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Home > The Insurance Dudes > Execution, Niches & AI in Business With Kirk Chester
Podcast: The Insurance Dudes
Episode:

Execution, Niches & AI in Business With Kirk Chester

Category: Business
Duration: 00:48:03
Publish Date: 2026-03-27 17:00:00
Description:

We’re honored to sit down with Kirk Chester, Principal Broker at Grit Insurance Group. He shares practical insights on building and scaling a business. Specializing in blue-collar industries across multiple states, Kirk focuses on tailored solutions that help businesses manage risk and grow sustainably.


In this episode, the conversation explores the importance of execution over overthinking, the power of going niche to stand out, and how AI is changing the way businesses operate. It also touches on leadership, hiring, and building systems that support long-term growth.


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