Execution, Niches & AI in Business With Kirk Chester

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. Join the elite ranks of P&C agents. Sign up for Agent Elite today and get exclusive resources to grow your agency! 🔗 Grab our newly released book at a discount! The Insurance Dudes Weekly 5-Min Read Tips, Tricks, and Wizardry for Everything Your Agency Touches

You can listen to Execution, Niches & AI in Business With Kirk Chester online on Radio and Podcast. Open the player on this page to stream the available audio.

Execution, Niches & AI in Business With Kirk Chester is an episode from The Insurance Dudes by The Insurance Dudes: Craig Pretzinger and Jason Feltman.

This episode is 00:48:03 long.

This episode was published on Mar 27, 2026.

Yes. Use the heart button on the episode page to add it to your favorite episodes list.

Yes. This page shows related episodes from The Insurance Dudes when more episodes are available from the podcast feed.