Business Details
45 Years
experience
Comprehensive Insurance Coverage in Ashland & Medford, OR
Ashland Insurance has been a trusted community partner since 1981, providing comprehensive insurance solutions tailored to individual and business needs. Founded in Ashland, Oregon, our family-owned agency combines decades of local expertise with national licensing across 16 states. Our veteran-led team specializes in personal, business, health, and life insurance, along with retirement planning strategies designed to protect clients' financial futures.We maintain strong relationships with over 200 top-tier carriers to ensure competitive pricing and customized coverage. Our commitment to community involvement and transparent service has earned us long-standing client relationships and industry recognition. With offices in Ashland and Medford, we offer personalized consultations to help clients navigate complex insurance decisions while maintaining financial integrity.
Services
Personal Insurance
Business Insurance
Health Insurance
Life Insurance
Retirement Planning
Details
- Year established: 1981
Highlights and features
- Veteran-owned agency with 40+ years of local expertise
- Family-owned business serving communities since 1981
- Customized insurance solutions for personal and commercial needs
- Licensed in 16 states with access to 200+ insurance carriers
- Dedicated team of specialists with industry-specific credentials
What people say
Excellent customer care
Saved 40% annually
Knowledgeable and responsive
Persistent and thorough
Competitive rates
Services
Personal Insurance
Protecting individuals' most valuable assets including homes, vehicles, and personal property. Our policies offer customizable coverage options for homeowners, renters, condominium owners, and specialty needs like flood, earthquake, and pet insurance. We provide comprehensive protection against natural disasters, liability claims, and unexpected events while ensuring competitive pricing through our carrier network.
Business Insurance
Tailored risk management solutions for businesses of all sizes. Our offerings include business owners' policies, liability insurance, commercial auto coverage, and specialized protection for industries like construction, healthcare, and hospitality. We help businesses safeguard assets, manage cyber risks, and maintain continuity through unexpected disruptions while ensuring compliance with state regulations.
Health Insurance
Comprehensive health insurance solutions meeting Affordable Care Act requirements. We assist individuals, families, and businesses in selecting appropriate coverage including marketplace plans, Medicare options, disability insurance, and long-term care policies. Our agents provide guidance on open enrollment periods, supplemental coverage options, and cost-saving strategies through Oregon's health insurance exchange.
Life Insurance
Protecting loved ones with customizable life insurance products. We offer term life, whole life, universal life, and indexed life insurance policies to meet diverse needs. Our specialists help clients establish final expense coverage, estate planning strategies, and business succession plans while considering tax implications and long-term financial goals.
Retirement Planning
Holistic retirement planning services integrating insurance products with investment strategies. We help clients develop income streams through annuities, 401(k) plans, and IRAs while minimizing tax liabilities. Our approach considers life insurance integration, long-term care needs, and estate planning to ensure financial security throughout retirement years.
People
Russ Schweikert
Partner/Principal
20-year insurance veteran with Navy submarine service background. Holds CIC and CRM credentials, specializing in commercial insurance and retirement planning. Leads producer training and agency growth initiatives while maintaining active client relationships.
Tom Wilson
Partner
Third-generation Ashland native with 25+ years in health and business insurance. Active community leader focused on small business solutions and healthcare policy navigation. Manages client relationships and team development.
Julie Asher
Commercial Lines Agent
30-year insurance professional with expertise in commercial risk management. Specializes in technology-driven solutions for business clients. Active in local industry associations and community development initiatives.
Ed Colson
Producer
Former insurance claims adjuster with 20+ years agency experience. Specializes in all insurance lines with focus on complex risk analysis. Serves on advisory boards and community hospital foundation leadership.
Charles Chesnut
Health Insurance Specialist
Former commercial photographer turned Medicare insurance expert. Focuses on senior healthcare solutions and individual/family health plans. Active in Ashland Rotary and community service projects.
Questions
What types of insurance do you offer?
We provide personal insurance (home, auto, life), business insurance (BOP, liability), health insurance (ACA-compliant plans), retirement planning services, and specialty coverage like flood and cyber liability insurance.
Are you licensed in multiple states?
Yes, we're licensed in 16 states including Oregon, California, Washington, Arizona, and Colorado, allowing us to serve clients with multi-state insurance needs.
How do you help with insurance claims?
Our team provides dedicated claims support, working directly with carriers to ensure timely processing and fair resolution of claims while keeping clients informed throughout the process.
Can you help lower my insurance costs?
We regularly review policies to identify savings opportunities, leverage our carrier network for competitive pricing, and help clients qualify for available discounts and bundling benefits.
