DiscoverThe Retirement and IRA ShowSocial Security, IRMAA Taxation, 529 Rollover, Deferred Annuities: Q&A #2544
Social Security, IRMAA Taxation, 529 Rollover, Deferred Annuities: Q&A #2544

Social Security, IRMAA Taxation, 529 Rollover, Deferred Annuities: Q&A #2544

Update: 2025-11-01
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Jim and Chris discuss listener questions on Social Security COLA timing, spousal claiming strategy, IRMAA tax treatment, Roth IRA rollovers from 529 plans, and a listener PSA on deferred annuity RMD rules.


(8:00 ) Georgette asks whether her initial Social Security benefit—approved in September for a December start—will reflect the January COLA increase.



(15:30 ) A listener with similar PIAs and ages to their spouse asks whether it makes sense for one to claim early and the other to delay until 70.



(30:30 ) George shares his realization that the IRMAA surcharge appears to be included in the SSA-1099’s taxable benefit amount, and calls it out in a PSA.



(50:30 ) The guys respond to George’s question about whether a $5,000 rollover from a 529 to a Roth IRA will be treated entirely as contributions for tax-free early withdrawal.



(1:08:00 ) Jim and Chris address Peter’s PSA about calculating RMDs when comparing DIAs and FIAs with GLWBs for a future income stream starting at age 75.


The post Social Security, IRMAA Taxation, 529 Rollover, Deferred Annuities: Q&A #2544 appeared first on The Retirement and IRA Show.

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Social Security, IRMAA Taxation, 529 Rollover, Deferred Annuities: Q&A #2544

Social Security, IRMAA Taxation, 529 Rollover, Deferred Annuities: Q&A #2544

Jim Saulnier, CFP® & Chris Stein, CFP®