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

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!

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.

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.

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.
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

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

Great customer service, communication, and follow thru.
Joseph M.

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