Hey, Hill: Should I Consider a Roth Conversion?
At Hill Investment Group, we’ve found that when a few clients ask similar questions, many more are likely thinking the same thing. To better serve you, we’re introducing our “Hey Hill” newsletter series—addressing common client questions and sharing our perspective.
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Is a Roth IRA Conversion Right for You?
Roth IRA conversions can be a valuable, but often misunderstood tool in long-term financial planning. When thoughtfully timed and executed, they may provide tax advantages, increased flexibility, and legacy planning benefits. But like most financial strategies, they’re not one-size-fits-all.
So how do you know if a Roth conversion might make sense for your situation?
What Is a Roth Conversion?
A Roth IRA conversion means moving money from a pre-tax retirement account—such as a Traditional IRA—into a Roth IRA. You’ll pay ordinary income taxes on the converted amount in the year of the transfer. From that point forward:
- Your investments may grow tax-free inside the Roth
- You can make tax-free withdrawals in retirement (if IRS rules are followed)
In essence, you’re trading a tax bill today for the potential of tax-free growth and withdrawals in the future.
Who Might Want to Consider a Conversion?
A Roth conversion may be worth exploring if:
- You expect to be in a higher tax bracket later
- You can pay the tax bill from non-retirement assets, leaving your retirement funds intact
- You’re in a temporarily low-income year (e.g., early retirement, career break, or sabbatical)
- You’re planning for heirs—Roth IRAs aren’t subject to required minimum distributions (RMDs), which may make them attractive in legacy planning
- You don’t need the money soon—the longer Roth funds grow tax-free, the more powerful the benefit
How It Can Support Your Long-Term Plan
When aligned with your overall strategy, a Roth conversion can:
- Reduce future RMDs and lower taxable income in retirement
- Diversify your tax “buckets,” giving you flexibility in how you draw income
- Potentially ease your heirs’ future tax burden by leaving them tax-advantaged assets
- Help you build more predictable after-tax income over time
It’s a classic example of playing the long game—something we believe in deeply at Hill.
When It Might Not Make Sense
A Roth conversion isn’t ideal for everyone. It may not be the right move if:
- You’d need to use retirement funds to pay the conversion tax
- You’re already in a high tax bracket and expect it to be lower in the future
- You’ll need access to the converted funds within five years (each conversion starts a separate 5-year clock for penalty-free withdrawals)
The Bottom Line
Roth conversions can be powerful, but the decision is nuanced. The tax rules are complex. The upfront cost can be significant. And timing matters.
That’s where we come in. Through our advisory relationships, we help clients model the long-term impact of a Roth conversion—year by year—so they can move forward with clarity and confidence.
At Hill, we don’t just focus on what’s smart today. We help you make decisions that align with your long-term goals and legacy.
Thinking about a Roth conversion? Let’s explore whether it’s a fit—for your plan, your family, and your future.
Disclosures:
Hill Investment Group is an SEC-registered investment adviser. Registration does not imply a certain level of skill or training. The information provided is for educational purposes only and should not be construed as personalized investment, tax, or legal advice. Roth IRA conversions involve complex tax considerations and may not be appropriate for all investors. Consult your tax advisor or financial professional before implementing any financial strategy. Investing involves risk, including the possible loss of principal. Past performance is not indicative of future results.