353. From Agent to CEO: Justin Cook’s Framework for Building a Winning Insurance Team

The Insurance Buzz

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What’s in this episode: If you think becoming the CEO of a thriving insurance business is about skipping the grind—you’ve got it backward. Justin Cook joins Michael and Courtney to share the unfiltered journey from overlooked agent to MDRT leader with multiple agencies. He breaks down the exact daily framework his team uses to stay focused and consistent, how to evolve from personal producer to business owner, and the mindset shift that led to his new book Freedom Beyond Wealth. This one’s packed with tactical structure, raw honesty, and the leadership playbook most agents never get.

[00:00] Why only 20% of agents actually succeed
[01:30] Justin’s 7 interviews—and why rejection built his career
[05:00] The underrated power of perseverance in insurance
[08:00] The advice every overlooked new agent needs to hear
[09:00] Justin’s 5-day meeting rhythm (steal this structure)
[14:00] Why the best leaders do the “boring” basics
[16:30] When to stop producing and start leading
[20:00] The 6-year bridge to full CEO—and what most skip
[22:30] Justin’s long game: coaching, consistency, and growth
[26:00] How his leadership mindset has radically shifted
[30:00] Who are you without your resume?
[33:00] The mental reframe that leads to real freedom
[37:00] Why he wrote Freedom Beyond Wealth
[42:00] The gap, the gain, and measuring backwards
[45:00] Final thoughts: this isn’t just business—it’s who you become

Watch the full episode on YouTube: HERE

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