Not a government website. We are not affiliated with, endorsed by, or connected to the Centers for Medicare & Medicaid Services (CMS), Medicare, or any government agency.

We do not offer every plan available in your area. Currently we represent 7 organizations which offer 60 products in your area. Please contact Medicare.gov, 1-800-MEDICARE, or your local State Health Insurance Program (SHIP) to get information on all of your options.

Learning Center

Medicare Download Center

Free educational resources to help you make confident Medicare decisions. Download guides, checklists, and worksheets — no email required.

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Free Resources

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Medicare Supplement

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Reserve Fund Alternative Guide

Learn how the United American Reserve Fund Annuity helps Medicare Supplement policyholders accumulate money for deductibles, coinsurance, Part B excess charges, and other eligible out-of-pocket costs. Covers flexible premium deposits, minimum 3% guaranteed interest, and automatic cost-sharing payment options.

United American Rate History

United American's Florida Medicare Supplement rate history showing historical premium trends for Plan G, High Deductible Plan G, Plan N, High Deductible F, and Plan F. Reviewing long-term rate history is a critical part of choosing a Medicare Supplement carrier.

Medicare Supplement Buyer's Guide

The official CMS Medicare Supplement (Medigap) Buyer's Guide explaining how Medigap policies work, what each plan covers, your rights during open enrollment, and how to compare policies from different insurance companies.

Plan G Decision Checklist

A complete overview of Medicare Supplement Plan G — what it covers, how it works with Original Medicare, who qualifies, and how premiums are determined. The most comprehensive Medigap plan available to new Medicare enrollees.

Plan N Decision Checklist

Everything you need to know about Medicare Supplement Plan N — coverage details, cost-sharing requirements, copay structure, and how it compares to Plan G. A popular lower-premium alternative for healthy Medicare beneficiaries.

High Deductible Plan G Decision Worksheet

A detailed guide to High Deductible Plan G — how the deductible works, why healthy retirees choose it, how it pairs with a Reserve Fund strategy, and what to consider before enrolling.

Medicare Supplement Comparison Chart

Side-by-side comparison of all standardized Medicare Supplement plans showing exactly which benefits each plan covers — hospital costs, skilled nursing, Part B excess charges, foreign travel emergency, and more.

Which Medigap Plan Is Right for Me? Decision Tree

A step-by-step decision tree to help you identify the right Medicare Supplement plan based on your health, budget, and risk tolerance. Walk through key questions about doctor visits, travel, and out-of-pocket comfort to find your best fit.

Enrollment

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Turning 65 Checklist

A step-by-step checklist for people approaching Medicare eligibility at 65. Covers when to enroll in Part A and Part B, how to avoid late enrollment penalties, and what decisions to make before your birthday month.

Medicare Enrollment Timeline

A visual timeline showing every Medicare enrollment window — Initial Enrollment Period, General Enrollment Period, Special Enrollment Periods, and Annual Enrollment Period — with key dates and deadlines.

Initial Enrollment Checklist

Everything you need to know about your 7-month Initial Enrollment Period — when it starts, what to sign up for, how to avoid penalties, and what happens if you miss your window.

Annual Enrollment Checklist

A plain-language guide to Medicare's Annual Enrollment Period (Oct 15 – Dec 7) — what you can change, what you cannot, and how to review your current coverage before the deadline.

Guaranteed Issue Rights Cheat Sheet

Understand when you have the right to buy a Medicare Supplement policy without medical underwriting — including losing employer coverage, moving out of a plan's service area, and other qualifying life events.

Costs

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Medicare Cost Worksheet

A fillable worksheet to calculate your total annual Medicare costs — Part B premium, supplement premium, Part D premium, deductibles, copays, and out-of-pocket maximums — so you can compare plans on a true apples-to-apples basis.

IRMAA Surcharge Checklist

A complete guide to the Income-Related Monthly Adjustment Amount (IRMAA) — 2026 income thresholds, surcharge amounts for Part B and Part D, how to appeal using SSA Form SSA-44, and income planning strategies to reduce or avoid IRMAA.

IRMAA Appeal Checklist

A step-by-step checklist for appealing an IRMAA surcharge using SSA Form SSA-44. Covers qualifying life-changing events, required documentation, filing deadlines, and what to expect from the Social Security Administration review process.

Medicare Budget Planner

Plan your retirement healthcare budget with this Medicare-specific planner. Estimate monthly and annual costs for premiums, deductibles, and out-of-pocket expenses across different coverage scenarios.

Out-of-Pocket Cost Calculator

Estimate your potential out-of-pocket Medicare costs under different plan scenarios — Plan G, Plan N, High Deductible Plan G, and Medicare Advantage — based on your expected healthcare utilization.

Related articles

Prescription Drug Coverage

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Part D Prescription Drug Checklist

A complete guide to Medicare Part D — how drug coverage works, the coverage gap (donut hole), formularies, tiers, and how to choose the right Part D plan for your specific medications.

Drug Coverage Worksheet

A worksheet to organize your current prescriptions — drug name, dosage, frequency, and pharmacy — so you can accurately compare Part D plans and find the lowest total cost for your specific medications.

Annual Drug Review Checklist

Use this checklist every October during the Annual Enrollment Period to review whether your current Part D plan still covers your medications at the best price — formularies change every year.

Pharmacy Comparison Worksheet

Compare prescription drug prices across multiple pharmacies — retail, mail-order, and preferred network pharmacies. Use this worksheet during the Annual Enrollment Period to find the lowest total cost for your medications.

Healthcare Planning

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Doctor Visit Checklist

A practical checklist to bring to every Medicare-covered doctor visit — questions to ask, information to bring, and how to make the most of your Annual Wellness Visit covered at no cost under Medicare Part B.

Hospital Planning Guide

Understand your Medicare hospital coverage before you need it — inpatient vs. observation status, how deductibles and coinsurance apply, skilled nursing facility coverage, and how your supplement plan fills the gaps.

Medicare Annual Review Checklist

A year-end checklist to review your Medicare coverage — confirm your doctors are still in-network, review your Part D formulary, check for premium increases, and decide whether to make changes during the Annual Enrollment Period.

Cornerstone Resource

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Frequently Asked Questions

Common questions about the Medicare Download Center and its resources.

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The Medicare Dude is the marketing brand of The Gray Insurance, an independent Medicare insurance agency helping beneficiaries across Northeast Florida compare Medicare Supplement, Medicare Advantage, and Part D plans from multiple carriers — at no cost.

The Medicare Dude, LLC | The Gray Insurance. We are an independent insurance agency. We are not affiliated with or endorsed by Medicare or any government agency.

Not a government website. The Medicare Dude is not affiliated with, endorsed by, or connected to the Centers for Medicare & Medicaid Services (CMS), the U.S. Department of Health and Human Services, or any federal or state government agency.

We do not offer every plan available in your area. Currently we represent 7 organizations which offer 60 products in your area. Please contact Medicare.gov, 1-800-MEDICARE, or your local State Health Insurance Program (SHIP) to get information on all of your options.

We can compare any Medicare Supplement or Advantage plan even if we don't sell those products.

We are a licensed, independent insurance broker. We represent multiple insurance carriers and may receive compensation from the carriers whose plans we sell. This does not affect the cost of your plan.

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