Try THIS Instead of Roth Conversions

Mar 12, 2025 | Rollover IRA | 16 comments

Try THIS Instead of Roth Conversions

Do THIS Instead of Roth Conversions: Exploring Alternative Strategies for Retirement Savings

When it comes to retirement planning, Roth conversions have long been touted as a smart strategy for converting traditional IRA or401(k) funds into Roth IRAs. This move can save you taxes in the long run, especially if you expect to be in a higher tax bracket in retirement. However, Roth conversions aren’t the only game in town when it comes to optimizing your retirement savings. In this article, we will explore alternative strategies that may be more suitable for some individuals.

Understanding Roth Conversions

Before diving into alternatives, it’s important to briefly recap how Roth conversions work. A Roth conversion involves transferring funds from a traditional retirement account into a Roth account, which means that you’ll owe taxes on the amount converted in the year of the transfer. The key benefits of a Roth account include tax-free growth and tax-free withdrawals in retirement, provided you adhere to the rules.

While this strategy works well for many, it’s not always the best choice due to factors like current tax brackets, expected retirement income, and potential changes in tax laws. So, what alternatives should you consider?

1. Contribute to a Health Savings Account (HSA)

One lesser-known but highly effective option is utilizing a Health Savings Account (HSA). If you have a high-deductible health plan, you can contribute pre-tax dollars to an HSA, which can be used for qualified medical expenses. The benefits are threefold:

  • Tax-Deductible Contributions: Contributions made to the HSA reduce your taxable income, similar to pre-tax retirement account contributions.
  • Tax-Free Growth: The funds in an HSA grow tax-free, just like a Roth account.
  • Tax-Free Withdrawals for Medical Expenses: When used for qualified healthcare costs, withdrawals are tax-free, providing an excellent tax-efficient way to manage healthcare expenses in retirement.
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Moreover, after age 65, HSA withdrawals can be made for any reason without penalty, adding another layer of flexibility.

2. Invest in Taxable Accounts with a Focus on Tax Efficiency

Taxable brokerage accounts can be an excellent alternative for long-term investing. While they don’t offer the tax advantages of retirement accounts, they allow for more flexible withdrawal options and typically lower capital gains rates.

To maximize tax efficiency within a taxable account, focus on:

  • Index Funds and ETFs: These generally incur fewer capital gains taxes as they typically have lower turnover than actively managed funds.
  • Tax-Loss Harvesting: This strategy allows you to offset capital gains by selling investments that have lost value. This can help lower your taxable income.
  • Holding Investments Long-Term: By holding onto investments for over a year, you’ll benefit from long-term capital gains tax rates, which are usually significantly lower than ordinary income tax rates.

3. Utilize Roth IRAs for Your Children or Grandchildren

Instead of converting your own retirement accounts to Roth IRAs, consider making contributions to a Roth IRA for your children or grandchildren. This strategy offers several advantages:

  • Growth Potential: Funds can grow tax-free for much longer, providing a substantial nest egg when they reach retirement age.
  • Tax Diversification: This creates an additional layer of tax diversification for your heirs.
  • Flexible Withdrawals: Contributions to Roth IRAs can be withdrawn at any time without penalty, making them a useful vehicle for funding higher education or early adulthood expenses.

By focusing on the next generation, you can contribute to their financial future while effectively managing your tax liability.

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4. Adjust Your Investment Strategy

Reviewing and adjusting your investment strategy can serve as an effective alternative to Roth conversions. Here are some specific actions you can take:

  • Optimize Asset Location: Place tax-efficient investments such as municipal bonds in taxable accounts and less tax-efficient investments in tax-advantaged accounts.
  • Diversify into Alternative Assets: Consider real estate or other investment vehicles that may provide tax benefits and potential appreciation.

Final Thoughts

While Roth conversions are a valuable tool in retirement planning, they are not the only option available. Depending on your situation, exploring alternatives such as HSAs, tax-efficient investing, setting up Roth IRAs for future generations, and optimizing your investment strategies can offer excellent benefits without incurring the immediate tax liability associated with conversions.

