Retirement Answer Man Podcast By Roger Whitney CFP® CIMA® RMA CPWA® cover art

Retirement Answer Man

Retirement Answer Man

By: Roger Whitney CFP® CIMA® RMA CPWA®
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A top retirement podcast. Roger Whitney, CFP®, CIMA®, CPWA®, RMA, guides you on how to actually do retirement well financially and personally. This retirement podcast isn't afraid to talk about the softer side of retirement. It will teach you how to retire with confidence. Two-time PLUTUS winner for best retirement podcast / blog and the 2019 winner for best financial planner blog. This retirement podcast covers how to create a paycheck, medicare, healthcare, Social Security, tax management in retirement as well as retirement travel and other non-financial issues you'll need to address to rock retirement. Retirement isn’t an age OR a financial number. It’s finding that balance between living well today and feeling confident about your retirement. It’s about gaining more freedom to pursue the life you want. Join the rock retirement community at www.rogerwhitney.comRoger Whitney, 2024 Economics Personal Development Personal Finance Personal Success
Episodes
  • IRMAA: The Medicare Premium Surprise and How to Avoid It
    Jun 24 2026

    This week Roger breaks down IRMAA Medicare surcharges and why retirees should understand them without letting them dominate retirement planning decisions. He explains how the income thresholds work, common planning mistakes to avoid, and what happens if you cross into a higher premium bracket. Listener questions cover gifting strategies with adult children, Social Security claiming options for spouses, health insurance before Medicare, long-term care planning, combining finances later in life, and the tax treatment of gifts.


    OUTLINE OF THIS EPISODE OF THE RETIREMENT ANSWER MAN

    • (00:00) Roger introduces IRMAA Medicare surcharges and explains why understanding them can help avoid surprises and unforced planning mistakes.

    RETIREMENT TOOLKIT

    • (01:28) Roger breaks down IRMAA Medicare surcharges, explaining when they apply, why they matter, and how retirees can avoid being caught off guard by higher Medicare premiums.

    LISTENER QUESTIONS

    • (15:11) John asks whether purpose-driven gifts to adult children impose the giver's values and how to balance generosity with expectations.
    • (26:50) Joe asks how Social Security spousal benefits work when one spouse delays claiming until age 70.
    • (31:50) Paul asks whether it's possible to wait until getting sick before enrolling in Affordable Care Act coverage.
    • (33:41) Paul asks about using a Roth IRA as a self-funded long-term care reserve instead of purchasing long-term care insurance.
    • (38:53) Suzanne asks for advice on combining finances in a later-life marriage between two retired widows.
    • (45:43) Dave asks whether recipients of financial gifts owe taxes on the money they receive.

    SMART SPRINT

    • (47:21) Roger's challenge this week: take a break from planning and simply enjoy life.

    ON THE BOOKSHELF

    • (47:46) Kevin Lyles reviews The Stimulated Mind: Future-Proof Your Brain from Dementia and Stay Sharp at Any Age by Dr. Tommy Wood.

    REFERENCES

    • livewithroger.com — Register for Noodle Live on June 18!
    • Submit a Question for Roger
    • Sign up for The Noodle

    ON THE BOOKSHELF

    • The Stimulated Mind: Future-Proof Your Brain from Dementia and Stay Sharp at Any Age by Tommy Wood

    Note: The opinions expressed are for informational purposes only and should not replace personalized advice from licensed professionals.

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    50 mins
  • Mutual Funds vs. ETFs- Which is Better for Retirement?
    Jun 17 2026

    This week, a simple quote about wasting time sparks a deeper conversation about why retirement isn't meant to be endlessly optimized. In the Retirement Toolbox, we compare mutual funds and ETFs, exploring their differences in costs, trading, and tax efficiency. Listener questions cover Roth conversion assumptions, choosing between a pension and lump sum, whether the Shiller PE ratio can predict market crashes, and how to think about portfolio risk without falling into the trap of over-optimization.

    OUTLINE OF THIS EPISODE OF THE RETIREMENT ANSWER MAN

    • (00:00) The episode opens with a reflection on the value of wasting time and why not every moment in retirement needs to be optimized or productive.

    RETIREMENT TOOLKIT

    • (04:06) In today’s Retirement Toolkit, Roger breaks down the differences between mutual funds and ETFs, focusing on how structure, trading mechanics, costs, and tax efficiency can impact which vehicle is best suited for different types of accounts and investing strategies.

