The Insurance Buzz

351. Agency Life: Faster Than Expected, Harder Than Advertised

Michael and Courtney Weaver

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What’s in this episode:

Starting a new agency is no joke—and Walker Kesterson is living proof. In this episode, Michael and Courtney sit down with the Missouri-based agent to unpack what the first 10 months of business ownership really look like. From hiring and time management to emotional fatigue and delegation, this conversation is a masterclass in surviving your rookie year. If you’re just getting started or need a reality check, Walker’s honest take on what works (and what doesn’t) is the clarity you didn’t know you needed.

[00:00]Allowing team members to sell with their personality
[01:00] What Walker
thought agency life would be—and what it actually is
[03:00] The biggest struggle of year one: turning off the business
[05:00] Day-to-day breakdown: early mornings, system fires, and real talk
[07:00] The #1 stressor agents take home (and how he handles it)
[10:00] How Walker leverages retention—even when rates go up
[11:00] Meet the team: from Swiss Army knife to summer-only sales
[14:00] Driving production by ditching the script
[16:00] Adjusting the quoting process based on personality
[20:00] Why time management is the top skill for agency success
[24:00] The 80% Rule: Delegate and get out of your own way
[27:00] Why Walker left financial planning for insurance
[30:00] The final word: “Relax”—a mantra for every new agency owner

Watch the full episode on YouTube: HERE

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