Rooted in Family Experience. Grounded in Central Oregon.
We started Mountaintop Insurance Solutions to provide the kind of patient, thoughtful Medicare guidance we'd want for our own family.
Meet Jesse
I didn't just learn about Medicare from a textbook. I grew up with it.
With two decades of family experience in the Medicare insurance space, I've seen firsthand how confusing and overwhelming the transition to Medicare can be. When people turn 65, their mailboxes are flooded with flyers and their phones ring with calls from national call centers. Everyone seems to have an opinion on what they should do.
It's too much pressure.
I founded Mountaintop Insurance Solutions here in Bend because I believe there's a better way. A way that involves sitting down over a cup of coffee, looking at your specific situation, and simply explaining the options. No rush. No aggressive sales tactics. Just clear, grounded education.
"My goal isn't to sell you a policy. My goal is to make sure you fully understand your healthcare options so you can make a confident decision for your retirement."
Our Approach
We are an independent agency. This means we aren't bound to one single insurance carrier.
Instead, we have access to many different plans available throughout Deschutes County and Central Oregon. We look at your doctors, your prescriptions, and your lifestyle, and help you compare the options side-by-side. Whether you're right here in Bend, up in Redmond, out in Sisters, or down in La Pine, you'll get the same local, personalized service.
We're your neighbors, and we treat you like it.


In the Community
Showing Up — Not Just at the Office
You'll find Jesse at local health fairs, senior expos, and community events around Bend and Central Oregon. Because the best Medicare education doesn't always happen behind a desk.
These events are a chance to answer questions in person, meet neighbors who are approaching Medicare for the first time, and make sure people know they have a local, independent resource right here in town — not a 1-800 number.
If you see us out in the community, stop by. No appointment needed.