Episodios

  • Planning for Taxes in Retirement: EDU #2537
    Sep 10 2025

    Chris’s SummaryI am joined by Jake today, while Jim is traveling, to examine taxes in retirement. We look at why not all taxes belong in the Minimum Dignity Floor™. We also consider the trade-offs between Roth conversions and IRMAA, and the role of a cash reserve during the delay period in protecting both essential and […]

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    1 h y 1 m
  • Social Security, HSA Reimbursements, and MYGAs: Q&A #2536
    Sep 6 2025

    Jim and Chris discuss listener questions on surviving spouse Social Security benefits and Roth conversions, SSDI and pensions, the Social Security Fairness Act, managing large HSA reimbursements, and choosing between MYGAs and the TSP G Fund.(7:45) George asks whether Roth conversions count toward the earnings test when planning to claim his surviving spouse Social Security […]

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    1 h y 9 m
  • Behavioral Finance in Retirement Planning: EDU #2536
    Sep 3 2025

    Chris’s SummaryJim and I look at behavioral finance in retirement planning, noting that spending from secure income feels safer while drawing from assets feels like a loss. People resist balances going down after decades of saving, even though the money was built to be spent. We highlight how framing savings as deferred spending and covering […]

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    1 h y 29 m
  • Social Security, Risk Philosophy, Fraternal Benefit Societies, Roth Conversions: Q&A #2535
    Aug 30 2025

    Jim and Chris discuss listener questions on Social Security timing rules, retroactive benefits for an ex-spouse, investment strategy philosophy, fraternal benefit societies, and Roth conversions.(6:30) The guys address a listener’s question about whether applying for Social Security at 70 requires enrolling in Part B or if retroactive filing is an option without losing payments.(16:00) A […]

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    1 h y 28 m
  • Roth Catch Ups and the 60-Day Rollover Rule: EDU #2535
    Aug 27 2025

    If you are not in the mood for Jim and Chris’s delightful banter, you can skip ahead to (5:45). It should be noted that of all the episodes to start sharing that information, it’s the one in which Jim said “we didn’t even banter!”. But, from now on, right here before the guys’ summaries you […]

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    1 h y 23 m
  • Social Security, PSA, Annuities, RMD Rules: Q&A #2534
    Aug 23 2025

    Jim and Chris discuss listener questions on Social Security retroactive payments and delayed retirement credit timing, share a listener PSA on horse speed, and answer questions on fixed indexed annuity default credits, a living benefit rider with a proprietary index, and RMD rules for an inherited account. (15:45) A listener asks if the lack of […]

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    1 h y 34 m
  • Catch Up Contributions: EDU #2534
    Aug 20 2025

    Chris’s Summary Jim and I review catch up contributions across IRAs and workplace plans using questions from the Ed Slott training quiz. We clarify the $1,000 IRA catch up (now indexed), explain the age 60–63 super catch up in 401(k)/403(b) plans, and outline the Roth mandate that will require high earners’ catch ups to go […]

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    1 h y 19 m
  • Social Security, Inherited Roth, and IRMAA: Q&A #2533
    Aug 16 2025

    Jim and Chris discuss listener questions on Social Security spousal benefits, filing logistics and spousal eligibility with a disabled child, an inherited Roth IRA, and IRMAA concerns.(14:30) A listener asks why his spouse’s Social Security spousal benefit is less than half of his primary benefit amount.(21:45) George asks about the process and documentation needed when […]

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    1 h y 16 m