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The Pressley Group: WNC's Trusted Insurance Agency

At The Pressley Group, we treat you like family—because we are one. Proudly serving Western North Carolina, we offer personalized insurance solutions to protect what matters most, from home and auto to life and business. With local offices in Waynesville and Sylva, we're here to help you navigate everyday risk with confidence and care.

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WNC's Most Trusted Insurance Agency

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Jeremy Pressley

Jeremy is described as one of the nicest, most authentic person you'll ever come across. Jeremy has been the owner of The Pressley Group for 10 years now and also owns the Heavenly Fudge shops as well!

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Stephanie Harris

Stephanie is our operations manager and truly the engine that keeps us going. She is an incredible person and a delight to work with. She loves spending time with her grandkids and going camping.

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Hunter Frady

Hunter Frady is a true family man and our in-house tech wizard. He loves spending the weekend with his young family on their boat. 

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Jessica Jones

Jessica loves spending time with her little family ❤️. She also has two GSP pups that she loves taking on walks with her boyfriend. 

Our Insurance Services

Home

Protect your biggest investment with home insurance built for Western North Carolina living. Whether it’s your primary home or mountain getaway, we help you cover what matters most.

Auto

From Blue Ridge backroads to Main Street, our auto insurance keeps you protected wherever you drive. We’ll match you with coverage that fits your needs and budget.

Life

Give your family peace of mind with life insurance designed to support them when it matters most. We offer simple, affordable policies tailored to your future goals.

TeleDoc

Offer your team 24/7 doctor access with our affordable Teledoc services. Perfect for small business owners who want to care for employees without the high cost of health plans.

Why Choose The Pressley Group?

Because we’re more than just an insurance agency—we’re your neighbors. As a family-owned business rooted in Western North Carolina, we believe in honest advice, real relationships, and protecting our community like it’s our own. With offices in Waynesville and Sylva, we’re always just down the road when you need us.

Meet Our Agents

Meet Our Agents

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Mr. Pressley always provides thorough and timely advice on my coverages. I highly recommend The Pressley Group!

Mark S.

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Great customer service, communication, and follow thru.

Joseph M.

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Stephanie and the Pressley Group have always taken care of me since I made the switch.

Sarah F.

TESTIMONIALS

Don't Just Hear it From Us

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