Business Details
15 Years
experience
Your Trusted Insurance Partner in Osage Beach, MO
Jennings Insurance Group has been dedicated to providing comprehensive insurance solutions since 2007, with a focus on empowering seniors and families through personalized guidance. Our expertise spans Medicare health plans, life insurance, retirement income planning, and employee benefits, helping clients navigate complex insurance landscapes with confidence. We pride ourselves on building long-term relationships through face-to-face consultations, ensuring clients understand their options and select coverage that aligns with their unique needs.Our team stays at the forefront of industry changes, from Affordable Care Act compliance to estate planning strategies, to deliver actionable solutions. With decades of combined experience, we prioritize transparency, client education, and advocacy, whether assisting with prescription discounts or designing legacy protection trusts. Our commitment to community engagement and legislative advocacy further underscores our mission to make insurance accessible and meaningful for every client.
Services
Medicare Health Insurance
Life Insurance
Retirement Income Planning
Employee Benefits
Estate Planning
Health Insurance
Annuities
Dental & Vision Plans
Details
- Year established: 2011
Highlights and features
- We offer 15+ years of experience specializing in senior health insurance solutions
- Our team provides personalized face-to-face consultations for complex insurance decisions
- We maintain active legislative advocacy roles to protect client interests
- Our agents hold specialized certifications in estate planning and retirement strategies
- We combine local expertise with national industry knowledge for comprehensive guidance
What people say
Personalized assistance
Knowledgeable team
Clear explanations
Reliable guidance
Lifelong client relationships
Services
Medicare Health Insurance
We specialize in Medicare Advantage, Supplement, and Part D plans tailored to individual healthcare needs. Our experts analyze prescription requirements, provider networks, and budget considerations to help clients select optimal coverage. With annual plan reviews and enrollment assistance, we ensure clients maintain appropriate protection through changing life stages.
Estate Planning
Our Certified Estate Planners design customized trusts and wills to preserve family wealth across generations. Services include trust administration, probate avoidance strategies, and tax-efficient transfer planning. We coordinate with legal professionals to ensure documents meet state requirements while protecting clients' legacy intentions.
Retirement Income Planning
We develop sustainable income strategies combining Social Security optimization, annuity products, and tax-efficient withdrawals. Our approach balances market growth potential with principal protection to maintain purchasing power throughout retirement. Regular portfolio reviews ensure alignment with evolving market conditions and personal circumstances.
Employee Benefits
We design comprehensive benefits packages for employers, including health insurance, dental/vision plans, and retirement solutions. Our services cover ACA compliance, level-funded plan options, and voluntary benefits like critical illness coverage. We provide ongoing support for enrollment, claims assistance, and plan modifications.
Life Insurance
We offer term, whole, and universal life insurance solutions with living benefit riders for critical illness coverage. Our specialists explain policy features, premium structures, and cash value accumulation options to help clients select appropriate protection for family security or business continuity needs.
People
Becki Jennings
CEO
With over 15 years in insurance, Becki founded Jennings Insurance Group in 2011 after returning to Missouri. She specializes in senior benefits and serves as Legislative Chair for the Central Missouri NAHU chapter, advocating for Medicare policy improvements.
Ashley Wall
Agency Manager
A Western Illinois University graduate, Ashley brings decade of HR and employee benefits experience. She manages agency operations while maintaining active involvement in Lake Ozark community organizations and NAHU membership.
Dennis Croegaert
Legacy Planning Coordinator
As one of Missouri's eight Certified Estate Planners, Dennis specializes in trust administration and estate document preparation. He combines technical expertise with personalized guidance to protect clients' legacies through customized planning solutions.
Chelsea Witt
Health Benefits Director
Chelsea focuses on individual and employee health coverage solutions. With prior administrative management experience, she builds long-term client relationships while balancing agency operations and weekend music performances at local venues.
Amy Churchwell
Retirement Services
Amy contributes 36 years of financial services experience from Russell Investments and Bank of America Private Bank. She specializes in retirement planning and trust services, leveraging her institutional knowledge to benefit individual clients.
Questions
What Medicare plan options do you help with?
We assist with Medicare Advantage, Supplement, and Part D prescription plans. Our specialists explain coverage differences, network limitations, and cost structures to help you choose appropriate protection.
How do you help clients with Affordable Care Act compliance?
We explain ACA requirements, determine eligibility for tax credits, and help individuals and employers implement compliant coverage solutions while minimizing penalties.
Can you assist with employer group benefits?
Yes, we help businesses design health insurance packages, implement level-funded plans, and select voluntary benefits while ensuring ACA compliance and cost-effectiveness.
What estate planning services do you offer?
Our Certified Estate Planner coordinates trust creation, will preparation, and legacy protection strategies tailored to your family's needs and financial objectives.
Do you provide face-to-face insurance consultations?
Yes, we prioritize in-person meetings to thoroughly explain coverage options, answer questions, and build long-term client relationships based on trust and understanding.
How do you stay updated on insurance regulations?
Our team maintains active memberships in professional organizations like NAHU and participates in legislative advocacy to stay current with regulatory changes affecting client coverage.
