Midland
Senior Care
Insurance
Midland Senior Insurance is your trusted partner in navigating all things Medicare. With over 30 years experience in the insurance industry, we are a family owned and operated business right out of North County San Diego. We’re also licensed in several other states—including Nevada, Arizona, Oklahoma, Texas, and Tennessee—so if you relocate, we’re still here to support you. We specialize in helping individuals understand and enroll in Medicare plans that fit their health needs and budget—whether it's Medicare Advantage, Supplement (Medigap), or Part D prescription coverage.
SERVICES
Expert Medicare Assistance
Medicare Plans
Our experienced team provides personalized guidance on various Medicare plans, including Medicare Advantage, Part D, and supplemental plans all year long. We help you navigate the complexities of Medicare to find the most suitable coverage for your healthcare needs and budget.
Dental Plans
Our goal is to provide access to quality dental care through affordable and flexible coverage options. We work with leading insurance carriers to ensure clients receive comprehensive benefits, including preventive care, basic services, major procedures.
Open Enrollment Support
During the open enrollment period, we offer comprehensive support to help you explore and choose the best Medicare plan for the upcoming year. Our goal is to ensure that you have the information and assistance needed to make informed decisions about your healthcare coverage.
No Cost Consultations
We provide consultations at no cost to you to discuss your Medicare options and address any questions or concerns you may have year round. Our team is dedicated to offering transparent and honest advice to help you make well-informed choices about your Medicare coverage.
Committed to Seniors' Well-being
30+
Years of Experience
2K+
Satisfied Clients
10+
Insurance Partners
ABOUT US
Meet Jack & Annette Midland – Founders of Midland Senior Care Insurance
Jack and Annette Midland are the heart behind Midland Senior Care Insurance, a family-run agency founded in 2007 with one clear mission: to help seniors find peace of mind through the right Medicare coverage.
With over 30 years of experience in the insurance industry, Jack has dedicated his career to guiding clients through the complexities of health insurance. In 2007, after Jack suffered a life-changing heart attack,
Annette stepped in to join him full time—and together, they built a business rooted in compassion, trust, and personal experience.
Because they’ve lived through a medical crisis themselves, Jack and Annette understand just how important it is to be prepared for the unexpected. They’ve spent the past two decades helping seniors across the community make informed Medicare decisions.
Meet Jackie Midland – Licensed Medicare Broker at Midland Senior Care Insurance & Advocate for Senior Health.
Jackie Midland brings a unique blend of expertise and heart to her role as a licensed Medicare Broker. As the newest member of the family business, Jackie is passionate about helping seniors navigate their Medicare options with clarity and confidence.
With a background as a Registered Dietitian and a career rooted in healthcare and long-term care, Jackie has spent years working in nursing homes, supporting the health and well-being of older adults. Her experience gives her a deep understanding of the challenges seniors face—and the importance of having the right coverage to support their health goals.
Jackie is excited to continue serving the senior community by making Medicare simple, personal, and empowering. Whether you're just turning 65 or looking to review your plan, Jackie is here to help you find the coverage that fits your unique needs and lifestyle.
Dedicated to Senior Healthcare
Client Testimonials
CONTACT US
Get in Touch
Location: Inside Fischer & Ritchey LLP office 950 Boardwalk, Suite 201, San Marcos, Ca 92078
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