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About The Pressley Group

A family-owned insurance agency serving Western North Carolina for over 10 years.

The Pressley Group office in Waynesville

Haywood County Roots, 20+ Years of Experience

Jeremy Pressley grew up right here in Haywood County. After graduating from Mars Hill University in 2000, he spent over two decades learning the insurance business before founding The Pressley Group. He wanted to build an agency where people weren't just policy numbers.

That's still how we operate. When you call, a real person answers. When you have a claim, Jeremy will show up in person if that's what it takes. One of our clients totaled a classic truck he'd owned for years—Jeremy not only got him more than he expected from the claim, he helped track down a replacement in the same year and color.

Jeremy's also a boat owner, active in Waynesville Rotary, and raises two boys with his wife Kristin. He's not going anywhere. This is home.

Our Values

Honesty First

We tell you what you need to hear, not what you want to hear. If you're over-insured, we'll tell you. If you're under-insured, we'll tell you that too.

Community Focused

We live here. We raise our families here. When we save you money on insurance, that money stays in our community.

Your Advocate

When you have a claim, we go to bat for you. We help you through the process and make sure you're treated fairly.

Meet the People Behind the Policies

Jeremy Pressley

Jeremy Pressley

Owner

One of the nicest, most authentic people you will meet. 10 years running The Pressley Group and also owns Heavenly Fudge shops.

Stephanie Harris

Stephanie Harris

Operations Manager

The engine that keeps us going. Incredible to work with. Loves spending time with her grandkids and camping.

Nathan Weaver

Nathan Weaver

Insurance Agent

Proud dad, high school basketball coach, and follower of Jesus Christ. Passionate about helping people protect what matters most.

Jessica Jones

Jessica Jones

Insurance Agent

Loves spending time with her family and her two GSP pups. Always happy to help you find the right coverage.

Heavenly Fudge

Jeremy also owns Heavenly Fudge shops in Bryson City and Cherokee. It's a family business through and through, and it's part of what keeps us connected to our community.

Stop by for some fudge sometime. And if you mention your insurance policy, we might just give you a free sample.

Visit Heavenly Fudge
Western North Carolina mountains

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