How a Roth Conversion Ladder Works
A Roth conversion ladder is a multi-year strategy to systematically convert money from your traditional IRA (or 401k) into a Roth IRA — paying ordinary income taxes now, at a controlled rate, to get decades of tax-free growth. The window is the gap between retirement (when your income drops) and age 73 (when RMDs force distributions whether you want them or not).
The core tactic is "bracket filling": convert just enough each year to fill a target tax bracket ceiling — say, the top of the 22% bracket — without crossing into the next bracket. For most retirees, this means converting $50,000–$150,000 per year over a 10–15 year window.
The complications that make this tricky: (1) IRA withdrawals trigger Social Security taxation in a nonlinear way, effectively bumping your marginal rate 50–85% above the statutory rate (the "tax torpedo"). (2) Your MAGI, which includes Roth conversions, determines IRMAA Medicare surcharges two years later — crossing a cliff by $1 can cost thousands per year. (3) Converted funds must season for 5 years before the earnings are penalty-free (the "5-year rule"). This calculator models all three effects.
The strategy pays off primarily when: (a) you're currently in a lower bracket than you expect to be in the future due to RMDs, (b) you want to leave tax-free Roth assets to heirs, or (c) you want to reduce your lifetime Medicare premiums by managing future MAGI.
This calculator shows a recommended conversion amount for each year, the tax cost, and how your account balances evolve over your planning horizon. Adjust the strategy inputs to find the approach that makes sense for your situation.
5 Tips to Maximize Your Conversion Window
Start before RMDs begin
The conversion window closes at 73 when RMDs begin. The earlier you start (even at 60–65), the lower your required conversion amount each year and the more time your Roth has to grow tax-free.
Watch the IRMAA cliffs
Your conversion in 2026 determines your Medicare premium in 2028. Enable the IRMAA cap to ensure conversions never cross a tier boundary. Single: $109k / $137k / $171k / $205k / $500k. MFJ: $218k / $274k / $342k / $410k / $750k.
Account for the Social Security torpedo
If you collect SS, large conversions can push more of your SS into taxation — effectively raising your marginal rate well above the bracket rate. This calculator models the SS torpedo effect when computing your conversion ceiling.
Use the bridge fund strategically
Conversion taxes come due in April. Fund them from your taxable brokerage, not from the Roth itself. Selling appreciated taxable assets (at potentially favorable long-term capital gains rates) to fund conversion taxes is often more efficient than pulling from the Roth.
Consider QCDs at 70½
Qualified Charitable Distributions let you direct up to $105,000/year from your IRA to charity without it counting as taxable income. QCDs can satisfy your RMD obligation while keeping your MAGI low — creating more room for additional Roth conversions.
Check your IRMAA exposure: Roth conversions increase your MAGI and can push you over an IRMAA Medicare surcharge cliff two years later. Use the Medicare IRMAA Calculator to see exactly how much headroom you have before the next cliff.
Watch for the SS torpedo: Large IRA withdrawals or Roth conversions can trigger 85% SS taxation, pushing your effective marginal rate to 40%+. See the Social Security Tax Torpedo Calculator for a detailed marginal rate breakdown.