Benefits of Doing Roth Conversions Early in Retirement

Sep 1, 2023 | Newsletters

Retirees could cut their lifetime tax burden as well as minimize taxes’ impact on the long-term wealth of their heirs.


So, you’ve worked hard throughout your career, saved for retirement and now the light at the end of the tunnel is becoming larger and brighter. It’s pretty simple — freedom and independence are just around the corner, and a big retirement account balance means nothing to worry about and no further work to do, right?

Well, in fact, the winding down of your career is only the end of one stage of the wealth creation journey. It benefits new or potential retirees to consider the roles of tax — and not just within a single tax year, but over a multiyear horizon. When we consider the tax burden from a lifetime perspective, the objective becomes less about paying less each year and more about paying less in total. This leads us to different decision points, decisions that may not seem immediately intuitive, but which can have a major impact on our long-term wealth and that of our heirs.

Often when working with clients who are nearing retirement, it is clear from their balance sheet that the forced savings mechanism of their workplace retirement plan has allowed them to accumulate a significant amount in relation to their other savings. While technically they’ve done the right thing over many decades, it is important to highlight possible issues on the horizon. Large retirement account balances may equal large tax bills in the future. The money was contributed pre-tax, grew and compounded in an environment with no tax drag, and so now it’s reasonable that the government would want to start taking their cut, having incentivized us to prepare for this stage of life.

Many retirees assume their days of being in a high income tax bracket may be behind them, but required minimum distributions (RMDs) mean they will have to realize a certain amount of ordinary income from the IRA annually, and this coupled with Social Security, pensions and any other income they may have can put them back into a similarly high tax bracket as when they were still working.


Consider converting retirement assets to Roth IRAs


Many retirees in this situation can benefit from considering converting some retirement assets into a Roth IRA in the early years of retirement. The Roth IRA differs from the traditional tax-deferred IRA in that it is an after-tax account. All the tax was paid before the contributions were made, so any distributions taken out are tax-free. Because of this, the government has no required distributions, so the funds can stay in the account and continue to grow over time. This also means there will be less required taxable income.

A Roth conversion has the impact of realizing ordinary income as the funds are withdrawn from the traditional IRA, so this isn’t a slam dunk for everyone, but in years when income is low (retired, no RMDs or Social security yet), a certain amount of conversion can be executed very “cheaply” (i.e., within the lower tax brackets).

One of the key elements here is whether the resulting tax bill can be funded from existing after-tax assets. If the Roth conversion tax needs to be satisfied from the amount converted, then it takes a lot longer for the effort to “break even,” as we are investing less into the Roth account to compound tax-free.

A key element is flexibility


In recent years, legislative changes have steadily delayed RMDs to age 73, and eventually to age 75. It may seem counterintuitive to applaud this change, while simultaneously advocating for clients to take assets out of their tax-deferred IRAs before they’re required to. The key element here is flexibility. Being able to control the timing and the amount of the distribution (or conversion) can greatly assist with managing the lifetime tax bill.

Aside from minimizing required distributions during your own lifetime, another advantage of Roth IRAs is from an estate planning perspective. Under recent legislation, the non-spousal beneficiary of an IRA is required to distribute the entire account within a 10-year time frame. Many of us could be in our peak earning years at the time our parents pass away, and so we’re already in a high tax bracket. While such inheritance may seem like “found money,” it is quite inefficient from a tax perspective. Contrast this with Roth IRAs, which have no such requirements and the taxes have already been paid.

Again, it pays to think of our tax obligation beyond the narrow confines of a given tax year and extend that perspective beyond ourselves and consider the tax burden on our heirs.

Bear in mind that the optimal path differs for everyone. Consider a situation where you have no heirs. A Roth conversion is a little less attractive, as that estate planning benefit may not be as important to you. Yes, the asset would continue to grow tax-free post-conversion, but perhaps the dominant issue on your balance sheet is a lack of post-tax savings (bank or brokerage account). Taking the distributions while other income is low and building up that post-cash cushion is prudent in the years before Social Security and RMDs kick in.

The recent bout of inflation has left us with wider tax brackets, and it is important to note these. It isn’t the end of the world to move into the next tax bracket, but each dollar withdrawn or converted becomes incrementally more expensive, and there are two particularly large jumps in the tax brackets to keep an eye on (12% to 22%, and 24% to 32%). Note also that tax brackets are driven by taxable income, and IRMAA (Medicare premium) rates are driven by modified adjusted gross income. These numbers can be quite different from each other, so it’s key to pay attention to both, as the increase in monthly Medicare premiums can offset the long-term benefit from the conversion.

Charitable giving can help, too


For investors who are right on the upper edge of a tax or IRMAA bracket, all is not lost. If charitably inclined, gifting stocks with high unrealized gains (preferably) to a donor-advised fund or gifting part of an RMD from the IRA will help reduce income and provide more room for a Roth conversion.

Since the doubling of the standard deduction with the 2017 Tax Cuts and Jobs Act, it is more common to see people bundling or doubling their charitable giving in one year, then skipping the following year. Any plan to convert or withdraw excess from the IRA should align with those gifting plans.

Many retirees have more levers to pull than perhaps they realize. There are too many variables in each of our lives for one standard solution, but some of the universal factors to start thinking about are: retirement age, Social Security withdrawal age, estate plan priorities and intentions, and ratio of tax-deferred retirement assets to other liquid assets.

The bottom line is that retirement is a stage of life just like going to college or having children. It can make a big difference to have a well-thought-out plan for how to optimally fund those golden years.

Taxes are as certain as death, but the tax code is there to be understood and optimized. It behooves everyone to fully understand the rules of the game.


About the Author: Mel Casey, CFA, CAIA Mel brings nearly two decades of financial services and investing experience to the FBB team. As a Senior Portfolio Manager, Mel is responsible for managing client relationships and client investment portfolios. Prior to FBB Capital Partners, Mel spent several years at 1919 Investment Counsel where he managed individual and institutional client portfolios, a Financial Services Mutual Fund and a Real Estate Equity Strategy. Prior to his time with 1919, Mel held various roles with investment banks Keefe, Bruyette & Woods and Compass Point Research in New York and Washington, DC respectively. A native of Dublin, Ireland, Mel received his Bachelor of Commerce degree from University College Dublin. He is a CFA®, and CAIA charterholder, a member of the CFA Institute, and a member of the CFA Society of Washington, DC. Mel lives in Bethesda, Maryland with his wife Jenny and their two children.

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