Seeking Retirement

Medicare

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20 Things To Know About A Medigap Policy

Confused about Medigap? Here are 20 simple, essential facts to understand Medicare Supplement plans, costs, and how they fill the gaps in your coverage.

forbes.com Apr 21 2026

Health, Vision, Dental Insurance for people under 65

I am not yet retired but getting my ducks in order. I am a NYS teacher. If I retire at 62 I need to pay for my own insurance until Medicare at 65. The school’s health insurance for both my husband and...

reddit.com Apr 16 2026

Small adventures on the cheaper side

I know some retirees end up spending a fair amount of well-earned money at the start of retirement, living Big Adventure dreams. A month in Greece and Turkey. Buying an RV and spending a year or two o...

reddit.com Apr 06 2026

Made the Announcement today, starting final descent

First of all, I was very happy to find this subReddit last year, it has been a very helpful and comforting place as I planned (and re-planned) my own retirement. My last day will be end of June, I tol...

reddit.com Apr 02 2026

A Checklist for the D.I.Y. Planner

I am mostly a D.I.Y. investor at age 62 and with retirement on the horizon, I am trying to plan as much of that as I can. I do not have a date in mind, although as it relates to SS benefits, I would l...

reddit.com Mar 27 2026

What to watch for with taxes in retirement right now

I’ve been trying to wrap my head around how the recent legislation could affect retirement income, especially when it comes to taxes, Medicare premiums, and withdrawals. A few things I keep coming bac...

community.aarp.org Mar 27 2026

The Medicare tax trap costing clients thousands

A well-intentioned tax move can push retirees over a Medicare income threshold, leading to thousands in unexpected annual premiums. Here's how advisors avoid these costs.

financial-planning.com Mar 20 2026

Retirement Talk with Dr. Wade Pfau

? Show Notes Wade Pfau, author of The Retirement Planning Guidebook and creator of the Retirement Income Style Awareness (RISA®) assessment joins Roger for a wide-ranging conversation on the big quest...

share.transistor.fm Mar 18 2026

Healthcare Before Medicare: Retiree Feedback

Roger Whitney dives into practical strategies for navigating health care before Medicare, sharing insights from retirees, survey results, and listener questions. Together they explore real-world solut...

share.transistor.fm Mar 11 2026

Could You Lose Half Your Retirement Income to Taxes? - 572

"Carl and Jane" have eight million bucks, and their advisor is suggesting a 130/30 long-short investing strategy. Joe Anderson, CFP® and Big Al Clopine, CPA spitball on whether this is a smart tax mov...

purefinancial.com Mar 10 2026

How to Feel Loved with Dr. Harry Reis

Roger Whitney shifts from financial planning to the non-financial pillar of relationships, sharing a live conversation with Harry Reis about how to feel more loved and connected in retirement. Togethe...

share.transistor.fm Mar 04 2026

Why Retiring at 55 is Better than 65 (The "3x" Rule)

Retiring at 55 is not just retiring ten years earlier. It changes the entire math of your life. From 55 to 65, expenses are often at their highest. You are covering healthcare before Medicare, traveli...

buzzsprout.com Mar 01 2026

Healthcare Before Medicare: Creating Your Own Action Plan

Roger Whitney wraps up the four-part series on navigating health care before Medicare by introducing a practical decision-making framework using the OODA Loop—observe, orient, decide, act—to help you ...

share.transistor.fm Feb 25 2026

The 5 Biggest RMD Mistakes in Retirement

Jeremy Keil explains the 5 RMD (Required Minimum Distribution) mistakes in Retirement and how to avoid them. A retiree recently called for help. It was their first year taking Required Minimum Distrib...

keilfp.com Feb 24 2026

One way the “big beautiful bill” does touch Medicare

The White House has insisted that the “one big beautiful bill” does not touch Medicare benefits. And it’s true that no standard Medicare benefits are reduced or eliminated under the One Big Beautiful ...

retirementrevised.com Jan 15 2026

Who manages your money in retirement?

I manage mine. We had a money manager, but discovered after decades with him that he was collecting a 1% management fee plus there were commissions on some purchases as well as high loads on other fun...

reddit.com Jan 14 2026