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Who We Are

As a health insurance agency, we are dedicated to providing clients the best insurance solutions possible. We put clients first, have a commitment to quality care, and expertise in designing custom benefits and HR solutions. Town and Country has been serving Southern Oregon and Central Oregon since 2014. 

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Businesses We Work With

With less than 25 employees


25-100 employees


100+ employees




Tailored Benefits

We offer over 50 medical plan designs along with competitive Dental, Vision and Life products, letting you build a program that attracts and retains top talent for your company. 

Stronger Together

By coming together as an industry with a deep commitment to our members and community, we are building an affordable, sustainable purchasing co-op that benefits all.

Trusted Partners

We are strategically aligned with Kaiser Permanente NW, Samaritan Health Plans, LifeMap, Vision Service Plan (VSP) & Colonial Life that can save you money rather than buying directly from the market.


Owner of Town & Country Insurance


As the owner of Town and Country Insurance, Jeff is involved in all aspects of the agency operations - including sales, marketing, and coaching and development. Jeff started working in the insurance industry at age 28 as an agent, he transitioned into his own independent brokerage.  He has over 25 companies that help serve his clients with Group health insurance, individual health insurance, Medicare as well as Life and other ancillary products.

Jeff was born in Medford, Oregon and lived there most of his life. He graduated from North Medford High School in 2004. He went on to Bend, Oregon to pursue paramedicine and fire science has a dual Associates of Applied Sciences in Structural Fire Science and Paramedicine. He then went on to work for Mercy Flights as a paramedic for three years before he got into the insurance industry.

He began working under his father, Gordon Hale, learning group health insurance and employee benefits while working as a Paramedic. He then began Town and Country Insurance as an Agent/Owner and decided to move back to Central Oregon in 2014.

Jeff is married to Kristin and has two children, Hayden and Ella. Jeff enjoys spending time with his family, coaching baseball, weightlifting, playing basketball, golfing and snowboarding

Need an Insurance Quote or Employee Benefits?

Give us a call or send us and email.

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