Do you offer 24/7 insurance assistance?
While we maintain regular business hours, our agents provide emergency contact options for urgent insurance needs and prioritize prompt response times for all client inquiries.
How do you handle complex insurance needs?
Our specialists work with clients to assess unique risks, develop customized coverage solutions, and coordinate with multiple carriers to address complex personal or business insurance requirements.
Reviews (7)
Ray D.
Feb 24, 2022
Report
Tom Wilson went beyond to help me find the right insurance for my family. He spent a lot of time over the phone and was very patient. He helps you choose what is best for your family by asking a lot of questions. I highly recommend him!
Kathy Kali
May 25, 2021
Report
I will be giving testimonials to Ashland Insurance, Russ Schweikert, and Jake LaMothe, for the rest of my life! They are our heroes! Jake helped us upgrade our insurance 3 months before the Alameda fire. Then, after the fire in which we lost our home, Russ and Jake provided the best customer service we could ever experience. Thank you Ashland Insurance!
Serina Pori
Mar 16, 2021
Report
We had been paying an arm and a leg to get dependent coverage, but one brief conversation with Tom Wilson from Ashland Insurance and I'm kicking myself for not connecting sooner. The phone call is free but I wish I could do more to thank their staff for their time and for helping to decrease the financial burden on my family while INCREASING our coverage! I've interacted with several of their staff (thanks Russ and Brian) and they are ALL friendly and eager to help!
Serina Quast
Jan 01, 2021
Report
We had been paying an arm and a leg to get dependent coverage, but one brief conversation with Tom Wilson from Ashland Insurance and I'm kicking myself for not connecting sooner. The phone call is free but I wish I could do more to thank their staff for their time and for helping to decrease the financial burden on my family while INCREASING our coverage! I've interacted with several of their staff (thanks Russ and Brian) and they are ALL friendly and eager to help!
Timothy K.
Nov 20, 2020
Report
I phoned Ashland insurance regarding auto insurance. I left a message with Jake, one of the agents. I didn't hear back for a couple of days so I phoned again. This time i spoke to Jake and explained that my current coverage was expiring so it was time sensitive matter. He told me he'd get quotes and phone back on Friday or Monday. I didn't hear back from him, so I phoned yet again on Tuesday.
I was informed that Jake was on vacation. I couldn't believe it. He made no mention of it in our call the prior week. The receptionist took my number and told me another agent would call me. That day I saw an ad for gabi.com insurance website. I applied online and got a policy that saved me $1,800. Took five minutes to fill out the application and I had the new policy two hours later. I've been waiting for the other agent to call me back so I could tell them that I already took care of it online. Three days later, I still haven't received the call.
I was informed that Jake was on vacation. I couldn't believe it. He made no mention of it in our call the prior week. The receptionist took my number and told me another agent would call me. That day I saw an ad for gabi.com insurance website. I applied online and got a policy that saved me $1,800. Took five minutes to fill out the application and I had the new policy two hours later. I've been waiting for the other agent to call me back so I could tell them that I already took care of it online. Three days later, I still haven't received the call.
Jeffrey Nagel
Mar 16, 2020
Report
I have been using Ashland Insurance for five years now, for my home, auto, and motorcycles. They have been great! I called my agent and told him I was buying a motorcycle - by the time I had finished the paperwork and paid the seller, I was insured on the bike! Fantastic service, amazing low prices.
Ellen Schweikert Ellen Schweikert
Mar 06, 2020
Report
First of all, I'm biased because this is my dad's company. BUT this gives me a lot of insight into how they operate and I can share some of that with you! - This is actually a family-owned company. The Wilson's have owned Ashland Insurance for decades and while they are retired, their sons and my dad continue their legacy and love what they do. - They are happy to quote your Insurance and if you can get it cheaper somewhere else, they tell you. - They explain the full benefits of insurance with them and if you're missing something on your current insurance and need to switch, they tell you why and how to get the best price for the most coverage. - They are actually licensed in many states all over the country, so you can get amazing insurance even if you have business/homes in multiple states.
This is unusual for a small Family-owned company! - They are much more concerned with amazing follow-up and treating their employees well than with trends or fads. They have over a dozen employees but it is not unusual for them to stay for decades! I highly recommend them not just because they're family, but because they do a really amazing job.
This is unusual for a small Family-owned company! - They are much more concerned with amazing follow-up and treating their employees well than with trends or fads. They have over a dozen employees but it is not unusual for them to stay for decades! I highly recommend them not just because they're family, but because they do a really amazing job.