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Director: Louis Grant

Season 11
Medicare Open Enrollment 2027: A Free, No-Sales-Call Way to Compare Every Plan (Part 3 of 3)

Show Episode Notes

In the final part of this Medicare Open Enrollment series, Terry, Pam, and Richard sit down with Michael Boshardy — a licensed Medicare attorney and co-founder of MedicarePocketProtector.com — to answer the question Parts 1 and 2 left hanging: once you know you need to shop, where do you actually go.

Michael explains how MedicarePocketProtector.com compares every available plan in a user's zip code (not just the ones that pay commissions), how it's funded entirely by carrier commissions rather than consumer fees, and why that model still leaves room for unbiased recommendations — including plans that pay the company nothing.

A key ingredient is the promise that they will never call you or send you a sales pitch!  The comparison tools are free to use – even if you don’t purchase a plan.  Whether you’re deciding between traditional Medicare with a supplement or Advantage, the website walks you through the decision.   If you decide on Advantage, you can enter your doctors, hospital and drugs before starting the search, so the plan can personalize your recommendation. On every page there is a “Talk to Someone” button, so you can get help at any time.

The conversation covers the free deadline and "should-I-enroll" tools for people still on employer coverage, how the built-in IRMAA calculator and appeal-letter drafting works, and the free app that reviews medical bills, drafts drug-formulary exceptions, and monitors your doctors' network status all year, not just during enrollment.

Michael also gives a clear rule of thumb: if you can afford it, a Medicare Supplement Plan G is usually the strongest option — and explains why the cheapest Medigap plan often isn't the smartest one.

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Season 11
Medicare Open Enrollment 2027: Advantage Plan Traps & the Real Cost of Part D (Part 2 of 3)

Show Episode Notes

Medicare expert Diane Omdahl of 65 Incorporated — author of Medicare for You: A Smart Person's Guide — joins Terry, Richard, and Pam for Part 2 of this Medicare Open Enrollment series, and the message gets more specific: your Annual Notice of Change won't tell you everything.

Diane explains why you have to dig into your plan's provider directory yourself (Medicare's official tool has real accuracy problems), what's really happening to dental, vision, and "extra benefit" allowances in Medicare Advantage plans, and why PPOs offering out-of-network flexibility often aren't the safety net people think they are. She also breaks down a guaranteed-issue loophole most people don't know about — if your Advantage plan disappears entirely with no replacement offered, you get a short window to buy a Medigap policy with no health underwriting.

The back half digs into standalone Part D drug plans: disappearing $0-premium options, coinsurance creeping into cheaper drug tiers, the end of the federal premium cap, and why the cheapest monthly premium is often the most expensive plan overall. Diane also shares how her tool, HeyMOE (heymoe.com), compares far more drug plans and pharmacies than Medicare.gov's Plan Finder.

Coming up next: trusted, no-sales-pitch resources to help you make these decisions with real, personalized help.

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Season 11
Social Security Insolvency: What It Really Means for Your Retirement

Show Episode Notes

Social Security is back in the headlines, with warnings that the trust fund could become insolvent as early as 2032. Does that mean your benefits are at risk? Should you claim early? Economist Larry Kotlikoff joins us to separate fact from fear. We explain what “insolvency” really means, why the long-term funding gap may be much larger than most people realize, what Congress could do to fix it, and—most importantly—what today’s headlines should (and shouldn’t) mean for your own retirement decisions.

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Season 11
The 5 Money Fears Keeping Retirees Up at Night

Show Episode Notes

Retirement confidence has hit its lowest point since post-COVID — and for good reason. From skyrocketing Medicare premiums to housing costs, Social Security uncertainty, growing debt, and the crushing weight of caregiving, retirees are facing a financial storm no one fully planned for.

In this episode, Terry, Richard, and Pam break down the top 5 worries from the brand-new 2026 Retirement Confidence Survey (Employee Benefit Research Institute) and, more importantly, what you can actually do about them.

What we cover:
  • Why 40% of retirees say expenses are higher than expected
  • The shocking truth about Medicare costs in 2026 (Plan G premiums up 40%!)
  • How housing — even if you downsize — can blow up your retirement budget
  • Social Security: what the 2033 trust fund depletion really means for YOU
  • The debt crisis is quietly growing among retirees (39% are affected)
  • Why 74% of workers plan to work in retirement — but only 31% actually do
  • Caregiving: the retirement wildcard nobody budgets for

 

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Show Episode Notes

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