Medicare Sales Playbook

How Dylan King Built a 100+ Agent Insurance Team


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What does it really take to win in insurance sales and build an agency that lasts?

In this episode of the Medicare Sales Playbook, Matt Smith sits down with Dylan King, owner of Legacy Financial Group in Phoenix, Arizona, to talk about growth, grit, sales discipline, recruiting, mentorship, and what it takes to succeed in both life insurance and Medicare.

Dylan shares how he went from having no sales experience to producing at a high level in a short amount of time, what helped him improve fast, why so many agents stay stuck, and how he learned to build an agency with the right people — not just more people.

They also dive into:

  • Why new agents need reps more than perfection

  • The power of going before you feel ready

  • How to assume the sale and confidently move into the application

  • Why mentorship can accelerate your growth

  • The difference between recruiting more people and recruiting the right people

  • Why Medicare is such an attractive long-term play for agents building renewal income

If you're a new insurance agent, a growing producer, or someone looking to build a real business in the Medicare space, this conversation is packed with practical insights.

Be sure to check out MedicareSalesPlaybook.com for upcoming training days and follow us on social for more content, tips, and event updates.

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