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Your Trusted Insurance Partner in Kansas City
At Plan To Win Insurance Agency, we are dedicated to helping individuals and families navigate the complexities of insurance with personalized, expert guidance. Founded by Duaine Owings, a licensed agent with over 30 years of experience in life and health insurance, our agency specializes in Medicare Advantage plans, Medicare Supplements, Part D, and other senior insurance products. We prioritize understanding each client's unique needs to create tailored solutions that align with their financial and health goals.

Our mission is to serve as a trusted lifetime resource, providing clarity and confidence in insurance decision-making. With licenses in Missouri and Kansas, we operate virtually and through personal consultations, serving clients in the Kansas City area and beyond. Our commitment to integrity, transparency, and client-centric service has earned us long-term relationships and referrals from satisfied clients spanning decades.
Services
Medicare Supplemental Insurance Health Insurance Life Insurance Employee Benefits Travel Insurance
Highlights and features
  • We offer over 30 years of experience in senior healthcare insurance.
  • Our personalized approach ensures plans align with your specific needs.
  • No high-pressure sales tactics or unnecessary insurance recommendations.
  • We provide lifetime support and ongoing guidance for policy adjustments.
  • Our team holds active licenses in Missouri and Kansas for regulatory compliance.
What people say
Most caring and understanding Knowledgeable without equal No high pressure tactics Go to bat for you Great integrity and honesty
Services
Medicare Supplemental Insurance
Medicare Supplemental Insurance helps cover out-of-pocket costs for Original Medicare. We offer tailored Medigap plans to reduce copayments, coinsurance, and deductibles. Our experts guide clients through plan comparisons to ensure financial protection.
Health Insurance
We provide comprehensive health insurance solutions for individuals and families. Our services include evaluating coverage options, comparing premiums, and selecting plans that balance cost and benefits. We prioritize plans that meet long-term healthcare needs.
Life Insurance
Our life insurance services include term and permanent policy evaluations. We help clients determine appropriate coverage amounts and beneficiaries while considering estate planning and financial security goals. We work with top-rated carriers for reliable protection.
Employee Benefits
We assist businesses in designing competitive employee benefit packages. Our services include health, dental, and retirement plan evaluations tailored to company size and budget. We provide ongoing support for enrollment and policy management.
Travel Insurance
Travel insurance protects against unexpected trip cancellations, medical emergencies, and lost luggage. We offer policies for domestic and international travelers, ensuring peace of mind during journeys. Our team explains coverage limits and exclusions clearly.
People
Duaine Owings
Founder & Licensed Agent
With over 30 years in life and health insurance, Duaine founded Plan To Win Insurance Agency to simplify insurance decisions for seniors. Licensed in Missouri and Kansas, he specializes in Medicare solutions and prioritizes client education.
Questions
What insurance services do you specialize in?
We specialize in Medicare Advantage, Supplements, Part D, health, life, employee benefits, and travel insurance for individuals and businesses.
How do you help with Medicare enrollment?
We provide free consultations to compare plans, explain coverage options, and assist with enrollment in Medicare Advantage or Supplement plans.
Are your services free for clients?
Yes, our consultation and plan selection services are free. We earn commissions from insurance companies when clients enroll through us.
Do you serve areas outside Kansas City?
While based in Kansas City, we offer virtual consultations and represent carriers available in multiple states for flexible coverage options.
How can I schedule a consultation?
Click our 'Schedule a Meeting' link or call (816) 224-9466 to book a virtual, phone, or in-person appointment with our team.
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