Business Details
50 Years
experience
Your Trusted Insurance Partner in Shenandoah, IA
Wilson Insurance was founded in 1976 when Bob Wilson acquired Wally Chesshire Agency in Shenandoah, Iowa. Over the decades, we expanded through strategic acquisitions and relocated to our current address at 110 N Elm Street in 1983. Our team of six professionals, including four licensed agents, serves clients across Iowa, Missouri, Nebraska, South Dakota, Colorado, Arkansas, and Arizona. We specialize in commercial, home and auto, crop and farm, life and health insurance, leveraging relationships with over a dozen providers to deliver tailored coverage and competitive rates.Our commitment to treating customers like family remains central to our approach, ensuring personalized service and long-term trust. As an independent agency, we prioritize transparency and flexibility, adapting to evolving client needs while maintaining a focus on quality insurance solutions.
Services
Home Insurance
Auto Insurance
Business Insurance
Farm Insurance
Life Insurance
Crop Insurance
Bonding Services
Flood Insurance
Details
- Year established: 1976
Highlights and features
- We offer coverage through partnerships with over a dozen insurance providers.
- Our team includes 4 licensed agents with expertise in multiple insurance lines.
- We operate in 7 states, providing localized knowledge with broad geographic reach.
- Our agency has maintained family-like customer relationships since 1976.
- We specialize in both personal and commercial insurance solutions.
Services
Home Insurance
We provide comprehensive home insurance policies protecting against property damage, liability claims, and personal belongings loss. Our coverage options include standard homeowners policies and specialized protection for unique properties. With access to multiple insurers, we help clients find cost-effective solutions tailored to their specific needs and geographic risks.
Business Insurance
Our business insurance solutions protect companies against operational risks through customizable policies. Coverage includes property protection, liability insurance, workers' compensation, and specialized commercial packages. We serve businesses across multiple states, offering tailored solutions that adapt to industry-specific requirements and regulatory standards.
Farm Insurance
We offer specialized farm and crop insurance programs designed for agricultural operations. Our policies protect against crop loss, equipment damage, and liability risks. With experienced agents familiar with farming challenges, we provide coverage that addresses both traditional and modern agricultural needs across multiple Midwestern states.
Life Insurance
Our life insurance offerings include term and permanent policies to meet diverse financial protection needs. We help clients secure their family's future through customizable coverage amounts and policy structures. Our agents work with multiple carriers to find solutions that balance premium costs with long-term benefits.
Bonding Services
We provide bonding solutions for businesses and individuals requiring financial guarantees. Our services include contract bonds, license and permit bonds, and other surety products. With expertise in regulatory requirements, we help clients meet bonding obligations efficiently while maintaining competitive pricing.
People
Stephanie Osborn
Accounting/Owner
Stephanie manages accounting and payroll operations at Wilson Insurance. With prior nursing experience and community involvement in local organizations, she brings meticulous financial oversight and a personal touch to client interactions while balancing family life and outdoor activities.
Kathy Lightfoot
Agent/Crop Specialist
Kathy serves as our lead crop insurance specialist with decades of experience. She maintains long-standing relationships with farming clients and holds commercial/personal lines licenses. Her expertise combines agricultural knowledge with personalized insurance solutions for rural communities across multiple states.
Luke Ditmars
Agent
Luke specializes in home, auto, and commercial insurance while managing our digital presence. A Shenandoah native with diverse outdoor interests, he combines local market knowledge with modern insurance practices to deliver tailored solutions for both personal and business clients.
Curtis Osborn
Agent/Owner
Curtis brings extensive insurance and agricultural experience to our team. With prior roles as adjuster and inspector, he holds all major insurance licenses. Active in local sports and community organizations, he provides practical expertise for both urban and rural client needs.
Ali McDonald
Agent
Ali represents the third generation of family involvement in our agency. She combines insurance licensing with payroll/accounting responsibilities while connecting with clients through shared interests in family values and community heritage, maintaining a personalized approach to service.
Questions
What types of insurance do you offer?
We provide home, auto, business, farm, crop, life, health, bonding, flood, renters, and specialty insurance policies tailored to individual and commercial needs.
Are you licensed in multiple states?
Yes, we operate in Iowa, Missouri, Nebraska, South Dakota, Colorado, Arkansas, and Arizona with properly licensed agents in each jurisdiction.
How can I file a claim?
Contact us directly at 712-246-2336 or use our text line at 712-291-3701 for claims assistance during business hours.
Do you offer online payment options?
Yes, we provide secure online payment processing for policyholders' convenience through our website.
Can you help compare insurance rates?
As an independent agency, we access multiple carriers to help clients compare coverage options and pricing.
What experience does your team have?
Our agents collectively hold decades of local insurance expertise with specialized knowledge in agricultural, commercial, and personal lines coverage.