    LISTENER QUESTIONS

    • (26:08) A listener asks whether future tax brackets should be adjusted when modeling Roth conversions and why long-term tax projections have significant limitations.
    • (32:40) The pros and cons of keeping a pension versus taking a lump sum are examined, along with a framework for comparing guaranteed income to investment alternatives.
    • (44:54) The Shiller PE ratio is put under the microscope as the conversation explores whether market valuations can reliably predict future crashes or returns.
    • (59:58) Portfolio risk, AI, and the dangers of over-optimization are discussed, with an emphasis on building a strategy that aligns with both goals and temperament.

    SMART SPRINT

    • (1:00:43) This week's challenge is simple: intentionally waste some time and enjoy activities that have no agenda or productivity goal.

    DECLUTTERING DEBRIEF

    • (1:01:53) A listener shares the reminder that "the thing is not the memory" and why letting go of possessions doesn't mean letting go of meaningful experiences.

    ON THE BOOKSHELF

    • (1:02:24) A listener recommendation of Snow Crash by Neal Stephenson as well as Roger’s recommendation of The Match, a nonfiction story about a legendary 1956 golf match and the players involved.

    REFERENCES

    • livewithroger.com — Register for Noodle Live on June 18!
    • Submit a Question for Roger
    • Sign up for The Noodle

    ON THE BOOKSHELF

    • Snow Crash by Neal Stephenson
    • The Match: The Day the Game of Golf Changed Forever by Mark Frost

    Note: The opinions expressed are for informational purposes only and should not replace personalized advice from licensed professionals.

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    1 hr and 5 mins
  • Know What You Pay: A Guide to Investment & Advice Costs
    Jun 10 2026

    Roger Whitney explores the relationship between cost and value in retirement planning, focusing on how to better understand the fees associated with financial advice, investments, and insurance products. Using a listener question about an annuity recommendation as a starting point, he explains why investors need clarity around what they are paying so they can determine whether they are receiving enough value in return. Roger also answers listener questions about transitioning into retirement, creating an income strategy before Social Security begins, and shares more decluttering wins from the community.


    OUTLINE OF THIS EPISODE OF THE RETIREMENT ANSWER MAN

    • (00:00) Roger introduces the idea that understanding value requires first understanding price, and explains why investment and advisory fees can often feel difficult to identify.

    RETIREMENT TOOLKIT

    • (02:49) Roger explores the relationship between price and value in financial planning, using a listener question about annuities to explain how advisor fees, investment expenses, and compensation structures work. He encourages listeners to understand what they are paying in dollar terms so they can determine whether the value they receive aligns with the cost.

    LISTENER QUESTIONS

    • (26:23) A listener asks for guidance on navigating the emotional transition during the final year before retirement and how to "land the plane" well.
    • (33:00) Roger shares listener feedback from his healthcare episode.
    • (33:40) Roger addresses a question about whether paying for family vacations should count toward annual gifting limits.
    • (35:08) Molly asks how to structure retirement withdrawals before claiming Social Security, and Roger shares his approach to creating an income reserve.

    SMART SPRINT

    • (37:41) Take 20–30 minutes this week to identify the fees associated with your investments or financial advice and convert them into dollar amounts so you can better evaluate the value you receive.

    DECLUTTERING DEBRIEF

    • (38:55) Roger shares listener success stories inspired by the decluttering series.

    REFERENCES

    • livewithroger.com — Register for Noodle Live on June 18!
    • Submit a Question for Roger
    • Sign up for The Noodle

    Note: The opinions expressed are for informational purposes only and should not replace personalized advice from licensed professionals.


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    42 mins
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I really like the format of the show and how questions are thoroughly answered. I’ve listened to at least two dozen of the podcasts, picking out a variety of topics. This is great information for me, heading into my retirement years. I intend on listening to all of the past podcasts and not missing any of the upcoming ones.

Great information

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Roger's personality and speaking style make this podcast the most pleasant to listen to. While he seems very relatable and down to earth, he shares very helpful insights regarding financials and other retirement aspects. He covers multiple topics in each episode and keeps the pace lively, but easy to digest. This is my absolute favorite podcast!

My favorite podcast!

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