top of page

The Pressley Group: Auto, Home & Life Insurance in Western NC

At The Pressley Group Insurance, we treat you like family—because we are one. As a trusted insurance agency in Western North Carolina, we provide affordable auto, home, life, telehealth, and business coverage to protect what matters most. With local offices in Waynesville and Sylva, our team is here to guide you through everyday risks with confidence, care, and personalized solutions.

🌄 Local Partners
We’re proud to support other locally owned WNC businesses:
Heavenly Fudge 
Jack the Dipper 
Fine & Dandy Aussie Doodles 
Barkriffic

→ See All Local Partners

© 2025 by The Pressley Group

Colleagues Working Together.webp

Get a Free Quote

Jeremy Pressley Owner of The Pressley Group.webp

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 insurance agent in waynesville and sylva.webp

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 Insurance Agent in Waynesville and Sylva.webp

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 Insurance Agent Waynesville and Sylva.webp

Jessica Jones

Jessica loves spending time with her little family â€ïž. She also has two GSP pups that she loves taking on walks with her boyfriend. 

Affordable Insurance in Western North Carolina

Home Insurance

Protect your biggest investment with home insurance in Waynesville, Sylva, and across Western NC. Whether it’s your primary home or a mountain getaway, we’ll help you cover what matters most.

Auto Insurance

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

Life Insurance

Give your family peace of mind with life insurance policies for WNC families. We offer simple, affordable options tailored to your future goals.

TeleHealth Insurance

Offer your team 24/7 doctor access with our affordable TeleDoc telehealth coverage. Perfect for small businesses in Western NC who want to care for employees without the high cost of health plans.

Why Western North Carolina Chooses The Pressley Group Insurance

Because we’re more than just an insurance agency—we’re your neighbors. As a family-owned insurance agency in Western North Carolina, we provide trusted auto, home, life, and health coverage designed for families in Waynesville, Sylva, and across WNC. We believe in honest advice, real relationships, and protecting our community like it’s our own. With local offices nearby, we’re always just down the road when you need us.

Meet Our Agents

Meet Our Agents

TESTIMONIALS

What WNC Families Say About The Pressley Group Insurance

From Waynesville to Sylva, families across Western North Carolina trust The Pressley Group for affordable auto, home, life, and health insurance. Here’s what some of our clients have to say about working with us.

portrait of a western north carolina man named mark (1).jpg

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

Mark S.

Man with Checkered Shirt.avif

Great customer service, communication, and follow thru.

Joseph M.

portrait of a white woman in her 40s with her dog.webp

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

Sarah F.

bottom of page