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Enrollment: articles & guides

24 articles on enrollment, written by licensed insurance agents who do this every day.

Medicare enrollment periods
August 7, 2026·4 min read

Switch Medicare Plans: When & How to Change

How to switch or change your Medicare Advantage or Part D plan: when you can do it, the steps to enroll, what happens to your old plan, and whether it costs anything.

Forrest KleinLicensed Insurance Agent
August 7, 2026·4 min read

Medicare ANOC: How to Read Your Notice of Change

Your Medicare plan mails an Annual Notice of Change (ANOC) each September. Learn what the ANOC shows, how to read it, and what to do before Open Enrollment ends.

Forrest KleinLicensed Insurance Agent
August 7, 2026·5 min read

Medicare Open Enrollment Checklist: Review & Switch 2027

A step-by-step checklist for Medicare's Annual Enrollment Period (Oct 15 to Dec 7). See what to review, when switching plans makes sense for 2027, and how to compare for free.

Forrest KleinLicensed Insurance Agent
August 7, 2026·5 min read

Medicare Special Enrollment Periods (SEPs)

A Medicare Special Enrollment Period lets you change plans outside Open Enrollment when life changes. See which events qualify, how long you get, and how to switch.

Forrest KleinLicensed Insurance Agent
August 7, 2026·5 min read

How to Replace a Lost or Stolen Medicare Card (Free)

Lost your Medicare card? Replacing it is free. See the three ways to get a new card, how long it takes, how to print one online today, and what to do if your card was stolen.

Forrest KleinLicensed Insurance Agent
August 7, 2026·7 min read

Your Medicare Card: What's On It & How to Use It

A plain-English guide to your red, white, and blue Medicare card: what the number means, when it arrives, how it differs from your plan card, and how to replace a lost card for free.

Forrest KleinLicensed Insurance Agent
May 27, 2026·5 min read

Medicare Enrollment Windows: Deadlines & Timeline

Missing your Medicare enrollment window can mean higher premiums for life. Here is exactly when to sign up, what each window covers, and what to do if you are still working at 65.

Maria LopezLicensed Insurance Agent
August 27, 2025·5 min read

Medicare Advantage Plans in St. Augustine, FL

Discover Medicare Advantage Plans in St. Augustine, FL. Compare carriers, explore your options, and get expert help choosing the right plan.

Forrest KleinLicensed Insurance Agent
May 9, 2025·8 min read

How to Make a Social Security Appointment in 2026

How to make a Social Security appointment in 2026: by phone (1-800-772-1213), online at SSA.gov, or at a local office. What to bring, walk-in rules, SSI, and Medicare help.

Forrest KleinLicensed Insurance Agent
February 26, 2025·8 min read

Create a Medicare.gov Account: Easy Step-by-Step Guide

Set up your Medicare.gov account in minutes. Step-by-step guide to register, log in, view claims, and manage your drug plan, no phone hold music.

Forrest KleinLicensed Insurance Agent
February 19, 2025·8 min read

10 Costly Medicare Mistakes (and How to Avoid Each One)

The 10 Medicare mistakes that cost people the most (late penalties, wrong plans, missed windows), and exactly how to avoid each. From licensed advocates.

Forrest KleinLicensed Insurance Agent
January 30, 2025·6 min read

Choosing the Best Medicare Plan for 2025

With all the options available, choosing your coverage can be hard. Here's our tips to choosing the best Medicare plan for 2025 and beyond!

Forrest KleinLicensed Insurance Agent
November 25, 2024·7 min read

TRICARE and Medicare: Do You Need Both? (2026 Guide)

Have TRICARE and turning 65? Whether you need Medicare Part A & B, how the two work together, and what happens if you skip it. Clear answers for retirees.

Forrest KleinLicensed Insurance Agent
November 18, 2024·3 min read

Why Are So Many Plans Going Away This Year?

Did you receive notice that your Medicare plan is going away next year? Read more about why that is and what your options are!

Forrest KleinLicensed Insurance Agent
November 6, 2024·6 min read

VA Health Insurance and Medicare

How does VA health insurance and Medicare interact? Learn everything you need to know about your coverage as a veteran!

Forrest KleinLicensed Insurance Agent
September 25, 2024·5 min read

What is Medicare Part B; A Comprehensive Guide

What does Medicare Part B cover? Learn the ins-and-outs of Part B in our comprehensive guide to Medicare Part B!

Forrest KleinLicensed Insurance Agent
September 19, 2024·5 min read

Who is eligible for Medicare?

Do you qualify for Medicare? See more about the ins and outs of who is eligible for Medicare, and what you qualify for.

Forrest KleinLicensed Insurance Agent
September 5, 2024·5 min read

How to Apply for Medicare + Check Status Online

Applied for Medicare and waiting? How to check your application status online or by phone, what each status means, and how to apply if you haven't yet.

Forrest KleinLicensed Insurance Agent
September 5, 2024·7 min read

What is Medicare Advantage (Part C)?

What is Medicare Advantage and what are the benefits to it? Learn more about the basics and more that Medicare Advantage has to offer.

Forrest KleinLicensed Insurance Agent
August 30, 2024·8 min read

Medicare Open Enrollment Dates for 2027 Coverage

When is Medicare Open Enrollment? For 2027 coverage, Medicare's Annual Enrollment Period runs October 15 to December 7, 2026. Every Medicare enrollment window explained.

Forrest KleinLicensed Insurance Agent
July 15, 2022·14 min read

Medicare Part A: Comprehensive Guide (2022)

What is Medicare part A? Medicare Part A is Hospital Insurance, Medicare that covers inpatient hospital costs and related services.

Forrest KleinLicensed Insurance Agent
July 12, 2021·5 min read

Retiree Health Coverage and Medicare

Retiree health coverage works with Medicare, not instead of it. Here is why you still need to enroll at 65, how the two pay together, and the Part B penalty to avoid.

Dameon Jensen
July 7, 2021·6 min read

How to Transition from the Health Marketplace to Medicare

Aging into Medicare with a Marketplace plan? Here is when to enroll, how to end your Marketplace coverage without a gap, and how to avoid the Part B late penalty.

Dameon Jensen
June 16, 2021·3 min read

How to Get Original Medicare (Parts A and B)

In short, original Medicare is a federally-funded health insurance program for those 65 and over, or otherwise qualified

Forrest KleinLicensed Insurance Agent