/* */

Your RamseyTrusted Pro for Insurance in Oregon

From rugged coastlines to lush valleys and high deserts, Oregon’s diverse terrain comes with equally diverse insurance needs. As Ramsey Trusted Pros, we help you protect your life here without losing sight of your financial goals.

Get a Quote Meet Trailstone's Trusted Pros

Protection That Fits the Oregon Lifestyle

Whether you are in Portland, Bend, Eugene, or along the coast, we understand the risks unique to Oregon.

From winter storms and flooding to wildfire protection, we connect you with coverage that lets you enjoy everything the state offers with confidence.

Get a Quote Meet Trailstone’s Trusted Pros

Serving Oregon Communities Statewide

From the Pacific shoreline to the Cascade Range and beyond, we provide insurance solutions for homes, businesses, and adventures across Oregon. Wherever you live, we make sure your protection is built to last.

Portland

Oregon’s largest city, known for its culture, food scene, and creative energy.

Salem

The state capital and a hub for government and surrounding agriculture.

Eugene

College town home to the University of Oregon and outdoor lifestyle.

Bend

Rapidly growing outdoor recreation destination in central Oregon.

Medford

Southern Oregon’s economic hub and gateway to wine country.

Astoria

Historic coastal city with maritime charm and cinematic fame.

Get a Quote

Our Ramsey TrustedPro Agents

Mark Rodgers

President/Founder

Ben Trygstad

Senior Commercial Insurance Advisor

Brian Stanley

Independent Insurance Agent

Christy Beesley

Independent Insurance Agent

Cody Kovash

Independent Insurance Agent

Gabe Fritz

Independent Insurance Agent

Jesse Orlans

Independent Insurance Agent

Joshua Nichols

Independent Insurance Agent

Laura Lenz

Independent Insurance Agent

Matt Rodgers

Independent Insurance Agent

Shannon Glover (Riley)

Independent Insurance Agent

Tiffany Schlag

Independent Insurance Agent

Travis Sauvan

Independent Insurance Agent

An Endorsement You Cannot Buy

Being a Ramsey Trusted Pro means we meet strict standards for trust, ethics, and service. Every month, Dave’s team evaluates our performance to make sure you are getting

• Honest advice that aligns with the Baby Steps

• Coverage from over 40 top-rated carriers so you never overpay

• The heart of a teacher approach with no confusing jargon, only clarity

Get a Quote Meet Trailstone’s Trusted Pros

Hear from current clients

Love Trailstone, they are Dave Ramsey certified and their agents are great. Specifically Laura Lenz who was SO patient, helpful and knowledgeable. She did her best to meet our needs, budget, and answer all questions. Definitely recommend!
— Mariana A.
Portland, OR

— Mariana A. Portland, OR

Meet the RamseyTrusted Pro Team

Our Oregon team takes the time to explain your options so you can make confident decisions. We align your coverage with your financial plan so it works for both your budget and your lifestyle.

Mark Rodgers

Ben Trygstad

Comercial Specialist

Brian Stanley

Christy Beesley

Cody Kovash

Gabe Fritz

Laura Lenz

Shannon Glover

Tiffany Schlag

Matt Rodgers

Jesse Orleans

Travis Sauvan

Trevor Johnson

Josh Nichols

View All

Let’s Find the Right Coverage for Your Oregon Life

We are here to help you protect what matters most while staying on track with your financial goals. Contact us today and take the next step toward security and peace of mind.

Get a Quote

/* */

Common Questions from Our Customers

FAQs

At Trailstone Insurance Group, we believe insurance shouldn’t be complicated. Below are some of the most common questions we hear from customers. If you don’t see your question here, feel free to contact us or speak directly with an agent, we’re here to help.

Why should I use a RamseyTrusted Pro for insurance in Oregon?

How does Trailstone apply Dave Ramsey’s Baby Steps in Oregon?

How do I get started with Trailstone Insruance in Oregon?

Answers you can trust, whenever you need them.

Explore Oregon Insurance in the Learning Center

Insurance shouldn't feel confusing. Our Learning Center gives you clear, helpful information so you can make confident choices about your coverage.

Your RamseyTrusted Pro for Insurance in Oregon

Protection That Fits the Oregon Lifestyle

Serving Oregon Communities Statewide

Portland

Salem

Eugene

Bend

Medford

Astoria

Our Ramsey TrustedPro Agents

An Endorsement You Cannot Buy

Hear from current clients

Love Trailstone, they are Dave Ramsey certified and their agents are great. Specifically Laura Lenz who was SO patient, helpful and knowledgeable. She did her best to meet our needs, budget, and answer all questions. Definitely recommend!— Mariana A.Portland, OR

Meet the RamseyTrusted Pro Team

Mark Rodgers

Let’s Find the Right Coverage for Your Oregon Life

FAQs

Why should I use a RamseyTrusted Pro for insurance in Oregon?

How does Trailstone apply Dave Ramsey’s Baby Steps in Oregon?

How do I get started with Trailstone Insruance in Oregon?

Explore Oregon Insurance in the Learning Center

Does Homeowners Insurance Cover Your Hair Salon?

Do You Need Cyber Liability Insurance?

Can I Insure My Company Car on My Personal Auto Policy?

Love Trailstone, they are Dave Ramsey certified and their agents are great. Specifically Laura Lenz who was SO patient, helpful and knowledgeable. She did her best to meet our needs, budget, and answer all questions. Definitely recommend!
— Mariana A.
Portland, OR