What is a Roth IRA Conversion?
A Roth IRA conversion involves taking a traditional retirement account, such as a traditional IRA or 401k and moving that money into a Roth IRA. You’ll have to pay income tax on the amount converted but if you meet certain rules, you won’t pay any tax when you eventually withdraw the funds.
Unlike a Roth contribution, there are no income limitations to do a Roth conversion. Anyone can do it.
Who Should Consider doing a Roth IRA Conversion?
If you are in an unusually low-income year and expect your income to go up, you should run the numbers and maximize your lower tax brackets.
In fact, with some of our clients we have recommended doing partial conversions over several years. This allows them to manage their tax brackets to avoid paying taxes at the highest federal and state tax brackets. This would allow the conversions to cost less in taxes than if converted all at once.
Note: We’ve run some analyses which show that a Roth conversion can also make sense even if you don’t expect your income tax rate to change in retirement.
By controlling your taxable income in retirement, it may help you control:
a. Your marginal tax brackets
b. Increases in Medicare premiums
c. Higher hurdle rates for certain itemized deductions
Opportunity To Access Your Retirement Funds Under Age 59 ½ Penalty Free
When you do a Roth IRA conversion there are two 5-year rules to be aware of:
The first 5-year rule relates to the converted amount, the amount you paid tax on. If you withdraw the converted funds within 5 years of the conversion, there is a 10% penalty unless you are at least 59½ or meet another exception. This is where the planning opportunity comes in, because once you’ve left the money in for 5 years you can remove the entire balance, even if you are under 59 ½ and there’s no penalty!
If you have multiple conversion events (i.e., you partially convert in 2023 and then do another partial conversion in 2025, each conversion amount has its own 5-year clock ticking.
Example: Let’s look at someone age 45 who decides that they need money from their Traditional IRA before they reach 59 1/2, but they don’t want to pay the 10% penalty on early withdrawals. If they simply wait for the 5 years to pass after conversion, they can take as much as 100% of the converted principle out. As they’ve already paid income tax, there will be no tax due, and as they’ve waited 5 years, there will be no 10% penalty due. So, this 45-year-old was able to access all their principal at age 50, instead of waiting almost another 10 years!
Timing Is Everything
I mentioned two 5-year rules. The second 5- year rule, discussed in our first Roth IRA blog,relates to earnings and growth on the converted amount. To avoid income tax on distributions of earnings and growth from a Roth IRA you must meet 2 requirements:
To determine whether funds distributed from a Roth IRA are from the converted amount or from earnings and growth the IRS has ordering rules, and they happen to be favorable for the taxpayer:
Summary
A Roth IRA Conversion can be a powerful strategy if you have enough nonretirement funds to pay the taxes due because of the conversion. While this strategy can be used to access funds penalty free before you reach age 59 ½ (if you meet the 5-year rule), it is most powerful if you won’t need the funds for a long time. It is a terrific technique for leaving funds for your heirs.
If you are considering a Roth conversion, don’t wait too long to make your decision, get the clock started early.
Siller & Cohen is a group comprised of investment professionals registered with Hightower Advisors, LLC, an SEC registered investment adviser. Some investment professionals may also be registered with Hightower Securities, LLC (member FINRA and SIPC). Advisory services are offered through Hightower Advisors, LLC. Securities are offered through Hightower Securities, LLC.
This is not an offer to buy or sell securities, nor should anything contained herein be construed as a recommendation or advice of any kind. Consult with an appropriately credentialed professional before making any financial, investment, tax or legal decision. No investment process is free of risk, and there is no guarantee that any investment process or investment opportunities will be profitable or suitable for all investors. Past performance is neither indicative nor a guarantee of future results. You cannot invest directly in an index.
These materials were created for informational purposes only; the opinions and positions stated are those of the author(s) and are not necessarily the official opinion or position of Hightower Advisors, LLC or its affiliates (“Hightower”). Any examples used are for illustrative purposes only and based on generic assumptions. All data or other information referenced is from sources believed to be reliable but not independently verified. Information provided is as of the date referenced and is subject to change without notice. Hightower assumes no liability for any action made or taken in reliance on or relating in any way to this information. Hightower makes no representations or warranties, express or implied, as to the accuracy or completeness of the information, for statements or errors or omissions, or results obtained from the use of this information. References to any person, organization, or the inclusion of external hyperlinks does not constitute endorsement (or guarantee of accuracy or safety) by Hightower of any such person, organization or linked website or the information, products or services contained therein.
Click here for definitions of and disclosures specific to commonly used terms.
800 Westchester Avenue
Suite N-335
Rye Brook, NY 10573
Legal & Privacy
Web Accessibility Policy
Form Client Relationship Summary ("Form CRS") is a brief summary of the brokerage and advisor services we offer.
HTA Client Relationship Summary
HTS Client Relationship Summary
Securities offered through Hightower Securities, LLC, Member FINRA/SIPC, Hightower Advisors, LLC is a SEC registered investment adviser. brokercheck.finra.org
© 2025 Hightower Advisors. All Rights Reserved.