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Business Details
30 Years
experience
Your Trusted Insurance Partner in Salem, OR
Since 1996, Olson Insurance has been dedicated to helping employers, individuals, and Medicare beneficiaries navigate the complexities of health insurance and employee benefits. Our team prioritizes staying current with evolving regulations to provide tailored solutions that meet diverse client needs. With expertise in group medical plans, Medicare options, and compliance management, we offer free consultation services to simplify benefit selection while maintaining competitive premium rates.

Our commitment to personalized service extends through market analysis, plan implementation, and ongoing advocacy with carrier partners. By serving on advisory councils for major health plans, we leverage industry insights to benefit clients while maintaining transparency about coverage limitations. Our local focus in Oregon supports employers seeking to attract talent through comprehensive benefits packages.
Services
Group Medical Plans Medicare Solutions COBRA Administration Health Savings Accounts Benefit Compliance Individual Insurance Long Term Care Plans Vision & Dental Coverage
Details
  • Year established: 1996
Highlights and features
  • We offer free consultation services with no added broker fees
  • Our team holds expertise in 20+ insurance carrier partnerships
  • We provide personalized Medicare plan comparisons and enrollment assistance
  • Our local Oregon team has 25+ years of combined industry experience
  • We maintain advisory roles with major regional health insurance providers
Services
Group Medical Plans
We specialize in designing comprehensive group medical plans for employers of all sizes. Our services include market analysis, carrier comparisons, and implementation support to help businesses find cost-effective coverage options. With relationships spanning major regional insurers, we provide ongoing advocacy and compliance assistance to ensure plans meet evolving regulatory requirements while supporting employee retention strategies.
Medicare Solutions
Our Medicare experts guide beneficiaries through plan selection during annual enrollment periods. We offer detailed comparisons between Original Medicare, Medigap policies, and Advantage plans while explaining prescription drug coverage options. By maintaining up-to-date knowledge of Oregon-specific offerings, we help seniors find coverage that balances premium costs with out-of-pocket expenses for their specific healthcare needs.
COBRA Administration
We handle complete COBRA administration services for employers, including required notifications, premium collection, and compliance filings. Our team manages qualifying event processing, annual 5500 filings, and summary plan document updates to ensure regulatory compliance. This comprehensive approach reduces administrative burdens while maintaining accurate records for employers with transitioning employees.
Health Savings Accounts
We provide HSA implementation and administration services that integrate with high-deductible health plans. Our guidance covers contribution limits, eligible expenses, and investment options to maximize tax advantages. We help employers establish Section 125 plans while assisting individuals with optimizing their healthcare savings strategies through personalized consultations and ongoing account management support.
Benefit Compliance
Our compliance services cover ERISA requirements, summary plan descriptions, and annual reporting obligations. We offer HR tools and hotline support through Zywave platform integration while maintaining current knowledge of ACA regulations. By providing template documents and compliance checklists, we help businesses avoid penalties through proactive management of evolving federal and state healthcare mandates.
People
Terri Olson
Owner/Insurance Agent
With over 30 years in insurance, Terri founded Olson Insurance in 1996 after working at Baglien & Associates since 1991. A native Oregonian and OSU graduate, she specializes in employee benefits and Medicare solutions while maintaining active community involvement.
Erik Steinke
Insurance Agent
Erik has served Olson Insurance since 2015, focusing on employer benefit plans and individual insurance. A Salem native with a business degree from Western Oregon University, he brings expertise in health insurance solutions while balancing family life with his wife and three children.
Rick McDonald
Insurance Agent
Rick has specialized in individual and Medicare plans since joining Olson Insurance in 2014. With personal experience approaching Medicare eligibility, he provides practical guidance to help clients navigate coverage options while leveraging local community knowledge.
Debbie Davenport
Customer Service Assistant
Debbie has supported Olson Insurance's operations since 2017, bringing business administration expertise from her Western Oregon State College education. A Keizer native, she manages administrative functions while sharing her passion for Oregon's outdoors and wine country.
Kristi Hart
Insurance Agent
Kristi joined Olson Insurance in 2024 after a decade at Regence BCBSO. With 30+ years industry experience, she specializes in employer benefit plans and strategic health insurance solutions. A graduate of Canby High School, she combines carrier knowledge with client advocacy to resolve complex insurance issues.
Questions
What services does Olson Insurance offer for employers?
We provide group medical, dental, vision, and life insurance plans, along with HSA/HRAs, COBRA administration, compliance support, and market analysis to help businesses create competitive benefits packages.
Do you offer Medicare plan comparisons?
Yes, we offer comprehensive Medicare plan comparisons including Original Medicare, Medigap policies, and Advantage plans with prescription drug coverage options tailored to Oregon beneficiaries' needs.
Are your services free for clients?
Yes, our consultation and plan selection services are free - clients only pay standard premiums without additional broker fees for our insurance products.
What areas do you serve?
We primarily serve Oregon counties with specialized knowledge of local insurance markets, though we can assist with Medicare plans statewide.
Do you help with individual insurance plans?
Yes, we assist with individual medical, dental, vision, and long-term care plans, including marketplace enrollment and subsidy eligibility assessments during open enrollment periods.