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Roth Conversion Ladder — seasoning queue + bridge cold-start gate

Every ladder calculator can queue conversions for five years. Almost none ask the question that actually sinks early retirees: does the bridge fund survive the cold start? This one runs your first five years across every historical start sequence since 1928 (a 2000- or 2008-style sequence, not a smooth 6%), grosses up the real cost of paying conversion tax from IRA withholding before 59½, and shows the §72(t) SEPP lane next to it — with every output as a range.

2026 brackets · Rev. Proc. 2025-32 · asOf 2025-10 5-yr rule · Treas. Reg. §1.408A-6 S&P 500 TR + T-bill + CPI · asOf 2026-01 Updated 2026-07-06

Assumptions

live · every start sequence since 1928
The plan runs to 59½, when the 10% early-distribution tax stops mattering.
Filing status
2026 federal brackets + standard deduction. State tax is not modeled.
What the bridge + seasoned rungs must actually deliver each year.
Everything you can spend before the first rung unlocks.
The balance the ladder converts from.
Prior Roth CONTRIBUTIONS (not earnings) you can withdraw today, any age.
Each year's rung. Taxed as ordinary income in the conversion year.
Capped at the years remaining to 59½.
Conversion tax paid from
Withholding before 59½ is itself an early distribution: the withheld slice is taxed AND takes the 10% additional tax, and never reaches the Roth. The engine grosses this up.
Part-time wages, interest, etc. — the conversion stacks on top of it.
Annually rebalanced S&P 500 / 3-month T-bill mix, in real terms.
100 bps = 1.00%/yr dragged off the mix return.
Run the ladder across every historical start sequence since 1928.
Total tax + penalties, median Bridge at first unlock, 5th-pct
Median bridge balance Range across start sequences (p5–p95) Accessible seasoned Roth (median)
Set your inputs — this runs your first years across every historical start sequence, not a smooth 6%. The bridge either carries the cold start or it does not, so the honest answer is a range, not a single number.

Total conversion cost range

tax + penalties, p5 · median · p95

Coral = 5th percentile, aqua = median, mint = 95th percentile of total tax + penalties across all start sequences. The indigo band is the tax-only share — daylight between band and whiskers is penalties (withholding and/or emergency early-IRA taps).

Seasoned rung per year (plan $)
§72(t) SEPP lane, illustrative /yr

§72(t) substantially equal periodic payments are the main alternative to a ladder: penalty-free ordinary-income withdrawals that start immediately — but the schedule locks for the longer of 5 years or until 59½, and breaking it triggers the 10% additional tax retroactively with interest.

Methodology & sources
Year-by-year accessible-money timeline
Plan year Convert (plan $) Rung unlocking (plan $) Accessible Roth pool (median, real) Bridge balance p5 / median / p95 (real)
Run the ladder to fill the timeline.

"Rung unlocking" is the plan-dollar principal whose 5-taxable-year clock (started Jan 1 of its conversion year) expires that year. The accessible-pool column is the median REAL value across start sequences — seasoned principal is frozen in nominal dollars while it waits, so realized inflation eats at it; that decay is modeled, not ignored.

Show the math
Run the ladder to see the worked numbers for your inputs.
Assumptions & sources
AssumptionValueSource · asOf
Ordinary brackets + standard deduction 2026, single / MFJ IRS Rev. Proc. 2025-32 (OBBBA-amended) · asOf 2025-10 · future brackets assumed CPI-indexed, so the sim runs in real dollars
Per-rung seasoning 5 taxable years, clock starts Jan 1 IRC §408A(d)(3)(F); Treas. Reg. §1.408A-6 Q&A-5 · a December conversion is accessible after ~4 yrs + 1 day
Early-distribution additional tax 10% before 59½ IRC §72(t)(1) · applied to withheld conversion tax and to emergency IRA taps
§72(t) SEPP band RMD method … amortization @ 5% IRS Notice 2022-6 (rate ≤ max(5%, 1.2× mid-term AFR)); Single Life Table, Treas. Reg. §1.401(a)(9)-9(b) · asOf 2022-01
Market series (bridge + IRA) S&P 500 TR / 3-mo T-bill, 1928–2025 Damodaran (NYU Stern) · asOf 2026-01 · rolling windows, real returns via CPI-U (BLS)
Not modeled (disclosed) state tax · ACA subsidy cliff · IRMAA · LTCG on bridge sales · Roth earnings spending conversions raise MAGI, which can cut ACA premium subsidies sharply — check that constraint before sizing rungs; bridge withdrawals are treated as basis (slightly optimistic); locked Roth earnings are never spent (conservative)

The simulation runs in real (today's) dollars: spending and conversions hold constant purchasing power, brackets are assumed to index with CPI (as they do by statute), and each historical window supplies its own realized real returns and inflation. Estimates for planning illustration — not tax, legal, or investment advice.

Written by Author to be finalized before launch · Updated 2026-07-06

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