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Tax Planning9 min readMarch 18, 2026

ROTH Conversion Strategies: How to Reduce Your Lifetime Tax Bill in Retirement

By Doug Robb Jr. · ABC Wealth · Long Valley, NJ

TL;DR — Quick Answer

A ROTH conversion moves money from a pre-tax Traditional IRA to a tax-free ROTH IRA. You pay income taxes on the converted amount today, but all future growth and qualified withdrawals are tax-free. The optimal conversion strategy fills your current tax bracket without pushing you into a higher one — typically done in the years between retirement and age 73 when income is lower.

What Is a ROTH Conversion and Why Does It Matter?

A ROTH conversion is the process of moving funds from a Traditional IRA (or other pre-tax retirement account) to a ROTH IRA. The converted amount is included in your taxable income for the year of conversion. In exchange, the funds grow tax-free and can be withdrawn tax-free in retirement — with no Required Minimum Distributions during your lifetime.

For many retirees, the years between retirement and age 73 represent a "tax valley" — income is lower than during working years, and RMDs have not yet begun. This window is the optimal time for strategic ROTH conversions.

How Much Should I Convert Each Year?

The goal is to convert enough to fill your current tax bracket without crossing into the next one. For example, if you are in the 22% bracket and have $30,000 of "room" before reaching the 24% threshold, converting $30,000 per year is a common strategy. Over a 10-year window, this could convert $300,000 to tax-free status.

The analysis must also account for the impact on Medicare Part B and D premiums (IRMAA surcharges), the taxation of Social Security benefits, and the Net Investment Income Tax (NIIT).

What Is the Impact of ROTH Conversions on Heirs?

Under the SECURE Act 2.0, most non-spouse beneficiaries must withdraw inherited IRA funds within 10 years. For heirs in high tax brackets, inheriting a large Traditional IRA can trigger significant tax bills. A ROTH IRA inherited by a non-spouse beneficiary is also subject to the 10-year rule, but withdrawals are tax-free. Converting to ROTH before death is one of the most powerful legacy planning tools available.

How Does Index Universal Life Insurance Complement ROTH Conversions?

Index Universal Life (IUL) insurance is another vehicle for tax-free retirement income. IUL policies accumulate cash value linked to a stock market index (such as the S&P 500) with a floor that protects against market losses. Policy loans from an IUL are generally income-tax-free, creating a tax-free income stream that does not affect Social Security taxation or IRMAA calculations. For clients who have maximized their ROTH conversion opportunities, IUL can be a complementary strategy.

Advisory services are offered through ABC Wealth PR, LLC, a SEC Investment Advisor. This article is for informational purposes only.

How Does This Apply to Your Retirement Planning in New Jersey?

Doug Robb Jr. is a SEC-registered fiduciary financial advisor in Long Valley, NJ. If you have questions about how the topics covered in this article apply to your specific situation, schedule a complimentary consultation to discuss your retirement planning goals.

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About the Author

President & Founder, ABC Wealth · SEC-Registered Investment Adviser (CRD# 2384553)

Doug Robb Jr. is a fiduciary financial advisor with 31+ years of experience serving pre-retirees and retirees in New Jersey and New York. He specializes in IRA rollovers, Social Security planning, ROTH conversions, and retirement income strategies. A former NFL player and founder of START WITH ONE FOUNDATION Inc., Doug brings the same discipline and integrity to every client relationship.