About Tailored Medicare

Guidance you can trust. Support you can feel.
Hi, I’m Cliff — founder of Tailored Medicare and a certified Medicare Broker. I’m here to help take the confusion and stress out of Medicare, so you can move forward with confidence and peace of mind.
At Tailored Medicare, you get step-by-step support at no cost to you. I help you understand your options, navigate the process, and select a plan that fits your life — not someone else’s.
Because when you feel informed, you feel in control. And that’s exactly what you deserve.
What Is a Medicare Broker?
As a Medicare broker, I’m contracted with most of the Medicare Advantage and Supplement plan providers in your area. That means I can offer you an unbiased comparison of all your options — not just one company’s plans.
Here’s the best part: I’m paid by the insurance companies, and I receive the same amount no matter which plan you choose. That helps ensure my focus stays on what truly matters — finding the right plan for you.
Your Step-by-Step Plan to Medicare Peace of Mind
Medicare can feel overwhelming — but I make the process simple and stress-free by walking with you, every step of the way.
Step 1: Let’s Connect
We’ll start with a friendly chat where I’ll learn about your needs — whether you’re retiring soon, transitioning from employer coverage, dealing with high-cost prescriptions, or just want help getting started.
Step 2: Personalized Research
I’ll dig into the details: checking which plans include your doctors, cover your medications, and align with your budget. I’ll also answer any questions you have along the way.
Step 3: Choose Your Plan
Once we’ve reviewed your options, I’ll help you select the plan that makes the most sense — and handle the application and enrollment for you.
Step 4: Follow-Up & Support
After you’re enrolled, I’ll check in to make sure everything is running smoothly. Have questions later? You’re never alone — I’m just a phone call away.
Step 5: Annual Check-Ins
Medicare plans can change each year — and so can your needs. That’s why I’ll reach out every year before the Annual Enrollment Period to help you review your coverage and make any updates.