

Choosing a Medigap (Medicare Supplement) plan can feel confusing at first, especially when you see all those letters (A–N) and different prices from multiple companies.
But underneath the jargon, you’re really trying to answer one practical question: “Which plan gives me the most peace of mind for the money I’m paying?”
Instead of starting with brochures or price charts, it helps to start with the right questions. The more focused your questions are, the easier it becomes to see which plan fits your health needs, budget, and future plans.
Below are 10 key questions to ask as you compare Medigap options. Use them when you talk with an agent, review quotes, or sit down with a family member to make your decision.
Before you look at specific Medigap letters, get clear on what you’re trying to protect yourself from. Original Medicare (Parts A and B) leaves you responsible for costs like:
Ask yourself:
Once you know which “gaps” matter most, you can focus on the plans that protect you where you feel most vulnerable, instead of just chasing the lowest premium or the most coverage on paper.
Not every Medigap plan is offered everywhere, and some states have unique rules or plan options. After you know what you want to protect against, ask:
All Medigap plans with the same letter (for example, Plan G) offer the same basic benefits regardless of the insurance company. However, availability can vary. Narrowing your list down to the plans you can realistically buy is a big first step.
Once you know which plans are available, it is time to compare what they actually cover. Two of the most popular options today are Plan G and Plan N, but your choices may include others as well. Ask:
For example:
Think about:
You’re not just picking a letter; you’re matching a coverage style to your lifestyle and comfort level.
It’s easy to focus only on the monthly premium, but that’s not the whole picture. Ask for a clear breakdown of:
Then ask:
Comparing premiums plus possible out-of-pocket costs gives you a better feel for which plan is truly more affordable for you, not just cheaper on paper.
Two people can buy the same Medigap plan from different companies at different prices, and those prices may change differently over the years. You’ll want to ask:
In simple terms:
Understanding how your premium may grow over time helps you avoid surprises and choose a plan that you can keep comfortably, not just afford this year.
Timing is a big deal with Medigap. During your Medigap Open Enrollment Period (a six-month window that starts when you’re 65 or older and enrolled in Part B), you generally:
Ask:
If you wait until after this window, the insurance company may review your health history. That can mean higher premiums or even a denial in some cases. Knowing your timing options helps you plan ahead instead of feeling rushed or missing important rights.
One of the advantages of Medigap is flexibility, but you’ll still want to confirm how it works in real life. Ask:
With Medigap and Original Medicare, you typically:
If keeping your current doctors is important to you, mention them by name and ask if there are any issues expected with claims or billing. Knowing this up front helps you avoid surprises or the stress of switching providers if you don’t want to.
Medigap plans do not include prescription drug coverage. You’ll usually need a separate Medicare Part D plan for that. Ask:
If you travel often or spend time out of the country, also ask:
You may also want to ask about other services you care about, such as skilled nursing facility coinsurance or hospice cost-sharing. This is your chance to check how well the plan fits your whole health picture, not just doctor visits.
Two companies can sell the exact same standardized plan (for example, Plan G), but your experience with them can be very different. Ask:
You can also ask your agent:
“Do you have feedback from other clients about this company?”
Since the benefits are standardized by law, service and reliability become major deciding factors. A company that handles claims smoothly and picks up the phone when you have questions can save you stress when you’re already dealing with health issues.
Your health, finances, and lifestyle may look very different in 2026, 2028, or beyond than they do today. It’s smart to know up front how you’ll keep your coverage aligned with your life. Ask:
While you may not be able to switch Medigap plans freely without underwriting after your open enrollment, you can still:
Having a trusted professional who understands Medicare and Medigap makes it easier to adjust rather than staying in a plan simply because it feels too hard to change.
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Deciding on a Medigap plan doesn’t have to feel overwhelming when you have the right questions in hand. By asking about coverage gaps, availability, costs, timing, provider access, extra benefits, company reputation, and long-term support, you’re doing exactly what a smart healthcare consumer should do.
You deserve a plan that fits your health needs, respects your budget, and gives you the peace of mind that an unexpected medical bill won’t derail your retirement plans.
At New Look Insurance LLC, we help you walk through these 10 questions step by step, compare real-world options, and understand how each choice might affect you today and down the road. You don’t have to figure it out on your own.
Ready to find the perfect Medigap plan for you? Explore our offerings to secure tailored coverage that fills those gaps, protecting your finances and providing unwavering peace of mind.
Should questions arise, don’t hesitate to reach out—drop us a line at [email protected] or just give us a call at (505) 588-2759.
Ready to secure your health and financial well-being? Reach out to Medigap Options today, where personalized service meets expertise. Let's find the perfect insurance solution for you, ensuring a worry-free tomorrow.