Retirement Starts Today Podcast By Benjamin Brandt CFP® RICP® cover art

Retirement Starts Today

Retirement Starts Today

By: Benjamin Brandt CFP® RICP®
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Do you want to spend more money in retirement, while paying less taxes? Great news, you're in the right place! I'll also teach you the benefits of retiring TO something, while most retirees only solve half the equation by retiring FROM something. Tune in every Monday morning - hosted by Benjamin Brandt CFP, RICP. Join my "Every Day is Saturday" weekly newsletter for show notes, free book giveaways and other great retirement content: www.retirementstartstodayradio.com/newsletter© Retire-Ready Resources Economics Personal Finance
Episodes
  • The Hidden Cost Of Investment Income
    Mar 23 2026

    Some desirable investment income - like interest and dividends - might actually hurt high-net-worth investors' bottom line. This comes from an article by Larry Swedroe in Financial Advisor Magazine.

    He outlines four hidden costs that can quietly erode over 1% of after-tax returns each year:

    • Cash Drag
    • Tax Deferral
    • Step-up and Charitable Giving Advantage
    • Financial Planning Flexibility

    For our Listener Question: "Are brokerage account gains taxed before the money is withdrawn?" If you've ever wondered how your taxable investment account stacks up next to your IRA or Roth, this one's for you. We dig into the 'magic middle' of retirement savings and clear up how and when Uncle Sam wants his share.

    And to wrap up the show, Dave in New York shares his work of raising dogs to help the blind. 🦮

    Resource:
    Article by Larry Sweroe in Financial Advisor Magazine: The Hidden Cost Of Investment Income

    Connect with Benjamin Brandt:

    • Subscribe to the This Week in Retirement: http://thisweekinretirement.com
    • Get the Retire-Ready Toolkit: http://retirementstartstodayradio.com
    • Work with Benjamin: https://retirementstartstoday.com/start

    Get the book!
    Retirement Starts Today: Your Non-financial Guide to an Even Better Retirement

    Follow Retirement Starts Today in:
    Apple Podcasts, Spotify, Overcast, Pocket Casts, Amazon Music, or iHeart

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    16 mins
  • The Medicare Charge That's Taking a Bigger Bite Out of Social Security Checks
    Mar 16 2026

    You might have received a Social Security cost-of-living increase this year — but did your net check actually go up?

    A recent Wall Street Journal article highlights how rising Medicare premiums and IRMAA surcharges are offsetting those increases for millions of retirees - and "takes a bigger bite out of Social Security checks".

    Then, a listener writes in "How to convince my husband's parents to spend their money. We don't need it." Tune in to hear that one!

    And we wrap it up with our "Retire to Something" segment from Dave in Massachusetts.

    Resource:

    Wall Street Journal article by Laura Sanders: The Medicare Charge That's Taking a Bigger Bite Out of Social Security Checks

    Connect with Benjamin Brandt:

    • Subscribe to the This Week in Retirement: http://thisweekinretirement.com
    • Get the Retire-Ready Toolkit: http://retirementstartstodayradio.com
    • Work with Benjamin: https://retirementstartstoday.com/start

    Get the book!
    Retirement Starts Today: Your Non-financial Guide to an Even Better Retirement

    Follow Retirement Starts Today in:
    Apple Podcasts, Spotify, Overcast, Pocket Casts, Amazon Music, or iHeart

    Show more Show less
    22 mins
  • Tax Return Red Flags
    Mar 9 2026

    Sheryl Rowling positions income tax returns as diagnostic tools — not merely a compliance document — and outlines four common red flags that suggest a client failed to take advantage of proactive tax strategies.

    Here are "4 Tax Return Red Flags That Signal Poor Tax Planning":

    1. Very Low or Zero Taxable Income
    2. Charitable Giving After Age 70½ Without Using QCDs
    3. Donating Cash Instead of Appreciated Securities
    4. Holding Municipal Bonds in Low Tax Brackets

    For our listener question: "I'm in a job I hate and would love to scale back to something that could pay less but be more enjoyable -- how can I evaluate if that is possible?". Most people think the first question is: "How much do I have saved?", but that's actually backwards. I share a calculation for cash burn that matters more than your portfolio balance.

    And to wrap up the show in our "Retire to Something" segment, I'll share Jerry's story that shows us how retirement isn't about winding down — it's about doubling down on growth, adventure, and intentionally building an active, meaningful life.

    Resource:
    Article by Sheryl Rowling on Morningstar: 4 Tax Return Red Flags That Signal Poor Tax Planning

    Connect with Benjamin Brandt:

    • Subscribe to the This Week in Retirement: http://thisweekinretirement.com
    • Get the Retire-Ready Toolkit: http://retirementstartstodayradio.com
    • Work with Benjamin: https://retirementstartstoday.com/start

    Get the book!
    Retirement Starts Today: Your Non-financial Guide to an Even Better Retirement

    Follow Retirement Starts Today in:
    Apple Podcasts, Spotify, Overcast, Pocket Casts, Amazon Music, or iHeart

    Show more Show less
    22 mins
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