About Us
Personal Guidance, Trusted Expertise—Right Here in Bend, Oregon
At Mountaintop Insurance Solutions, we specialize in helping individuals and families across Bend and Central Oregon make confident, well-informed decisions about their Medicare coverage. Founded by Jesse Zimmermann, a licensed independent Medicare broker with deep roots in the industry, our mission is to simplify the complex and provide honest, local guidance every step of the way.
Our Mission: Simplifying Medicare with a Personal Touch
Whether you’re turning 65, retiring soon, or already enrolled and seeking better options, Medicare can feel overwhelming. That’s where we come in. Jesse’s goal is simple: to take the confusion out of Medicare by providing clear, pressure-free education and personalized recommendations. You’ll never be rushed or sold—just supported by someone who cares about your well-being.
Our Experience: Over 20 Years of Family Knowledge in Medicare
With over two decades of family experience in Medicare, Jesse brings first-hand insight and generational expertise to every conversation. Mountaintop Insurance Solutions is built on a foundation of real-world knowledge, long-standing relationships with trusted carriers, and a deep understanding of the healthcare needs of Oregonians. This lived experience ensures that every client receives not only accurate information but advice that’s grounded in real results.
How We Help: Education First, Always
We believe that the best decisions are informed ones. That’s why we host free local Medicare education seminars and offer no-cost one-on-one consultations tailored to your specific situation. We’ll walk you through Medicare Advantage, Medicare Supplement Plans, and Prescription Drug Plan options, helping you compare benefits, costs, and provider networks in a straightforward, easy-to-understand way.
Why Clients Trust Us: Local, Responsive, and Relationship-Driven
As a local independent broker based in Bend, Jesse is not tied to any one insurance company. That independence gives us the freedom to put your needs first—always. Our clients appreciate our responsiveness, transparency, and commitment to being there not just during enrollment, but year after year. Many of our clients become long-term partners and friends, knowing they can call, text, or email us anytime they need support.
Let’s Make Medicare Simple—Together
When you work with Mountaintop Insurance Solutions, you’re not just hiring a broker—you’re gaining a knowledgeable partner who values honesty, clarity, and community. We’re proud to serve the people of Bend, Oregon with the integrity and personalized care they deserve.