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Your Trusted Insurance Partner in Wytheville, VA & Burlington, NC
Lester Insurance Group has upheld a long tradition of customer service since 1880, offering personalized insurance solutions across North Carolina and Virginia. Our team of agents, many with over 25 years of experience, specializes in tailoring coverage to meet individual and business needs, ensuring clients receive optimal protection and competitive rates. We prioritize understanding unique client requirements, addressing coverage gaps, and delivering customized plans for homes, vehicles, businesses, and specialized risks.

Our commitment to excellence extends to employee benefits programs, designed to attract and retain talent while providing financial security. As an independent agency, we partner with top-rated national and regional carriers, giving clients the power of choice and access to comprehensive solutions. With offices in Wytheville, VA, and Burlington, NC, we treat every client like family, combining generational expertise with modern risk management strategies to protect what matters most.
Services
Personal Insurance Business Insurance Specialty Insurance Employee Benefits Commercial Umbrella Insurance Cyber Liability Insurance Workers Compensation Insurance Homeowners Insurance Commercial Property Insurance Auto Insurance
Highlights and features
  • We offer choice through partnerships with top-rated national and regional insurance carriers.
  • Our agents have decades of combined industry experience and local market knowledge.
  • We provide personalized service, treating clients like family rather than policy numbers.
  • We specialize in addressing unique risks with customized insurance solutions.
  • We guarantee transparent communication and competitive pricing for all coverage options.
Services
Personal Insurance
We provide tailored personal insurance solutions protecting homes, vehicles, and valuable possessions across Virginia and North Carolina. Our policies address unique risks like natural disasters, liability claims, and specialty assets such as classic cars. With replacement cost coverage and optional umbrella policies, we ensure comprehensive protection while helping clients navigate claims efficiently.
Business Insurance
Our business insurance packages safeguard companies against property damage, liability claims, and operational disruptions. We offer BOP policies, cyber liability coverage, and industry-specific solutions for sectors like trucking, manufacturing, and healthcare. With access to 300+ partner agencies, we design cost-effective plans that protect assets and income streams.
Specialty Insurance
We address unique risks through specialized insurance for distilleries, wineries, adventure businesses, and high-net-worth individuals. Our team understands complex exposures in industries like warehousing, construction, and entertainment, providing bespoke policies that standard carriers often exclude.
Employee Benefits
We design competitive benefits packages including health, dental, and disability insurance to help businesses attract and retain talent. Our voluntary coverage options and compliance support reduce employer costs while enhancing employee financial security and workplace satisfaction.
Commercial Umbrella Insurance
This supplemental coverage extends protection beyond standard policy limits for businesses facing catastrophic claims. We help clients structure umbrella policies to cover lawsuits, property damage, and liability risks exceeding primary insurance thresholds, ensuring financial stability during crises.
People
Steve Lester
President
Fifth-generation insurance leader with over 30 years of experience in commercial risk management and agency operations.
Drew Lester
Chief Financial Officer
Manages financial operations with expertise in insurance accounting and strategic resource allocation for long-term agency growth.
Hardy Lester
Vice President
Specializes in commercial lines and transportation insurance, leveraging 25+ years of industry knowledge to develop tailored risk solutions.
Tiffany Manuel
CSR-Personal and Commercial Lines
Provides client support with a focus on policy customization and claims advocacy, ensuring personalized service for individual and business clients.
Dylan Thomson
Personal/Commercial Lines Producer
Helps clients navigate insurance options with expertise in both personal risk protection and small business coverage requirements.
Questions
What types of insurance does Lester Insurance Group offer?
We provide personal insurance (auto, home, life), business insurance (BOP, cyber liability), specialty coverage (distilleries, wineries), and employee benefits programs.
Why choose an independent insurance agency?
As an independent agency, we access multiple carriers to find competitive pricing and customized coverage options tailored to your specific needs.
How can I get an insurance quote?
Visit our website's Get Quote page or contact us directly at 276-663-1568 for personalized assistance with policy options and pricing.
Do you serve clients outside Wytheville and Burlington?
Yes, we serve clients throughout Virginia and North Carolina, with specialized programs available for unique risks across various industries.
What sets Lester Insurance apart from competitors?
Our fifth-generation expertise, local market knowledge, and commitment to treating clients like family create lasting partnerships and superior service.
How do I file a claim?
Contact your assigned agent or call our office directly for guidance through the claims process with your specific insurance carrier.