Your trusted guide to insurance and financial protection

At David S. Stockdale & Associates, we are guided by the following principles:

Integrity: We uphold the highest standards of honesty and transparency in everything we do.
Customer Care: Our clients are at the heart of our business, and we’re here to support them every step of the way.
Innovation: We continually look for new ways to improve our products and services, ensuring our clients receive the best solutions available.
Responsibility: We take our role in the community seriously, offering products that protect and promote well-being for all.

Since 2008, David has worked closely with financial advisors and business professionals to provide tailored health insurance solutions that integrate seamlessly with broader financial planning strategies.

Specializing in individual health insurance and Medicare Supplement coverage, he helps clients make informed decisions to protect their health and financial well-being.

Before becoming an independent health insurance broker, David spent over a decade in the banking industry, holding leadership roles at Fifth Third Bank and Union Federal Bank. His background in branch management and as a Product Specialist gave him a deep understanding of financial services, which he now leverages to support professionals advising clients on retirement, investments, and healthcare planning.

Since launching his own business, David has expanded into 29 states, building a strong network of clients and industry professionals. He specializes in Medicare Supplements, prescription drug coverage, dental insurance, short-term medical plans, and individual health insurance with multiple carriers.

David holds a Bachelor of Science in Business with concentrations in Marketing, Marketing Distribution, and International Studies from Indiana University’s Kelley School of Business. He also earned a Master of Arts in International Relations from the University of Indianapolis.

Fluent in both English and Spanish, David is committed to providing exceptional service to a diverse range of clients and professionals.

Why choose us for your insurance needs?

Personalized coverage

We offer insurance plans designed to fit your specific needs, ensuring you get the best coverage at the right price.

Trusted by thousands

Our reputation is built on trust, with thousands of satisfied clients who rely on us for protection and support.

Rapid Answers

Experience a hassle-free consultation. Get quick and direct answers to your questions.

Direct Support

Call me directly and speak to a real person who knows your coverage.

Expert Medicare Guidance You Can Trust

I provide straightforward, personalized recommendations so you get the right coverage—without the confusion or pressure.

Personalized Service

With 18+ years of Medicare expertise, I take time to understand your unique needs and recommend plans that truly fit—no cookie-cutter solutions or sales pitches.

Responsive Support

Get clear answers when you need them. I'm accessible by phone or email, providing prompt responses and ongoing support long after you're enrolled.