Before making any significant changes to your retirement strategy, it is always advisable to consult with a financial advisor who can help tailor a plan that best suits your financial goals and circumstances. Remember that retirement planning is a highly personalized endeavor, and what works for one individual may not be ideal for another. Consider your unique situation and take the necessary steps to secure your financial future.


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16 Comments

  1. @JC-21470

    This is what I am current doing. First year retirement with 350K brokerage acct and 850K (401k) 60 years old. I am living off the brokerage acct which is invested in CDs and money market and this year I plan on rolling a small amount of 401K money to Roth but keep my AGI low so I can benefit from a lower cost healthcare (Obamacare) plan with max subsidy next year. This year I simply paid for COBRA since 1/2 was paid in lumpsum by my employer upon layoff. I plan on doing this each year until 64 or 65 when I will take SS and start pulling from my 401K/Roth at that point to maximize taxes.

    Reply
  2. @toddglime5209

    Josh you have some good financial takes but how can you understand your financial takes and not know since Reagan the democrats have had way better economic numbers and stock market returns. While Clinton Obama and Biden had to have massive rescue plans for the fraud ignorant fools trickle down supplyside bs which has created the greatest inequality known to mankind. The game of Thrones kings are jealous. How can you understand a cd rate and have your politics a non logical mess?

    Reply
  3. @devilmonkey427

    Nothing to see here….. He's just drunk and angry.
    And kind racist.

    Reply
  4. @Rick-s5d

    Great example of someone who gets it, but doesn't know how to teach it. Just because you are using a whiteboard, doesn't mean you make sense. Also, way too many unrelated distraction bombs dropped up front. Hating on KH? Maybe some would laugh at that, but not me. I feel like you might get more enjoyment of just focusing on old man rant stuff about politics.

    Reply
  5. @rafikibubu

    Came for the thinking on why not to do Roth conversions—was ready to leave with the inane Democrat bashing nonsense that's almost right out of the gate. If you feel that way, fine—keep it out of your financial content. And mind you, this is coming from a mostly right-leaning moderate (especially when it comes to financial matters). If I were a potential client sitting in front of you, assessing whether to listen to your advice, then I would have a really hard time sticking around after hearing an unsolicited political tirade.

    All that aside, I did stick around to try and hear you out. This approach may work for some, but if you're in a situation where you're retiring earlier, then it still seems to make sense to try and avoid hefty RMDs from trad. accounts starting in your early 70s. I'm having a hard time seeing why it wouldn't be advisable to "fill up" some of the lower tax brackets in those early retirement years, ahead of time with Roth conversions. That brokerage account is mighty powerful, and presents you with a lot of options for this.

    Anyway, interesting to hear different approaches—but please skip the silly political rants if you want people to take you seriously.

    Reply
  6. @tonysilke

    I just switched up my Roth IRA to 50% SCHD, 25% SCHX, 25% SCHG, and my Roth 401k is 70% vanguard S&P 500 index, 20% vanguard growth index, and 10% vanguard international index. Seeking best possible ways to grow $350k into $1m+ before retirement, I'm 55.

    Reply
  7. @Krunch2020

    He’s the dumbest guy on YouTube. Starting the video by calling people dumb is a stupid way to lose viewers.

    Reply
  8. @rhymereason3449

    Thumbs down for the disgusting political content….

    Reply
  9. @Snipely

    Ok, I should take financial advice from a cringy MAGA cultist? Maybe put the unhinged soapbox stuff at the end, or post another video without the irrelevant commentary.

    Reply
  10. @DavidFarley-ex6wr

    I told my kids, if you’re paying attention you can learn something from almost anyone who speaks, even “ crazy uncle Bill”
    Definitely use taxable monies first, let already taxed money grow.
    Thanks Uncle Bill

    Reply
  11. @gene4094

    Kamala Harris is going to be a great President.

    Reply

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