Some people fix their own cars. Others build their own furniture. Some even install their own
ceiling fans (fingers crossed).
And then there are the Medicare DIYers—well-meaning folks who decide to figure it all out
themselves when turning 65.
We get it. You’ve been independent your whole life. You’ve made big decisions before. How
hard could Medicare be?
Truth is, Medicare is one of the most complicated “systems” you’ll ever try to assemble. It comes with parts (A, B, C, D), penalties, timelines, coverage gaps, plan choices, prescription
drug rules, income-related costs, and dozens of enrollment paths. And unfortunately, the wrong
turn could cost you for years.
This blog is for those of you who are doing your homework, asking the right questions, and
trying your best to get it right. We’re not here to criticize—we’re here to help you avoid the most
common DIY Medicare mistakes.
One of the biggest myths in the Medicare world is that “there’s one best plan” or “everyone
should do the same thing.” That’s simply not true.
Your work status, income level, health conditions, doctors, prescriptions, travel habits,
and budget all affect what’s best for you.
Many DIYers read a few blogs or watch a couple YouTube videos and assume they’ve got the full picture. But those general guides don’t know:
- That your employer coverage ends on your 65th birthday,
- That your heart specialist is out-of-network for some Advantage plans,
- Or that you’re taking a brand-name medication that’s not covered under certain drug plans.
A licensed Medicare advisor looks at the whole picture.
A search engine just gives you part of it.
A search engine just gives you part of it.
Medicare Is Not One-Size-Fits-All
Missing Deadlines = Lifelong Penalties
The Initial Enrollment Period (IEP) starts three months before you turn 65. Miss that? You may
owe penalties for:
- Part B (medical insurance) – 10% for every year you delay
- Part D (prescription drug coverage) – 1% for every month late
If you’re still working, you might be able to delay—but only if your employer coverage qualifies.
Many DIYers assume they can wait because they have insurance, only to find out too late that
their employer plan wasn’t considered “creditable.”
Professional help costs nothing—and can save you from expensive surprises.
Common Medicare DIY Mistakes
Here are some of the biggest pitfalls we see from Medicare do-it-yourselfers:
Not understanding the difference between Medicare Advantage and Medicare Supplement (Medigap) leads many to enroll in a plan that doesn’t meet their needs—or costs them more in
the long run.
Enrolling in the Wrong Plan
Many DIYers pick the cheapest Part D plan—only to find out it doesn’t cover their specific
medications, or charges very high copays.
Assuming All Drug Plans Are the Same
As mentioned, penalties are real—and permanent. Even if you’re healthy now, skipping Part D
can cost you later.
Missing the Part B or D Enrollment Window
Some people choose a high-premium Medigap plan when they could get the same results with a High-Deductible G or Medicare Advantage plan based on their health history.
Overpaying for Unused Coverage
Plans have different rules when it comes to state-to-state coverage or emergency care when
traveling. Not all Advantage plans are created equal.
Ignoring Travel or Snowbird Needs
There’s a Lot of “Medicare Misinformation” Out There
DIYers often turn to:
- Their friend down the street (“I heard you just need Plan G and that’s it”).
- Their brother-in-law (“I never signed up for Part D and I’m fine”)
- Internet forums (“Medicare Advantage is a scam!”)
The truth is, everyone’s situation is different. And what worked for your neighbor might be a
poor fit for you.
Worse yet, there’s a lot of outdated info online. Plan benefits, costs, and rules change every year.
You Can Still Be Independent—With a Little Guidance
Let’s be clear: Getting professional Medicare help doesn’t mean you’re giving up control.
Let’s be clear: Getting professional Medicare help doesn’t mean you’re giving up control.
- Has access to all the current plans in your area
- Can run your medications through every plan’s formulary
- Knows how your doctor network works
- Helps you compare side-by-side costs (premiums, copays, deductibles)
And in most cases, these services are 100% free.
No cost. No pressure. No obligation.
No cost. No pressure. No obligation.
It’s like having a trusted co-pilot who’s flown this route hundreds of times before.
When DIY Might Be Okay
Some people can successfully navigate Medicare alone—usually if:
- They’re retiring from a job with a strong HR department
- They have very simple health needs
- They’ve had Medicare in the family before (spouse, parent, etc.)
- They’re very comfortable reading through plan documents
But even then, it’s always worth having someone review your plan—especially in your first year.
There’s no downside to a second set of eyes.
You’re not being “sold” when you ask for help.
You’re Making Sure That:
- You don’t pay more than you need to
- You don’t lose coverage when you need it most
- You don’t get stuck in a plan that doesn’t work for your health or lifestyle
And best of all, you can do it with someone who’s licensed, local, and knows the ropes.
You’ll still make all the decisions—just with a clearer view of the road ahead