI to interview you one question at a time to pull precise context and priorities.
INSIGHT

Distribute AI Ownership To Functional Leads

  • Make every functional leader an 'AI captain' owning one to two AI initiatives within their domain.
  • Roll functional AI work up into a company-level view to verify alignment and avoid duplication.
ADVICE

Set Fixed Weekly And Monthly Rhythms

  • Run a 30-minute weekly execution review and a monthly strategic deep dive to separate tactics from strategy.
  • Require a five-bullet summary 24 hours before weekly meetings and cap meetings at 30 minutes.
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