Serving San Jose · Santa Clara · Sunnyvale · Cupertino

Turning 65 in the South Bay?
Let’s figure out Medicare.

Answer 4 quick questions and we’ll match you with the right licensed Medicare advisor for your situation — right here in the South Bay. Free, no obligation, no pressure.

Question 1 of 4
Question 1 of 4
When are you turning 65?
Within the next 3 months
3–6 months from now
6–12 months from now
I'm already 65 or older
Question 2 of 4
Do you currently have health coverage through a job?
Yes — through my own job
Yes — through my spouse or partner's job
No, I don't have employer coverage
I'm not sure
Question 3 of 4
Do you have doctors or specialists you want to keep seeing?
Yes — keeping my doctors is important to me
I'm open to switching if the plan is better
I'm not sure yet
Question 4 of 4
What matters most to you in a Medicare plan?
Predictable costs — no surprise bills
Flexibility to see any doctor I choose
Keeping my monthly premium as low as possible
Making sure my prescriptions are covered
Last step
Where should your local advisor reach you?

By submitting, you agree to be contacted by one licensed Medicare advisor serving your ZIP code. Privacy policy.

Here's what your advisor will focus on

After you submit, I’ll personally review your answers and connect you with a licensed Medicare advisor serving your ZIP code — usually within one business day.

Your answers

Turning 65
Current coverage
Keeping doctors
Top priority

Your advisor will make sure to cover

Your situation is unique — feel free to share anything that might help your advisor prepare for your conversation.

One advisor will reach out — no call centers, no spam, no pressure.

You’re all set!

I’ll review your answers and connect you with a licensed local advisor — usually within one business day. They’ll call you at the number you provided.

100% free
No cost to you, ever
Local only
South Bay advisors
1 advisor
Not sold to multiple agents
CA licensed
CMS-compliant
Your enrollment window opens 3 months before your 65th birthday. Missing it can mean permanent penalties.
Who I am

Hi, I’m James.

James, founder of South Bay Medicare Guide

Born and raised in the Bay Area. My parents immigrated here and built a life. When they turned 65, Medicare was a complete mystery to all of us. I learned the system for them, made sure they had the right coverage, and now I help other South Bay families do the same.

大家好,我是James,土生土长的湾区人。我的父母移民来到这里,努力打拼,建立了自己的生活。当他们65岁时,Medicare对我们全家来说都是陌生的。我陪着他们一步一步搞清楚,确保选对了保险。现在我希望帮助其他湾区家庭做同样的事。

Hola, soy James, nacido y criado en el Área de la Bahía. Mis padres emigraron aquí y construyeron una vida. Cuando cumplieron 65 años, Medicare era un completo misterio para toda nuestra familia. Aprendí el sistema para ellos, me aseguré de que tuvieran la cobertura correcta, y ahora ayudo a otras familias del South Bay a hacer lo mismo.

안녕하세요, 저는 James입니다. 베이 에어리어에서 나고 자랐습니다. 저희 부모님은 이민을 오셔서 열심히 일하며 이곳에서 삶을 일구셨습니다. 65세가 되셨을 때, 메디케어는 저희 가족 모두에게 낯선 제도였습니다. 저는 부모님과 함께 하나씩 알아가며, 올바른 보험을 선택할 수 있도록 도왔습니다. 이제 같은 상황에 있는 다른 가정들을 돕고 싶습니다.

How it works

Simple, personal, local

You shouldn’t have to figure out Medicare alone. Here’s what happens after you fill out the form.

1

Tell us your situation

Fill out the short form above. We ask when you’re turning 65, your ZIP code, and how to reach you. Takes about 60 seconds.

2

Get matched locally

We connect you with one licensed advisor who serves your ZIP code — not a call center, not a national hotline.

3

Have a real conversation

Your advisor walks you through Medicare Advantage, Medigap, and Part D options specific to your doctors, prescriptions, and budget.

What people are saying

The relief is real.

Medicare is confusing for almost everyone. Here’s what it felt like when it finally clicked.

I had been putting this off for months because it felt so overwhelming. After one conversation with my advisor, I finally understood what I needed to do. Felt like a weight off my chest.
LT
Linda T.
San Jose
My husband and I were so confused about whether we even needed Medicare yet. They explained everything clearly, no pressure at all. We wished we’d done this sooner.
SK
Susan & David K.
Cupertino
I didn’t know where to start. They walked me through everything step by step, and by the end I had a plan. I don’t know what I would have done trying to figure this out alone.
MG
Maria G.
Sunnyvale
What gets covered

The questions everyone turning 65 is asking

Your local advisor can walk through all of these — and answer questions specific to your situation, your doctors, and the plans available in your ZIP code.

  • When exactly is my enrollment deadline?
  • Medicare Advantage vs. Medigap — which is right for me?
  • Do my current doctors accept the plans available here?
  • What happens to my prescriptions under Part D?
  • I’m still working — do I even need Medicare right now?
  • How much will this actually cost me each month?

Ready to talk to someone?

Leave your number and a local advisor will reach out — usually within one business day.

By submitting, you agree to be contacted by a licensed insurance agent to discuss Medicare options. This is a solicitation for insurance.

✓ Got it! A local advisor will call you within one business day.

Common questions

Is this really free? How do you make money?+
Yes, completely free. If you enroll in a plan, the insurance carrier pays the advisor a commission — similar to how real estate agents work. You pay nothing extra.
Will I be pressured to buy something?+
No. The advisors we work with are independent — they represent multiple carriers and have no incentive to push one plan over another. Many people just want their questions answered, and that’s completely fine.
What if I still have employer insurance?+
The answer depends on your employer’s size and what you’re paying for coverage. Your advisor can help you figure out whether to enroll now or delay without penalty.
Why local? Can’t I just call 1-800-MEDICARE?+
You can — but they explain the rules, they don’t help you pick a plan. A local advisor knows which plans are in your specific ZIP code, which doctors are in which networks, and can meet you in person.