Meet
Jesse Zimmerman
Medicare Advisor
Bio
Jesse Zimmermann is the heart and soul behind Mountaintop Insurance Solutions. With a family legacy of over two decades in Medicare insurance and a commitment to excellence, Jesse has earned a reputation for integrity, expertise, and personalized care in Central Oregon and beyond.
Jesse believes that Medicare is more than just plans and policies—it’s about people. He prioritizes building relationships and ensuring clients feel supported and informed while navigating their healthcare options. Whether it’s answering a quick question or guiding someone through a complex decision, Jesse’s approachable style and in-depth knowledge make the process simple and stress-free.
If you can’t reach Jesse by phone or email, you might find him enjoying the natural beauty of the Pacific Northwest. Whether hiking a scenic trail with his family and dogs, whitewater rafting one of our many rivers, or enjoying a day snowboarding with his friends, Jesse finds inspiration and balance in the outdoors.
Company
Mountaintop Insurance Solutions is your trusted guide to Medicare, rooted in the heart of Central Oregon’s vibrant community. With a mission to simplify the Medicare process, we provide personalized support in an ever-changing healthcare landscape, helping clients make confident decisions for their future.
Our approach combines expertise with genuine care for our client's future. We specialize in all things Medicare, including Medicare Advantage, Prescription Drug Plans, Medicare Supplement coverage, and all of the additional products to complement your coverage. Being an independent insurance agency allows us to partner with many of the different insurance carriers to offer tailored solutions for our clients.
At Mountaintop Insurance Solutions, we believe Medicare is more than just a policy—it’s peace of mind. Whether you're new to Medicare or reevaluating your options, our compassionate guidance ensures you feel informed and supported every step of the way.
Let us help you navigate the path to clarity and confidence in your healthcare journey.
Remarkable Difference
Mountaintop Insurance Solutions stands out with its personalized, community-focused approach to Medicare, offering tailored coverage and expert guidance. As an independent agency, they work with multiple carriers to simplify the Medicare process, ensuring clients make confident, informed healthcare decisions.
Testimonials
“Jesse is one of a kind! We sure don’t see them like this anymore! He is so caring, easy to talk to & so knowledgeable when helping on insurance needs! Also he is a text or phone call away! You never have to wait to hear back from him! So thankful I met him & he was able to get my insurance in order. You will be Lucky to have him on your side just like I am!!
– Tina Thompson
“Jesse Zimmermann has been an amazing medicare resource/coach for me. For months, I attempted to work with several others before I found Jesse but I was completely frustrated and lost in the whole Medicare process. Then Jesse was highly recommended to me by somebody I hold in high regard. I contacted Jesse and he has completely held my hand from start to finish and continues to be very impressively proactive. If I do have questions, he responds immediately and takes charge to sort out my problems. I have nothing but praise for Jesse Zimmerman’s work ethic, professionalism and expertise and quite frankly who he is as a person. I highly recommend Jesse for all your Medicare needs.
– Stacia Brock
“I’ve been working with Mountaintop Insurance Solutions for a few years now. Jesse Zimmerman is my account manager for my Medicare insurance. Jesse is amazing, kind, thoughtful and goes the extra mile. I am a younger person on Social Security Disability, Jesse has taken his time to find what fits needs completely. I recently moved from Central Oregon to the Portland metropolitan area… within days he helped me accomplish the change of insurance with the best possible outcome.
If you are looking for a Medicare advisor, Jesse Zimmerman is your guy! I can’t recommend him enough!”
– Molly Ferris