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Loophole

Roth Conversion Ladder in Low-Income Years

Convert Traditional to Roth during sabbaticals or business-loss years.

Overview

Time large Roth conversions to years with unusually low taxable income (sabbatical, business NOL, early retirement gap, big depreciation year). Fill up the 12% and 22% brackets with conversions — every dollar becomes tax-free forever.

Best fit
FIRE plannersBusiness owners with NOLsEarly retirees
Estimated impact
10–20% tax rate arbitrage on $50K–$500K conversions

Click Generate advisory deep dive for mechanics, IRC citations, a step-by-step execution plan, a worked numeric example on your profile, costs, risks, and this-week actions.

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