The Retirement and IRA Show Tax Filing, HSAs, I Bonds, RMDs, Roth Conversions: Q&A #2611
16 snips
Mar 14, 2026 Jake Turner, a financial pro and recurring co-host, joins to tackle tax and retirement puzzles. They cover whether to amend returns after a 1099-R omission. They explain HSA limits for paying insurance premiums. They debate I Bond redemption timing and tax reporting. They explore ways to lower RMD pressure and the trade-offs of aggressive Roth conversions.
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Amend Return For Mega Backdoor Roth 1099-R
- Amend your return if you forgot a 1099-R from an immediate after-tax 401(k) to Roth conversion.
- Jake Turner and Chris Stein recommend filing an amended return to avoid an IRS mismatch even though taxable amount likely stays zero.
Avoid Using HSA For Regular Premiums
- Don't use HSA funds to pay ordinary health insurance premiums because IRS rules forbid it except for narrow exceptions.
- Chris Stein lists allowed exceptions: long-term care, COBRA, unemployment coverage, and some Medicare Part B/D premiums.
Spread I Bond Redemptions To Avoid Tax Spike
- If large I Bond interest will concentrate in one future year, consider redeeming over several years to spread ordinary income and avoid IRMAA spikes.
- Jake Turner and Chris Stein advise redeeming a couple bonds per year and reinvesting proceeds into tax-efficient vehicles.