Social Security, IRMAA, Roth Conversions, Roth Contributions, TEFRA: Q&A #2633
August 15, 2026
Jim and Chris discuss listener emails on the Social Security Fairness Act, an IRMAA question involving deferred compensation, Roth conversions before and after key age milestones, Roth contributions for high-income catch-up savers, and how TEFRA affects an inherited annuity. (9:45) — A listener disagrees with the show’s characterization of the Social Security Fairness Act as unfair,...
Listen NowInvestment Positioning Part 2: EDU #2632
August 12, 2026
Chris’s Summary Jim and I are joined by Jacob Vonloh as we continue our discussion on investment positioning, wrapping up asset placement for emergency, aging, and long-term care reserves and the fun spending that flows from your Fun Number™, across the Go-Go and Slow-Go/No-Go phases. Jacob also outlines the guaranteed inheritance set-aside and closes with the growth and legacy...
Listen NowSpousal Benefits, HSA Tax Strategies PSA, Inherited IRAs: Q&A #2632
August 8, 2026
Jim and Chris discuss listener emails on Social Security spousal benefits, a listener PSA on HSA tax strategies and treasuries, and inherited IRA RMD rules for minor beneficiaries. (9:00) A listener asks about qualifying for spousal benefits after a lengthy separation, since both spouses are now retired but remain legally married. (28:15) The guys share a listener PSA on tax strategies involving...
Listen NowInvestment Positioning Explained: EDU #2631
August 5, 2026
If you’d like to skip past Jim, Chris, and Jacob’s opening chat about Jacob relocating to Iowa, Jim’s hiking plans, weather, office dog Apollo, and generational pop culture gaps, skip ahead to (10:00). Chris’s Summary Jim and I continue our discussion on the Fun Number™, joined this time by Jacob as we turn to investment positioning of those pieces. Jacob walks...
Listen NowSocial Security, Estate Planning, Annuity Safety: Q&A #2631
August 1, 2026
Jim and Chris discuss listener emails on Social Security survivor benefits after the GPO repeal, estate planning for minor children, and annuity safety. (10:00) A listener asks whether the repeal of GPO permits the survivor in a mixed Social Security and non-covered pension couple to keep both Social Security benefits rather than only the higher benefit, and where this rule appears in the POMS....
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