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28 Years
experience
Trusted Independent Insurance Agency in Winston-Salem
Wilson Insurance Services has been a trusted independent insurance agency in Winston-Salem, North Carolina, since its founding in 1998. Our team of certified professionals brings decades of combined experience in both personal and commercial insurance, offering tailored solutions to meet individual client needs. We prioritize transparency, competitive pricing, and exceptional customer service, ensuring clients receive comprehensive coverage from reputable carriers.

Our commitment extends beyond policy sales to include ongoing support during claims and risk management guidance. With a focus on building long-term relationships, we serve as a dedicated partner for all insurance-related decisions.
Services
Personal Auto Insurance Home Insurance Life Insurance Commercial Insurance Disability Insurance Long Term Care Insurance
Details
  • Year established: 1998
Highlights and features
  • 25+ years of combined experience in insurance
  • Independent agency offering multiple carrier options
  • Personalized coverage tailored to individual needs
  • Certified professionals with specialized designations
  • Comprehensive claims support and risk management
Associations and certifications
  • CIC (Certified Insurance Counselor)
  • CISR (Certified Insurance Service Representative)
  • TRA (Technology Resource Alliance)
What people say
Outstanding customer service Prompt responses Professional team Saved time and money Personalized solutions
Services
Personal Auto Insurance
Wilson Insurance Services provides customized personal auto insurance policies that protect against bodily injury, property damage, and uninsured drivers. Our clients receive comprehensive coverage options tailored to their specific needs while qualifying for available discounts through multi-policy bundling and safe driving practices. With 25+ years of industry experience, we secure competitive rates from top-rated carriers.
Home Insurance
Our HomeProtector policies offer extensive homeowners insurance coverage for residences in North Carolina, including protection for primary dwellings, personal property, and liability claims. Clients benefit from customizable endorsements, deductible options, and premium discounts while maintaining coverage for loss of use and medical payments to others during covered events.
Commercial Insurance
We provide comprehensive commercial insurance solutions for businesses in the Piedmont Triad region, including property coverage, general liability, workers compensation, and cyber liability protection. Our experienced team secures competitive rates for specialized coverage options like professional liability, surety bonds, and employment practices liability tailored to specific industry needs.
Life Insurance
Our life insurance services help clients protect their families' financial futures through term life, whole life, and universal life policies. We work with hundreds of top-rated carriers to offer affordable rates while providing professional guidance for selecting appropriate coverage amounts and policy structures suited to individual circumstances.
Disability Insurance
We offer competitive disability insurance policies that replace income when clients cannot work due to injury or illness. Our coverage options protect against financial hardship from prolonged disabilities affecting 35% of workers during their careers, ensuring policyholders maintain financial stability through premium coverage from reputable insurers.
People
Fletcher P. Wilson
Owner-Agent
With 25+ years in the insurance industry, Fletcher founded Wilson Insurance Services in 1998. Certified Insurance Counselor, he specializes in commercial lines and marketing strategies while maintaining deep expertise in risk management solutions for businesses.
Linda G. Welborn
Personal Lines Manager
Linda manages personal insurance services with 30+ years industry experience. Certified Insurance Service Representative since 1985, she coordinates home, auto, and specialty coverage solutions while providing exceptional client service for policyholders in North Carolina.
Lyn Lord
Commercial Lines Manager
Bringing three decades of insurance expertise, Lyn oversees commercial lines operations. She holds TRA professional designation and specializes in business insurance solutions, ensuring clients receive comprehensive coverage tailored to their specific industry requirements and risk profiles.
Questions
What types of insurance do you offer?
We provide personal insurance (auto, home, life, disability) and commercial insurance (property, liability, workers compensation) for clients in North Carolina.
How do you find competitive insurance rates?
As independent agents, we compare policies across multiple top-rated carriers to help clients find optimal coverage at competitive prices.
Can I get insurance if I have a pre-existing condition?
We work with carriers offering specialized life and health insurance options that accommodate pre-existing medical conditions while maintaining reasonable premium costs.
How quickly can you process an insurance claim?
We assist clients with immediate claims reporting and maintain hands-on follow-up to ensure timely resolution through recommended carrier representatives.
Do you offer cyber liability coverage for businesses?
Yes, our commercial insurance plans include cyber liability protection against data breaches and digital security risks for businesses in the Piedmont Triad.
Reviews (4)
Karina Bowen
Nov 05, 2024 Report
If I could give this place ZERO starts o would because they dont even deserve ONE! The lack of communication, professionalism, and appreciation for a loyal customer is unacceptable. I would never recommend this place to anyone. I was essentially left to figure everything out on my own. Thankfully, I found another company that helped me immediately and got me set up with an Erie policy within 15 minutes.

As long as you don't need anything from them, you're fine meaning if you don't get into an accident or need to switch insurance providers, you're good. If you can handle everything yourself, you're okay, but otherwise, beware. Ive been a loyal customer for 4 years, just paying my premium and not requiring any assistance. In early October 2024, I reached out to inquire about switching from National General to Erie.

On October 4th, Matt sent me a quote from Erie, but it was the wrong one with another driver's information. I pointed this out, and he resent the correct document. I reviewed it and everything seemed fine, but after two failed attempts to contact them, I sent an email on October 18th asking for a response because I had questions. Again this is after I left voicemails and called them. They never got back to me, and on a third attempt, I called and spoke to another Matt, (apparently there are several Matts) who assured me everything was set and that the Erie application had been submitted.

By November, I was ready to cancel my National General policy, trusting everything was taken care of. I decided not to renew with National, but I never heard back from Wilson Insurance or Matt. On November 4th, I had to chase them down again, and after back and forth phone calls they admit to never processing the application so I am later told that Erie was not accepting me because I live in a household with other drivers who have their own vehicles and insurance, we should also note that my name isnt on their titles.

And I want to make it clear that they only provided this information after I had to track them down, initiate every step/phone call and push for answers. At no point did they offer to help or show any concern that I was left without coverage. Actually I was offered State Farm through someone other than Wilson Insurance because they dont work with State Farm. I felt like they were just trying to get rid of me at this point, and trust me I didnt have any intention of wanting to do business with them after everything they just had me go through. The level of care at this place is shocking.
Venkata Challa
Apr 09, 2022 Report
Fletcher Wilson and his staff are courteous, prompt and knowledgeable. What more do you need in an insurance agency? I would recommend them without reservations.
Ben Leinbach
Nov 21, 2021 Report
I have used Wilson Insurance for years and they take good care of me. The staff is professional, friendly, and helpful and they provide excellent service. Definitely recommend.
Theodore Griesenbrock
Nov 07, 2021 Report
Working with Wilson Insurance make our lives significantly easier. They ensured we got all of the necessary and relevant coverage based on our properties, and ensured that if any disaster strike, we would be in great hands.