Roth vs Traditional IRA
Schedule DConversion Strategy 2026

Roth conversion strategy 2026: when to convert and how much

The case for Roth conversions changed in July 2025 when OBBBA made the TCJA brackets permanent. The "convert before sunset" urgency is gone. The bracket-filling, RMD-avoidance, and estate-planning case is just as strong as ever.

§ I

2026 brackets: room to convert

Bracket-filling means converting just enough Traditional IRA money to use up the cheap brackets. If your taxable income is $50,000 (single), you have roughly $53,350 of headroom in the 22% bracket before hitting 24%. Convert that and you pay 22% now to avoid 24%+ on future RMDs.

BracketFrom (single)ToWidth
10%$0$11,925$11,925
12%$11,925$48,475$36,550
22%$48,475$103,350$54,875
24%$103,350$197,300$93,950
32%$197,300$250,525$53,225
35%$250,525$626,350$375,825
37%$626,350no upper bound-

2026 single brackets, OBBBA permanent rates. MFJ thresholds are roughly double except in the 35% bracket. Convert up to the top of your current bracket each year.

§ II

IRMAA cliffs: why one big conversion is dangerous

Once you are 65 and on Medicare, conversion-driven MAGI spikes can trigger Income-Related Monthly Adjustment Amount (IRMAA) surcharges. There is a two-year lookback: 2026 IRMAA uses your 2024 MAGI. Cliff structure means crossing a tier by $1 costs the full surcharge.

MAGI threshold (single / MFJ)Part B surchargePart D surchargeTier
$103,000 / $206,000+$0+$0Standard premium
$129,000 / $258,000+$70.00+$13.70Tier 1
$161,000 / $322,000+$175.00+$35.30Tier 2
$193,000 / $386,000+$280.00+$56.90Tier 3
$500,000 / $750,000+$385.00+$78.60Tier 4

Approximate 2026 figures. Surcharges are per person, per month, on top of the standard premiums. Two-tier crossing for a couple can run $4,000+ per year.

§ III

When to convert

Career break or sabbatical

Low or zero earned income leaves room in low brackets to convert at 12% or 22%.

Early retirement before Social Security

Years between retirement and age 70 with no SS, no pension, no RMDs are the conversion sweet spot.

Year of large deductions

Big charitable gift, business loss, or medical expense year shrinks taxable income and opens bracket room.

Market downturn

Convert at depressed values; future recovery happens inside the Roth where it stays tax-free.

Pre-RMD years (60s)

Reduce the Traditional balance before age 73 forced withdrawals trigger higher brackets and IRMAA.

Estate planning

Pre-pay your heirs' income tax at your bracket if your bracket is lower than theirs will be.

§ IV

Multi-year vs lump-sum conversion

Converting $500,000 in a single year (single filer) lands most of it in the 32% and 35% brackets, plus an IRMAA cliff hit. Spreading the same conversion across 8 years at about $62,500 each, layered onto $50,000 of other taxable income, keeps you in the 22% and 24% brackets:

Lump conversion

$500,000 conversion in year 1

Federal tax: ~$153,000

Plus 2 years of top-tier IRMAA

8-year ladder

$62,500/yr for 8 years

Federal tax: ~$117,000 total

Stays in 22-24% bracket, IRMAA-aware

Illustrative figures using 2026 single brackets. Tax saving depends on your other taxable income; the principle holds for most retirees.

§ V

Pro-rata rule

If you have any pre-tax money in a Traditional, SEP, or SIMPLE IRA, the IRS treats all your IRA money as one pool when you convert. The taxable portion of any conversion is proportional to your pre-tax balance. Workaround: roll the pre-tax IRA money into a workplace 401(k) before converting (401(k) balances are not included in the pro-rata calculation). See backdoor Roth for the full pro-rata math.

§ VI

Tax filing

  • Form 1099-R from your custodian reports the conversion amount.
  • Form 8606 tracks any non-deductible basis (relevant for backdoor Roth) so the basis portion is not taxed twice.
  • Estimated tax may be needed: conversions can create an underpayment penalty if your withholding does not cover the new tax bill. Pay quarterly or increase W-2 withholding for the year.