Should You Convert Your IRA to a Roth?

Should You Convert Your IRA to a Roth?

If you’ve been saving for retirement in a traditional IRA, you may have heard about the option to convert it into a Roth IRA. It’s a move that can offer significant long-term tax advantages—but it’s not the right choice for everyone. Before making the switch, it’s important to understand the benefits and drawbacks of a Roth conversion.

A Roth conversion involves moving money from a traditional IRA, which is typically funded with pre-tax dollars, into a Roth IRA, which is funded with after-tax dollars. When you convert, you pay taxes on the amount you transfer in the year of the conversion. After that, your money grows tax-free, and qualified withdrawals in retirement are also tax-free.

Pros of a Roth Conversion

Tax-Free Growth and Withdrawals – Once your money is in a Roth IRA, it grows tax-free. When you retire, you can withdraw funds without paying a dime in taxes—as long as you follow the rules (e.g., being 59½ or older and holding the Roth for at least five years).

No Required Minimum Distributions (RMDs) – Traditional IRAs require you to start taking minimum distributions at age 73, whether you need the money or not. The withdrawn funds are typically taxed as income versus the more favorable long-term capital gains rate. Roth IRAs do not have RMDs during your lifetime, which gives you more control over your money and taxes in retirement.

Potential for Lower Taxes in the Long Term – If you expect to be in a higher tax bracket in retirement—or if tax rates in general increase—a Roth IRA may help reduce your lifetime tax burden. By paying taxes now, you could save more later. Also, if you know you are in a period where income will be significantly lower than in the future, between jobs for example, this may be an opportune time to convert.

Estate Planning Advantages – Roth IRAs can be a tax-efficient way to leave money to heirs, who can also benefit from tax-free withdrawals under certain rules. It’s important to note that non-spouse inherited Roths may still be subject to the 10-year rule.

Cons of a Roth Conversion

Immediate Tax Hit – The biggest downside is the upfront tax bill. If you convert $50,000 from a Traditional IRA and you’re in the 24% tax bracket, you’ll owe $12,000 in federal taxes that year—not including state taxes, which can be significant for CA residents. Paying the tax bill with non-retirement funds is ideal, but not always possible. And unless you have surplus cash available to pay Uncle Sam, you’ll need to consider the tax bill for raising the necessary cash in your taxable account.

Potential for Higher Tax Bracket – A large conversion could push you into a higher tax bracket for the year. This could also impact other areas, like eligibility for tax credits, Medicare premiums, or Social Security taxation.

Loss of Funds for Growth – If you pay the conversion tax out of the IRA itself, you reduce the amount of money that can grow tax-free. That can weaken the benefits of conversion over time. As stated earlier, you can pay the tax liability from a non-retirement account to avoid this reduction, but cash reserves must be available come tax time.

Five-Year Rule – Withdrawals from a Roth IRA must meet a five-year holding requirement to be tax-free—even if you’re over 59½. If you withdraw too early, you may face taxes or penalties.

A Roth conversion can be a powerful tool for retirement planning—but it’s not a one-size-fits-all solution. The benefits depend heavily on your current tax bracket, your future income expectations, and how long you plan to leave the money invested. Talk with your Sand Hill Wealth Manager or tax professional to see if a Roth conversion aligns with your long-term goals.

Articles and Commentary

Information provided in written articles are for informational purposes only and should not be considered investment advice. There is a risk of loss from investments in securities, including the risk of loss of principal. The information contained herein reflects Sand Hill Global Advisors' (“SHGA”) views as of the date of publication. Such views are subject to change at any time without notice due to changes in market or economic conditions and may not necessarily come to pass. SHGA does not provide tax or legal advice. To the extent that any material herein concerns tax or legal matters, such information is not intended to be solely relied upon nor used for the purpose of making tax and/or legal decisions without first seeking independent advice from a tax and/or legal professional. SHGA has obtained the information provided herein from various third party sources believed to be reliable but such information is not guaranteed. Certain links in this site connect to other websites maintained by third parties over whom SHGA has no control. SHGA makes no representations as to the accuracy or any other aspect of information contained in other Web Sites. Any forward looking statements or forecasts are based on assumptions and actual results are expected to vary from any such statements or forecasts. No reliance should be placed on any such statements or forecasts when making any investment decision. SHGA is not responsible for the consequences of any decisions or actions taken as a result of information provided in this presentation and does not warrant or guarantee the accuracy or completeness of this information. No part of this material may be (i) copied, photocopied, or duplicated in any form, by any means, or (ii) redistributed without the prior written consent of SHGA.


Video Presentations

All video presentations discuss certain investment products and/or securities and are being provided for informational purposes only, and should not be considered, and is not, investment, financial planning, tax or legal advice; nor is it a recommendation to buy or sell any securities. Investing in securities involves varying degrees of risk, and there can be no assurance that any specific investment will be profitable or suitable for a particular client’s financial situation or risk tolerance. Past performance is not a guarantee of future returns. Individual performance results will vary. The opinions expressed in the video reflect Sand Hill Global Advisor’s (“SHGA”) or Brenda Vingiello’s (as applicable) views as of the date of the video. Such views are subject to change at any point without notice. Any comments, opinions, or recommendations made by any host or other guest not affiliated with SHGA in this video do not necessarily reflect the views of SHGA, and non-SHGA persons appearing in this video do not fall under the supervisory purview of SHGA. You should not treat any opinion expressed by SHGA or Ms. Vingiello as a specific inducement to make a particular investment or follow a particular strategy, but only as an expression of general opinion. Nothing presented herein is or is intended to constitute investment advice, and no investment decision should be made based solely on any information provided on this video. There is a risk of loss from an investment in securities, including the risk of loss of principal. Neither SHGA nor Ms. Vingiello guarantees any specific outcome or profit. Any forward-looking statements or forecasts contained in the video are based on assumptions and actual results may vary from any such statements or forecasts. SHGA or one of its employees may have a position in the securities discussed and may purchase or sell such securities from time to time. Some of the information in this video has been obtained from third party sources. While SHGA believes such third-party information is reliable, SHGA does not guarantee its accuracy, timeliness or completeness. SHGA encourages you to consult with a professional financial advisor prior to making any investment decision.

Recent Posts

Oct 30, 2025
Big Beautiful Charitable Giving Recommendations for Year End
Janet Hoffmann
Janet Hoffmann,  CFA, CFP®
Big Beautiful Charitable Giving Recommendations for Year End

With two months remaining in 2025 and a new tax bill recently passed with provisions that will affect charitable giving strategies, now is a great

read more
Oct 30, 2025
Beyond Wealth: The Top 7 Priorities of Ultra-High-Net-Worth Families
Sara Craven
Sara Craven,  CFP®
Beyond Wealth: The Top 7 Priorities of Ultra-High-Net-Worth Families

Why Lasting Legacies Require More Than Just Financial Success Ultra-high-net-worth (UHNW) families—those with $30 million or more in investable assets—carry both extraordinary opportunities and unique

read more
Oct 30, 2025
Endowment Insights: Is the Turning Point Here to Add Private Investments?
Mark Strahs
Mark Strahs
Endowment Insights: Is the Turning Point Here to Add Private Investments?

Non-profit endowments and foundations face a pivotal moment in 2025, with some traditional revenue streams, including donations, in flux due to reductions in government spending

read more

Stay up to date, receive email updates from Sand Hill directly to your inbox!