Medicare Made Understandable, with Brian McArthur

09.30.2026
Donna DiMaggio Berger

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Medicare is one of those topics that can make smart, capable people feel lost in minutes, and that confusion gets expensive fast. In this episode of Take It To The Board, host Donna DiMaggio Berger talks with Brian McArthur, founder of Design My Medicare, to turn the “alphabet soup” into a clear decision you can actually live with, especially if you are planning retirement in a condo or HOA community and want to age in place with fewer surprises.

Donna and Brian walk through Medicare Part A and Part B in plain English, including what they cover, what they do not, and why Part B is where most of the cost and risk lives. Brian explains how Medicare premiums can change with income through IRMAA and why your modified adjusted gross income from two years ago can come back to haunt you after a high-earning year or later required minimum distributions. They also discuss how appeals can work after retirement, and what to ask so you know the guidance you are getting is truly in your best interest.

Then they tackle the big fork in the road: Medicare Advantage versus Original Medicare paired with a Medigap (Medicare Supplement) plan and Part D drug coverage. Donna and Brian break down networks, copays, monthly premiums, guaranteed issue timing, and what “underwriting” really means if you want to switch later. Finally, they connect Medicare to the bigger financial reality: Medicare is strong health insurance, but it generally does not cover long-term care, so staying at home often requires separate planning.

Conversation Highlights:

  • What Medicare covers, how it’s funded and why it can be so complicated
  • Key decisions and deadlines for people approaching age 65
  • Whether you need to enroll in Medicare if you’re still working and covered by an employer or spouse’s employer
  • Original Medicare vs. Medicare Advantage and where Medigap fits in
  • How income, investment sales, IRA distributions, stock options and Roth conversions can affect Medicare premiums
  • What Medicare covers, and does not cover, when someone needs help at home
  • The differences between Medicare, Medicaid, long-term-care insurance, home health care and assisted living
  • Common and costly Medicare mistakes, including those made by financially sophisticated individuals
  • Whether spouses should make the same Medicare choices or consider different coverage

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About Take It To The Board

Think you know what community association life is all about? Think again. Residents must obey the rules, directors must follow the law, and managers must keep it all running smoothly. Take It To The Board explores the reality of life in a condominium, cooperative or homeowners’ association, what’s really involved in serving on its board, and how to maintain that ever-so-delicate balance of being legally compliant and community spirited. Leading community association attorney Donna DiMaggio Berger acknowledges the balancing act without losing her sense of humor as she talks with a variety of association leaders, experts, and vendors about the challenges and benefits of the community association lifestyle.

If you’ve got a question, Take It To The Board with Donna DiMaggio Berger – We Speak Condo & HOA!

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Areas of Focus: Condo, Co-Op & HOA, Florida Community Association