
My name is Jake Conahan, I'm a Florida native and Army Vet.
For the past 3 years, I’ve helped nearly 1,000 seniors navigate Medicare as they turn 65.
What I’ve learned is this: Most people don’t struggle because Medicare is complicated… they struggle because they’re overwhelmed with conflicting information and dishonest marketing.
That’s exactly why I created this Florida Turning 65 Guide.
I wanted one clear, straightforward resource that explains the most common scenarios, misunderstandings, and decisions you’ll face when enrolling in Medicare (without sales pressure or confusing language)
My goal is simple:
To make sure you feel confident and informed when making your Medicare decision.
I’m grateful you chose to download this guide, and I look forward to helping however I can.
— Jake Conahan
2-15 Licensed Florida Medicare Advisor
Founder of Behoovest Retirement Planning
When To Enroll
Qualifying For Discounts
Finding The Right Network
Food Card & Extra Help Eligibility
Should You Enroll At 65?
Keeping Your Favorite Doctors
Getting The Lowest Cost For Prescriptions
Medigap & Advantage: Which Is Right For You
Finding The Right Network
Food Card & Extra Help Eligibility
Qualifying For Discounts
Keeping Your Favorite Doctors
Getting The Lowest Cost For Prescriptions
Medigap & Advantage: Which Is Right For You