08/10/2026
"Tax-free growth sounds amazing. So I should convert as much as possible, right?"
Not necessarily.
Roth conversions are powerful—but only when they're part of a multi-year strategy, not a one-time transaction.
Here are 7 mistakes I see all the time:
1. Ignoring the tax bill A conversion increases your taxable income. Without planning, it can push you into a higher tax bracket.
2. Converting too much in one year Spreading conversions across multiple years often lowers the total tax cost by making better use of tax brackets.
3. Paying the tax from your IRA If you convert $100K and use $30K from the IRA to pay taxes, only $70K stays invested. Paying from non-retirement savings preserves more tax-free growth.
4. Ignoring future income A bonus, raise, or other income spike can change whether a conversion makes sense. Plan around expected income, not just this year's.
5. Missing low-income years Years between jobs or market downturns can be ideal times to convert at a lower tax cost.
6. Looking only at taxes Conversions affect your investments, cash flow, and long-term flexibility—not just your tax return.
7. Doing it without a plan Small mistakes today can cost far more over decades of compounding.
The goal isn't to convert as much as possible.
It's to convert the right amount, in the right years, while keeping your overall financial plan in mind.
Done well, Roth conversions can be one of the most valuable tax-planning tools for retirement. Done poorly, they can leave you paying more tax than necessary.
Unless certain criteria are met, Roth IRA owners must be 59 ½ or older and have held the IRA for five years before tax-free withdrawals are permitted. Additionally, each converted
amount may be subject to its own five-year holding period.
Converting a traditional IRA into a Roth IRA has tax implications. Investors should consult a tax advisor before deciding to do a conversion.