Kyle Jacobs

Senior Advisor, Certified Medicare Planner

Scottsdale, AZ

Kyle became a Certified Medicare Planner because he is a Type 1 diabetic. He knows what it means to depend on a plan, and he takes that personally for every client he meets.

15Years

CertifiedMedicare Planner

Type 1Diabetic

500+5-Star Reviews

Talk with Kyle

45 minutes. Your questions, your situation, your plan. You will leave with clarity whether or not we work together.

You will leave your first meeting with answers. That is a promise, not a sales pitch.

We Got Your Message!

Someone from Kyle's team will be in touch within one business day.

Prefer to call? (602) 281-3898

Why Kyle

He does not start with your plan. He starts with how you are feeling.

Most advisors open with questions about your coverage. Kyle opens with "how are you doing?" He means it. He is a Certified Medicare Planner with 15 years of hands-on experience, but his real skill is meeting people where they are emotionally before he meets them where they are financially.

Kyle is a Type 1 diabetic. He knows firsthand what it means to depend on a plan working exactly as promised. That experience shapes how he approaches every client meeting. When a financially struggling senior walked in after being ignored by another advisor, Kyle's first words were "I'm so sorry, my friend. That's super difficult." Then he saved the client over $2,000 a year.

He will not rush you. He will not push you. But he will find things other advisors miss.

"I'm so sorry, my friend. That's super difficult."Kyle's opening to a grieving, struggling client, before any Medicare question was asked

"There are salespeople that will sell plans, and then there are advisors like myself that share plans."Kyle Jacobs, in a client meeting

What You Get

Your First Meeting with Kyle

Medicare Planning

Certified Medicare Planner with deep knowledge of enrollment timing, plan changes, and state-by-state rules like the birthday rule.

Legacy Planning

Helping families organize estate documents, update beneficiaries, and protect what they have built for the next generation.

Rightsizing Your Home

Your home is probably your largest asset. Kyle helps you think through when and how to sell, downsize, or restructure housing as part of a coordinated retirement and inheritance strategy.

Personal Understanding

As a Type 1 diabetic, Kyle knows what it means to depend on your coverage. He takes your plan personally.

The Conversation Most Advisors Skip

Your home is your largest asset. It should be part of your retirement plan.

Most retirement plans focus on savings accounts, Social Security, and Medicare. But for many families, the house is worth more than all of those combined. And yet almost nobody talks about it until there is a crisis.

Kyle helps clients think through what he calls rightsizing: not just downsizing, but making intentional decisions about housing that align with your income plan, your tax situation, and what you want to leave behind.

Sell too early and you might trigger capital gains you did not need to pay. Wait too long and the maintenance costs eat into your retirement income. Transfer it to your kids without a plan and they inherit a tax bill instead of a home. Kyle looks at the whole picture so you can make the right move at the right time.

What Kyle Helps You Think Through

01 When to sell, based on your income plan and tax bracket, not just the housing market
02 How to use the $250K/$500K capital gains exclusion before you lose eligibility
03 Step-up in basis rules: when keeping the home for your heirs actually saves them money
04 How proceeds from a sale can fund an income annuity, long-term care plan, or inheritance strategy
05 The real cost of staying: maintenance, property tax, insurance, and opportunity cost on equity

Client Reviews

What Families Say About Kyle

"Kyle has helped me several times and I love working with him. He explained everything in a simple manner that we all could understand. I am grateful to have Kyle looking out for us."

"Kyle was very knowledgeable in searching for a more reasonably priced Supplemental Insurance plan for myself, my husband, and my sister. He was successful in finding plans for all three of us."

"My wife and I always arrive apprehensive, insurance makes us nervous, but Kyle makes us feel at home and he is very knowledgeable about the various plans and pricing."

"Kyle explained what my current plan included and what it didn't. He then showed me what would be a much better policy at less cost to me and included more coverage."

500+ five-star reviews from verified clients

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Have questions about your retirement plan?(877) 220-1089

EQUAL HOUSING OPPORTUNITY

Kyle Jacobs is a licensed Arizona real estate salesperson (License #SA648076000) affiliated with Realty ONE Group, Scottsdale, AZ. Real estate guidance on this page is educational in nature. Any real estate services are provided separately through Realty ONE Group and are not part of the insurance or financial advisory services offered by American Retirement Advisors. Equal Housing Opportunity.