With taxes on the wealthy seemingly on track to increase under President Joe Biden, many affluent investors have been rushing to reconfigure their retirement strategies to lessen a financial blow in the future.
But the strategy of choice â shifting money from a traditional IRA or 401(k) into a tax-advantaged Roth plan â involves a surprisingly nuanced calculus. Factors that can make the move a good idea or a bad one include an investorâs age, income needs, earning potential, future retirement location and method for paying the up-front tax bill that comes with a conversion.
On the tax front, arguably the toughest factor, one prominent wealth planner has a secret weapon for clients that she calls âthe greatest thing for them and their heirs.â The advisor, Laila Pence, adds that âwe do think thereâs going to be some tax changes coming, so weâre trying to take advantage this year for most clients we serve to reduce their estate taxes.â

Roth IRAs are funded with money on which taxes have already been paid. Their annual
By contrast, a traditional IRA is built with pre-tax dollars that appreciate over time. Investors pay ordinary rates on withdrawals. While there are no income limits on who can own one, the contribution limits are the same as for a Roth. Putting in money creates a tax deduction for those making
Lock it in
Why are advisors urging clients to ditch their regular IRAs for a Roth? To lock in todayâs lower rates.
The Biden administration wants to nearly double the capital gains rate on people making more than $1 million. (Itâs currently 23.8%, including the Affordable Care Actâs 3.8% surcharge.) It also wants to raise the top individual rate to 39.6% from 37%, which currently hits income above $

Traditional IRAs are still a gorilla of the retirement marketplace, with around $11 trillion in assets, according to Cerulli Associates. But Roth IRAs are the fastest-growing segment of the IRA market, with assets topping $1.2 trillion last year, three quarters held by investors age 60 or older.
IRS rules donât limit how much of a traditional IRA can be converted to the Roth variety. The converted amount appreciates over time, and withdrawals are tax-free. The hitch: when converting, you have to pay the taxes due on the traditional IRAâs appreciation at the time.
Unlike traditional IRAs,

Today, a Roth IRA conversion is âa better tool to lower oneâs taxable estate and create tax savings,â says Megan Mills, a wealth advisor at Bordeaux Wealth Advisors in Menlo Park, California. Every dollar moved out of an estate saves 40 cents in estate tax for investors worth more more than $11.7 million (more than $23 million for couples).
Biting the tax bullet
So whatâs the biggest challenge for investors? Convincing them to bite the conversion tax bullet up front. Which brings us back to Pence, the president of Pence Wealth Management in Newport Beach, California, affiliated with giant brokerage-advisory firm LPL Financial.
Pence, a CFP and

She cites an older client with a $3 million traditional IRA who was initially reluctant to convert. The client had plenty of cash to pay the roughly $1 million tax bill, but balked. So Pence had the client use her RMDs to foot the bill, converting chunks of the traditional plan in several steps. That way, âshe didnât feel like she was using her âown moneyâ to convert,â Pence says.
Advisors donât like a client taking money out of their traditional IRA to pay a conversion tax bill. Doing so crimps the size of the retirement pot available for future growth. Fidelity Investments says investors should instead use cash from a non-retirement savings or brokerage account. Penceâs RMD method adds another option. âItâs all about that mental strategy,â she says. Clients âfall in love with the idea, because it doesnât feel like itâs coming out of their pocket.â
Complicated calculus
Taxes arenât the only issue. A conversion doesnât make sense if an investor is going to need income from his account in the ânear future,â says Ross Bruch, a senior vice president and senior wealth planner at Brown Brothers Harriman. Why? âIf youâre going to pay tax either way, youâre better off to have a few additional years of growth,â he says.
A conversion may also not be worth it if an aging investor plans on moving from a high-tax state like Connecticut to retire in no-tax Florida, or Pennsylvania, which doesnât tax retirement accounts. Thatâs because there would be no savings on the state taxes owed (the top rate in Connecticut is 6.99%) when transferring a traditional IRA to a Roth.
Already inherited a traditional IRA? Unless youâre the surviving spouse, you
Legislation passed by Congress in December 2019 known as the SECURE Act boosted the age for starting required RMDs, to 72 from 70 œ. That means investors who are just below that age and likely retired are probably in a lower tax bracket. So locking in that bracket by converting makes sense,
The new law also said that beneficiaries other than spouses of retirement plans of all stripes have to cash them out entirely
âThe SECURE Act has made it more complex and confusing for investors and advisors to understand whether a Roth conversion is a good idea,â says Bruch. âThere are so many variables where the outcome is unknown.â