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Business Details
28 Years
experience
Your Trusted Oklahoma Insurance Partner
Gillispie Insurance has been dedicated to providing comprehensive insurance solutions for over 25 years. Our agency specializes in life, health, and annuity insurance, serving both individuals and small to mid-sized businesses. We represent multiple highly rated insurance companies, allowing us to tailor coverage to meet each client's unique needs. Our mission focuses on delivering personalized service and helping clients identify their insurance requirements to create plans that offer peace of mind.

With extensive experience in estate planning and employee benefits, we have built a reputation for exceptional client retention. Our team's expertise, developed through training with industry leaders like Mass Mutual and New York Life, ensures clients receive informed guidance. We prioritize understanding local market needs and maintain transparency in all our interactions. Our commitment to professionalism and client satisfaction has made us a trusted partner in the Oklahoma community.
Services
Life Insurance Health Insurance Fixed Annuities Long-Term Care Insurance Medicare Supplements Employee Benefits Dental Vision Insurance Disability Coverage
Details
  • Year established: 1998
Highlights and features
  • We offer 25+ years of insurance expertise and personalized service
  • Our team has placed some of Oklahoma's largest life insurance policies
  • We represent multiple insurers to find optimal coverage combinations
  • We maintain one of the industry's highest client retention rates
  • Our agents received formal training from Mass Mutual and New York Life
Services
Life Insurance
Life insurance provides financial protection for loved ones through income replacement, mortgage protection, and estate planning solutions. We offer term and permanent policies from multiple insurers to meet diverse client needs. Our experienced agents help determine appropriate coverage amounts based on individual circumstances.
Health Insurance
We provide individual and group health insurance plans that help manage healthcare costs while maintaining quality coverage. Our services include Medicare supplements and assistance navigating Affordable Care Act requirements. We help employers create competitive benefit packages to improve employee retention.
Fixed Annuities
Fixed annuities offer guaranteed growth and tax-deferred investment options for retirement planning. We help clients structure annuity products to provide lifetime income streams while navigating volatile economic conditions. Multiple carrier options ensure competitive rate selection.
Long-Term Care
Long-term care insurance helps cover assisted living facilities and home care services costs. We assist clients in selecting policies that address rising care expenses while preserving personal assets. Our solutions help maintain quality of life during retirement years.
Employee Benefits
We design comprehensive employee benefit packages including health, dental, and vision insurance. Our solutions help businesses attract and retain talent while managing costs. We specialize in creating affordable group plans for small and mid-sized employers.
People
Jay Gillispie
Owner
Jay Gillispie has 25+ years of insurance experience, specializing in life and health insurance. He holds a Bachelors of Science in Insurance from the University of Central Oklahoma. His expertise includes estate planning and employee benefits, with a track record of placing Oklahoma's largest life insurance policies.
Questions
What types of insurance do you offer?
We offer life, health, fixed annuities, long-term care, Medicare supplements, and employee benefit plans.
How do you help small businesses?
We create customized employee benefit packages to help small businesses attract and retain talent with competitive insurance options.
What makes your agency different?
We offer multi-carrier representation, 25+ years of experience, and personalized service with one of the industry's highest client retention rates.
How do you assist with retirement planning?
We provide fixed annuities with guaranteed growth and lifetime income options to help secure your retirement financial needs.
What experience do you have with estate planning?
We have placed some of Oklahoma's largest life insurance policies to help families with estate planning and wealth preservation.