Episodios

  • Funding Discretionary Spending: EDU #2533
    Aug 13 2025

    Chris’s SummaryJim and I continue discussing funding discretionary spending in Robert Merton’s three bucket retirement income framework from last week’s article, focusing on how his flexible and aspirational spending categories compare with our philosophy. We explore why annuities are insurance products, where TIPS fit into income planning, and why funding Go-Go years demands liquidity and […]

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    1 h y 9 m
  • Social Security, Roth Conversions, Annuities, and Rule of 55: Q&A #2532
    Aug 9 2025

    Jim and Chris discuss listener questions on Social Security timing strategies, Roth conversions in an RMD year, annuity return calculations, account sourcing for SPIA purchases, and Rule of 55 withdrawal rules.(12:30) A listener asks whether his brother should delay claiming Social Security to age 70 for better longevity protection despite a narrow breakeven.(35:15) George asks […]

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    1 h y 27 m
  • Retirement Income Versus Savings: EDU #2532
    Aug 6 2025

    Chris’s SummaryJim and I review a recent article featuring Robert Merton’s views on retirement income versus savings, using it as a springboard to unpack income planning fundamentals and annuity projections. While we agree with many of Merton’s framing points—especially the focus on secure income—we also note several key areas where academic theory diverges from real-world […]

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    1 h y 20 m
  • Ohio, Medicare, Social Security, Roth 401k, and Annuities: Q&A #2531
    Aug 2 2025

    Jim and Chris discuss Jim’s relocation experience to Ohio, a listener PSA on Medicare, questions about Social Security payment timing and divorce eligibility, Roth 401k withdrawals under the rule of 55, and close with an annuity comparison answer so long it practically qualifies as a mini EDU. (17:00) A listener PSA reminds others that Medicare […]

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    1 h y 59 m
  • Buffered ETFs vs Stocks and Cash: EDU #2531
    Jul 30 2025

    Chris’s SummaryJim and I are joined by Matt Kaufman, Senior Vice President and Head of ETFs at Calamos Investments, to discuss buffered ETFs vs stocks and cash, focusing on AQR’s recent critiques. We examine the flaws in AQR’s methodology, the broader history of buffered products, and why these tools can offer certainty in retirement planning. […]

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    51 m
  • Social Security, Transition Planning, Positioning, Roth Conversions, IRMAA: Q&A #2530
    Jul 26 2025

    Chris is joined by Jake and Jacob to answer listener questions on Social Security, followed by a PSA about unexpected Social Security payment timing, then additional questions on transition planning, asset positioning across account types, weighing Roth conversions against the senior deduction, and planning around IRMAA.(6:15) George asks what percentage of taxes he should have […]

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    1 h y 23 m
  • Living Benefits on Annuities: EDU #2530
    Jul 23 2025

    Chris’s SummaryJim and I explain living benefits on annuities, covering how guaranteed income riders work and why they can appeal to those hesitant to annuitize. We describe what we call noun annuities (pre-annuitization) and verb annuities (post-annuitization), then unpack how living benefit riders like guaranteed minimum withdrawal benefits provide income without giving up access to […]

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    1 h y 28 m
  • Social Security, SPIA Taxation, IRMAA, Roth Conversions: Q&A #2529
    Jul 19 2025

    Chris and Jake address listener questions on Social Security, single premium immediate annuity (SPIA) taxation, IRMAA impacts from NQDC payments, and Roth conversions. (9:45) George asks whether the restricted application strategy for Social Security spousal benefits is still possible, and if so, whether birth year requirements apply, along with what changed after the 2015 law […]

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    1 h y 26 m