Why the gap years matter
Here is the whole idea in one sentence: money you move to a Roth today is taxed today, and everything it earns after that is yours. The question is never whether to convert. It is what tax rate you pay to do it.
For a veteran or federal retiree who leaves before required distributions begin, there is a stretch of years when income is unusually low. Pay has stopped. Required minimum distributions have not started. Those begin at age 73 for people born between 1951 and 1959, and at 75 for those born in 1960 or later (SHARED-RMD-01). The span in between is a low-bracket window, and it does not last.
If you leave a pre-tax balance untouched, it keeps growing, and one day the required distributions arrive on top of Social Security and any pension. That can push you into a higher bracket in your late seventies than you are in today. Converting during the quiet years pulls some of that future income forward and taxes it while your rate is low.
For Thrift Savings Plan participants, this got easier in 2026. The TSP Roth in-plan conversion feature went live on January 28, 2026, so you can convert a Traditional TSP balance to Roth without leaving the plan. The minimum is $500 per conversion, the converted amount is taxable income in the year you convert, and it is irrevocable (VET-TSP-01).
The one rule that makes conversions work
Pay the tax on a conversion from outside money, not from the amount you are converting (VET-TSP-01). Withholding tax out of the conversion shrinks the balance that gets to grow tax-free, and if you are under 59 1/2 it can trigger a penalty on the withheld piece. Set the cash aside first.
The two-year echo: IRMAA
Now the part that surprises people. Medicare charges higher-income enrollees an extra amount on their Part B and Part D premiums. It is called IRMAA, the income-related monthly adjustment amount, and it does not look at this year's income. It looks back two years.
So your 2026 premium is set by your 2024 income, and a large Roth conversion you make in 2026 does not show up until your 2028 premiums (SHARED-IRMAA-01). The echo is delayed, which is exactly why it catches people. You convert in a low-income year, feel good about the tax rate, and two years later the Medicare bill ticks up.
The 2026 first surcharge tier begins at modified AGI over $109,000 for a single filer and over $218,000 married filing jointly (SHARED-IRMAA-01). Modified AGI here is your adjusted gross income plus any tax-exempt interest, and a conversion lands in that number. Cross the line by a dollar and the surcharge applies to the whole year, on top of the 2026 standard Part B premium of $202.90 per month (SHARED-MEDB-01).
The practical takeaway is not to fear conversions. It is to size them. Many retirees deliberately convert up to just under the IRMAA tier that fits their plan, then stop for the year. Whether that tier is the right ceiling for you depends on your full picture, which is a conversation for your tax professional.
IRMAA is a cliff, not a ramp
The surcharge is not phased in a little at a time as you cross the threshold. Go one dollar over the tier and the full higher premium applies for that year. That single dollar is why the last slice of a conversion deserves a careful look before you commit.
Two ceilings worth knowing
Beyond IRMAA, two other lines shape how far to convert in a given year, and they sit lower than most people expect.
The first is where your ordinary tax rate steps up. In 2026 the 22% bracket begins at $50,400 of taxable income for a single filer and $100,800 married filing jointly (SHARED-FEDBRACKETS-01). Because taxable income is figured after the standard deduction, which is $16,100 single and $32,200 married filing jointly in 2026 (SHARED-STDDED-01), a couple can have meaningfully more gross income than that and still be filling the 12% bracket. Conversions that stay inside that band are cheap.
The second matters only if you also sell appreciated investments. Long-term capital gains and qualified dividends are taxed at 0% up to a taxable income of $49,450 single and $98,900 married filing jointly in 2026 (SHARED-LTCG0-01). Here is the tension: a Roth conversion is ordinary income, and it stacks under your capital gains, so a large conversion can push those gains out of the 0% zone and start taxing them at 15%. If harvesting gains at 0% is part of your plan, that competes with converting, and the two have to be sized together.
None of these three lines, the 22% bracket, the 0% gains ceiling, or the IRMAA tier, is the single right answer. They are the guardrails you steer between, and where you land inside them is a personal calculation.
What a conversion does not touch
A couple of worries come up often, and both have clean answers.
If you are collecting the FERS Special Retirement Supplement before age 62, a Roth conversion will not reduce it. The supplement is cut only by earned income above the annual limit, which is $24,480 for 2026, and only wages and self-employment count (VET-SRS-01). A conversion is not earned income, so it does not enter that test. The same logic means a conversion does not affect it the way a part-time job would.
That said, a conversion does raise your adjusted gross income, and AGI is the input to more than just IRMAA. It can influence the taxable share of Social Security and other AGI-linked items. This is precisely why the sizing is worth doing on paper, with your numbers, before you press the button.
Our Veterans retirement calculator can show you where your pension, Social Security, and TSP land against these brackets, which is a useful starting point for the conversation. It is a map, not the plan itself. The plan is what you build once you can see the whole board.
A soft next step
If you want to sketch a multi-year conversion plan that respects the IRMAA tiers and your RMD start date, book a free 15-minute call and bring your numbers. We will look at the shape of it together and tell you honestly whether it is worth pursuing.
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Sources: CMS, 2026 Medicare Parts A and B Premiums and Deductibles fact sheet (IRMAA tiers, Part B premium) and IRS, Rev. Proc. 2025-32, tax year 2026 inflation adjustments (brackets, standard deduction, 0% capital gains ceiling) and IRS, Required Minimum Distributions FAQs (RMD beginning age under SECURE 2.0) and TSP Bulletin 25-4, Launch of Roth In-Plan Conversion Feature and SSA, 2026 exempt amounts (earnings test governing the FERS supplement). Rules and figures are subject to change; confirm the specifics with a qualified professional.
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Sirmium Capital | Fiduciary Wealth Management for 9/11 Families, First Responders & Veterans.
Disclaimer: This content is for informational purposes only and does not constitute legal or tax advice. Pension and tax rules are subject to change. Please consult with a qualified tax or financial professional regarding your specific situation.