Licensed Medicare Educator · Arizona & California

Medicare coverage
made simple for you.

Education, not persuasion. I help retirees and pre-retirees navigate Medicare Advantage, Supplement, and Part D plans — finding the right fit for your health and needs with zero pressure.

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$0 Plans Available
10+ Top Carriers
AZ·CA Licensed & Serving
Jake Strachan, Medicare Educator

What I Offer

Coverage options tailored to your needs

Every situation is unique. I take time to understand yours before making any recommendations.

Medicare Advantage

All-in-one plans that bundle hospital, doctor, and often prescription coverage — many with $0 premiums, dental, vision, and hearing benefits included.

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Medicare Supplement

Medigap plans fill the coverage gaps Original Medicare leaves behind — helping you avoid surprise copayments, coinsurance, and deductible costs.

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Part D Drug Plans

Standalone prescription drug coverage designed to lower what you pay at the pharmacy — from brand-name medications to generics at participating pharmacies.

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Dental, Vision & Hearing

Standalone dental, vision, and hearing plans to complement Original Medicare — or I can help you find an Advantage plan that bundles these benefits in.

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Critical Illness

A lump-sum benefit paid directly to you upon diagnosis of a covered illness like cancer, heart attack, or stroke — to use however you need it most.

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Why Work With Me

Your interests come first. Always.

I'm an independent broker — not tied to one carrier — which means I'm on your side and help you shop multiple plans to find what's right for you.

01

Education-First Approach

I explain your options in plain language so you can make a confident, informed decision — no pressure, no rush.

02

Independent Agent

I work with all the major carriers in Arizona and California, which means I compare plans across the market and recommend what fits your situation — no incentives.

03

No Cost to You

My services are free. Carriers pay me a commission — you pay the same plan price whether you use an agent or not. There's no reason not to have a guide.

04

Annual Plan Reviews

Medicare plans change every year. I proactively review your coverage each fall to make sure your plan still fits — and help you switch if there's a better option, or your current plan changes.

Jake Strachan, Medicare Educator
100% Independent & Unbiased

About Me

Jake Strachan
Medicare Educator

Born and raised in Monterey County, I grew up surrounded by the hardworking people of the Salinas Valley — farmers, friends, and families who built their lives through honest work. That upbringing shaped how I approach everything I do: straightforward, and with genuine care for the people in front of me.

I started SixtyFive Solutions because I believe every person approaching Medicare deserves a trusted guide — not a salesperson pushing a quota. Having worked in insurance since the beginning of my career, I've seen firsthand how confusing and stressful this process can be.

My philosophy is simple: education, not persuasion. I take time to explain the differences between plans, answer any questions you may have, and understand your needs, wants, doctors, and prescriptions before any recommendations.

I proudly serve retirees and pre-retirees throughout Arizona and across California — including the Salinas Valley and Monterey County communities I call home.

Life & Health Insurance Licensed — Arizona & California
AHIP Certified

Where I Work

Rooted in California. Available anywhere.

I serve retirees and pre-retirees throughout California and Arizona — in person, and by phone or video whenever that works better for you.

Bixby Bridge, Big Sur — Monterey County coastline
Hometown roots

California

Born and raised in Monterey County — and I come back whenever a client needs me. Whether it's a kitchen table meeting in Salinas, a coffee shop in Carmel, or a quick check-in over the phone, I'm here for the Central Coast community I grew up in.

  • Salinas
  • Monterey
  • Carmel
  • Pacific Grove
  • Marina
  • Castroville
Downtown Phoenix skyline at sunset
Also licensed

Arizona

Serving the Greater Phoenix Area with in-person meetings at your home, a local coffee shop, or my office. Whatever puts you most at ease — that's where we meet.

  • Phoenix
  • Scottsdale
  • Chandler
  • Tempe
  • Mesa
  • Gilbert

Client Reviews

What clients are saying

Real people, real results. Add your own Google or Facebook reviews here.

★★★★★

Jake made the whole Medicare process so easy to understand. He explained all my options clearly and found me a plan with great coverage — and no monthly premium. I felt like he genuinely cared about what was right for me.

JD
Jane D.
Phoenix, AZ · Medicare Advantage
★★★★★

I was so confused about Medicare when I turned 65. Jake walked me through everything step by step and made sure I didn't miss any enrollment deadlines. He even followed up to make sure everything went smoothly.

RM
Robert M.
Scottsdale, AZ · Medicare Supplement
★★★★★

Jake reviewed my existing plan during open enrollment and found me a better option that saved me money on my prescriptions. The fact that his help is free makes it a no-brainer. Highly recommend.

LK
Linda K.
Chandler, AZ · Part D + Supplement

Get In Touch

Let's find the right plan for you

Free consultation with no obligations. I'll answer any questions you have.

Ready to talk Medicare?

Whether you're turning 65, losing employer coverage, or just wondering if there's a better plan out there — I'm here to help. My services are always at no cost to you.

Phone / Text (602) 492-3886
Email jstrachan@sixtyfivesolutions.com
Serving Arizona & California

Your information will never be shared or sold. This is a solicitation for insurance. By submitting, you consent to be contacted by a licensed insurance agent.