Neil Wilding · 07 Jul 2025 · 3 minutes

ROTH DONE RIGHT

Breaking Down Break-Even: The Real Cost of Roth Conversions

Author: Neil Wilding Neil Wilding
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Roth conversions are a great way for savers to protect themselves against the risk of rising taxes. In fact, the tax-free savings trend has been growing hand over fist

Protection from future tax changes. Tax-free income in retirement. And the ability to pass the funds on to your heirs tax-free as well. 

What’s not to love?

However, there are still speed bumps many savers encounter when considering a Roth conversion. And the biggest may be the conversion’s break-even point. 

The break-even point of a Roth conversion is the point at which the Roth account has “earned back” the funds spent on taxes during the conversion itself. 

Many savers understand the amount spent on taxes to be an investment of sorts. An investment that requires a return. And thus, “How quickly will I receive a return on that investment?” becomes a question to consider.

What savers really want to know is: “When will I break even on the additional dollars spent on taxes and IRMAA drift required to complete the Roth conversion?”

And advisors who can answer these questions quickly and with confidence are the advisors who are best positioned to grow their Roth business and client acquisition. 

Earlier this spring, Stonewood Financial rolled out our Roth Done Right software, which analyzes the tax and IRMAA savings of a conversion (and helps advisors uncover the optimal conversion pattern for a client). 

Last month, we rolled out a BIG enhancement. 

Now, we’ve integrated a powerful break-even analysis into the report. And it makes for one of the most complete tools advisors can use to optimize Roth conversions for their clients. 

I recently hosted a webinar exploring the importance of the break-even discussion in the client meeting process. 

If you missed the call, don’t fret. I’m linking the recording here so you can watch: 

RDR Webinar Blue Circle IconStudy Group: The Importance of Break-Even

On the webinar, I walked through the key variables that influence the break-even analysis and how to make reasonable, realistic assumptions for your clients when you’re analyzing it. You’ll learn about important considerations like tax assumptions, your client’s income picture before and after a potential Roth conversion, Tax Drift, and IRMAA Drift. 

And then there is one final detail, a detail that could completely change the outcome for your clients.  As mentioned earlier, an IRA dollar must eventually be taxed, either to the IRA owner through distributions or the IRA owner’s heirs as they inherit the money. So then, what tax rate do you use for the heirs? Is it the same as the IRA owner’s tax rate? Can you quantify the Widow’s Penalty? Or the 10-year Tax Trap? Do we use effective or marginal tax rates? 

All of these questions and more are answered in the video. It’s an excellent resource for advisors looking to establish themselves as the Roth conversion experts in their market.

Give it a listen and let us know what you think!

Neil Wilding
About the Author

Neil Wilding | COO, Stonewood Financial

Strategy expertise and training that actually moves the needle. Neil sees the big opportunities coming - and develops tools to let you take advantage of them.

Real Advisors. Real Results.

See how advisors are using Stonewood software to win larger cases and deliver better outcomes for their clients.

An advisor was working with a prospect who was a real "do-it-yourselfer" when it came to Roth conversions. The client was converting assets up their existing tax bracket – and hadn't considered any impact to IRMAA.

With Roth Done Right, the advisor was able to show an alternate pattern that sped up the conversion to 6 years. The new structure offered $30,000 savings in conversion taxes – a 20% reduction on the prospect's conversion tax bill. The report also showed hundreds of thousands of dollars in long-term tax and IRMAA savings from the converted assets – an amount the prospect hadn't been able to quantify on his own.

Outcome

A new client with $1M in new AUM, and a $1M FIA sale to fund the conversion process.

An advisor was working with a prospect who already had assets with Ken Fisher. Fisher's team presented a 5% systematic withdrawal projection, so the advisor needed a stronger way to frame the income conversation.

Using the Annuity Alpha report, the advisor showed how an annuity could deliver over 8% in annual cash flow with lifetime income, plus a long-term care doubler. The contrast was clear enough that the prospect moved forward.

Outcome

$1.5M placed and a $100K in new business revenue.

An advisor was working with a 58-year-old couple with an established, well-funded retirement income plan, leaving an additional $3M IRA to build out a legacy for the kids. The couple's existing advisor had no real additional plan for this money, other than to keep it in their managed account and grow that money as much as possible for the kids.

Using the Legacy Done Right report, the advisor showed the need for tax planning on this $3M IRA. According to the advisor, the simple analysis "opened up the wallet" to the Roth conversion story. The advisor then used the blended Roth/Life feature in the report to show a blend of Roth Conversion assets with some Life Insurance to help maximize the client’s legacy.

Outcome

$3M in motion. The advisor picked up a $1.5M FIA sale that will be converted to Roth. And the advisor also sold a 5-Pay Protection focused IUL policy at $225,000 of premium per year.

An advisor group incorporated the Total Tax Burden report into the strategy presentation for all new prospects. They ran the tax snapshot for every new client as part of their first meeting conversation, quantifying the growing tax burden of IRA money – and illustrating the kinds of tax savings possible when working with their firm.

Starting in January of 2023, this simple analysis was presented to every single prospect who walked in the door. The goal was to differentiate their practice and drive overall revenue growth through various Roth conversion strategies.

Outcome

From 2022 to 2025, new annual AUM rose from $5M to $50M. Annual FIA sales rose from $3M to $35M. And annual life premium rose from $50K to $1M.