Documents labeled Roth IRA, 401(k), IRA with pen and calculator on wooden desk indicating retirement planning.

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Why Tax Diversification Is Just as Important as Market Diversification

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Bond Strategies for Professionals: Income, Safety, and Smart Diversification

June 22, 2025

In today's financial world, diversification is a common buzzword. Most investors understand the importance of spreading their assets across multiple asset classes to reduce market risk. The old saying, "Don't put all your eggs in one basket," still rings true when it comes to investing in stocks, bonds, and other securities.

However, while most investors recognize the importance of investment diversification, many overlook another crucial form of diversification: tax diversification. Just as market fluctuations can affect your returns, tax policy shifts can significantly impact how much of your retirement income you keep. The key to managing this risk? Having flexibility in how your retirement income is taxed.

Traditional 401(k)s: The Popular (but Taxable) Retirement Vehicle

Most employers offer a Traditional 401(k) as the primary workplace retirement plan. Contributions are made pre-tax, lowering the employee's taxable income in the year of the contribution. In addition, employer matches are also tax-deductible for the company. This setup is seen as a win-win: employees get an immediate tax break, and employers receive a deduction while providing a valuable benefit.

However, there's a catch.

When the employee eventually retires, every dollar withdrawn from a Traditional 401(k) is treated as ordinary income and taxed accordingly. For many retirees, this can come as a shock—especially if they assumed they'd be in a much lower tax bracket in retirement.

Are You Really in a Lower Tax Bracket in Retirement?

The conventional wisdom is that workers are in higher tax brackets during their careers and will drop into lower brackets in retirement. While this may be true for some, it's far from guaranteed.

Let's look at the historical context. Over the last 100 years, the top marginal federal income tax rate in the U.S. has varied significantly:

  • In the 1940s and 1950s, the top rate exceeded 90%
  • In the 1980s, it dropped to 50%
  • As of 2024, the top rate is 37% for income over $609,350 (single) or $731,200 (married filing jointly)
    (Source: IRS.gov - Tax Brackets for 2024)

A graph showing the tax rate

AI-generated content may be incorrect.

The federal government currently faces a ballooning national debt—over $34 trillion—and net interest payments on that debt are projected to be the third-largest federal expenditure by the early 2030s, after Social Security and Medicare
(Source: Congressional Budget Office, 2024).

So, will tax rates go up in the future? No one knows for sure, but the fiscal pressures suggest it's a real possibility. If rates rise, retirees relying solely on tax-deferred accounts may face larger-than-expected tax bills in retirement.

Roth 401(k): A Tool for Tax Diversification

Enter the Roth 401(k).

Unlike Traditional 401(k)s, contributions to a Roth 401(k) are made after-tax, meaning you don't get a tax deduction up front. But the trade-off is significant: qualified withdrawals in retirement are entirely tax-free, including both contributions and investment gains.

If your employer offers a Roth 401(k) option, contributing to it could be a smart way to diversify your future tax exposure. Here's why:

  • If tax rates are higher in the future, you've already paid taxes on your Roth contributions at today's (lower) rate.
  • In retirement, you can strategically draw from both Traditional and Roth accounts, choosing which account to tap based on your tax bracket, other income sources, and overall tax strategy.

The Cost of Taxable Withdrawals

Let's illustrate this with an example:

  • If a retiree is in the 10% tax bracket and takes a $10,000 distribution from their Traditional 401(k), they owe $1,000 in taxes.
  • But if they're in the 37% tax bracket, that same $10,000 withdrawal results in a $3,700 tax bill.
  • Alternatively, withdrawing $10,000 from a Roth 401(k)—assuming it's a qualified distribution—results in no taxes owed.

This flexibility is particularly useful if you receive Social Security benefits, pension income, or have Required Minimum Distributions (RMDs) from traditional retirement accounts after age 73 (age 75 starting in 2033, per the SECURE Act 2.0).

Should You Do a Roth Conversion?

Some investors consider a Roth conversion, which involves moving funds from a Traditional IRA or 401(k) into a Roth account. This requires paying taxes on the converted amount in the year of the conversion but allows the money to grow tax-free going forward.

Here are 3 key factors to evaluate before doing a Roth conversion:

  • Can you afford the tax bill now?
    Conversions can significantly increase your taxable income for the year. It's ideal to pay the taxes with outside funds, not from the converted amount.
    Conversions can significantly increase your taxable income for the year. It's ideal to pay the taxes with outside funds, not from the converted amount.
  • What's your time horizon?
    The longer the money has to grow in the Roth account, the more you may benefit. Roth conversions are often more favorable 20+ years before retirement.
    The longer the money has to grow in the Roth account, the more you may benefit. Roth conversions are often more favorable 20+ years before retirement.
  • Do you expect higher tax rates in the future?
    If yes, paying taxes today could be a smart long-term move.

If yes, paying taxes today could be a smart long-term move.

Keep in mind: Roth conversions cannot be undone (the recharacterization option was eliminated by the 2017 Tax Cuts and Jobs Act).

Build Flexibility into Your Retirement Plan

The best approach for most investors? Diversify. Just as you diversify your investment portfolio, diversify your tax exposure.

If your employer offers both Traditional and Roth 401(k) options, consider contributing to both. A common strategy is to:

  • Make employee contributions to the Roth 401(k) (after-tax)
  • Receive employer match in the Traditional 401(k) (pre-tax)

This setup allows you to build a tax-diversified retirement nest egg. In retirement, you'll have options, which is one of the most powerful tools for tax efficiency.

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How 2025 Market Conditions Could Impact Your Homebuying Decision

About the author

Brian Watson

Brian Watson

Vice President, Private CFO®

Brian is a true Atlanta native and graduated from Walton High School. He got his Bachelor's degree in Business from Samford University in Birmingham, AL and then his Master's degree from Beeson Divinity. He is blessed to be married to his best friend, Jen, and they have 4 amazing kids (elementary, middle and high school aged). He is active in his community by serving as a deacon at Johnson Ferry Baptist Church and helps lead their Children's Worship Service called Kid's Church. He also serves on the board at East Cobb Christian School and East Side Baseball Association, coaches soccer in the Upward sports program at Johnson Ferry and coaches baseball at East Side Baseball. And if there is ever any free time from all this, he likes to run with his dog or sit on the back deck with friends/family or just read a good book.


Securities offered through Kestra Investment Services, LLC (Kestra IS), member FINRA/SIPC. Investment advisory services offered through Kestra Advisory Services, LLC (Kestra AS), an affiliate of Kestra IS. oXYGen Financial is not affiliated with Kestra IS or Kestra AS. Kestra IS and Kestra AS do not provide tax or legal advice. Investor Disclosures: https://bit.ly/KF-Disclosures

The opinions expressed in this commentary are those of the author and may not necessarily reflect those held by Kestra Investment Services, LLC or Kestra Advisory Services, LLC. This is for general information only and is not intended to provide specific investment advice or recommendations for any individual. It is suggested that you consult your financial professional, attorney, or tax advisor with regard to your individual situation.

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Securities offered through Kestra Investment Services, LLC (Kestra IS), member FINRA/SIPC. Investment advisory services offered through Kestra Advisory Services, LLC (Kestra AS), an affiliate of Kestra IS. oXYGen Financial is not affiliated with Kestra IS or Kestra AS. Kestra IS and Kestra AS do not provide tax or legal advice. https://Bit.ly/KF-Disclosures

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