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Transform Tax-Deferred Wealth Into Tax-Free Legacy
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​Multiply What You Leave Behind—While Paying Zero in Taxes

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For high-net-worth business owners, physicians, and professionals with large tax-deferred retirement accounts, one of the most powerful planning opportunities is converting tax-deferred income into tax-free wealth—both for yourself and for your heirs.

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At Oakwood Summit, we design coordinated strategies using Cash Balance Plans and Roth conversions to help clients eliminate taxes on conversion income and build multi-generational, tax-free wealth—all while staying fully within the IRS code.

The Problem: The Hidden Tax in “Tax-Deferred” Accounts

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Traditional retirement accounts—like 401(k)s, profit-sharing plans, and IRAs—help you defer taxes today, but not avoid them. Eventually, every dollar withdrawn is fully taxable, and when passed to heirs, it becomes ordinary income to your beneficiaries.

Without planning, that means:

  • 30–40% of your retirement account could be lost to taxes

  • Heirs could face accelerated distributions under the SECURE Act’s 10-year rule

  • Your lifetime of savings could fund future tax bills instead of your family’s legacy

There’s a better way.

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The Advanced Strategy: Cash Balance Plan + Roth Conversion

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This strategy allows you to convert tax-deferred accounts into tax-free Roth accounts—without triggering an additional tax burden.

Here’s how it works:

  1. Establish a Cash Balance Plan through your business.

  2. Make large, tax-deductible contributions to the plan—often $200,000 to $400,000+ per year.

  3. Simultaneously, convert an equivalent amount of tax-deferred retirement assets (IRA, 401(k), etc.) into a Roth IRA, which would normally create taxable income.

  4. The deduction from the Cash Balance Plan contribution offsets the taxable income from the Roth conversion—effectively zeroing out the tax bill.

You’ve just moved funds from tax-deferred to tax-free status—without paying additional taxes.

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Why This Strategy Works So Powerfully

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Eliminate Taxes on Roth Conversions

Use Cash Balance Plan deductions to completely offset the income from a Roth conversion.

Create Lifetime Tax-Free Income

Once converted, Roth assets grow and distribute tax-free—forever.

Multiply Tax-Free Wealth With Life Insurance

Fund life insurance inside the Cash Balance Plan using pre-tax business dollars to create tax-free death benefits for heirs.

Protect and Diversify Retirement Assets

Blend guaranteed income from the Cash Balance Plan with tax-free Roth growth and legacy wealth.

Control the Timing and Amount of Conversions

Our team designs a phased conversion plan that aligns with your contribution schedule, ensuring tax neutrality each year.

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Example: Turning Tax-Deferred Into Tax-Free

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A business owner has:

  • $2 million in tax-deferred retirement accounts

  • $500,000 in annual business income

They establish a Cash Balance Plan contributing $300,000 annually—fully deductible to the business.
Simultaneously, they convert $300,000 from their IRA into a Roth IRA.

The deduction from the Cash Balance Plan cancels out the Roth conversion’s taxable income.
The result:

  • No additional tax owed

  • $300,000 moved into tax-free Roth wealth

  • A $300,000 deduction that reduced taxable business income

  • An expanding, tax-free inheritance for their heirs

Over 5 years, that’s $1.5 million converted tax-free—plus additional tax-deferred savings in the Cash Balance Plan itself.

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Build a Tax-Free Legacy That Lasts Generations

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You’ve already built your wealth. Now it’s time to make sure your family keeps it—without losing it to future taxes.

 

Discover how a Cash Balance Plan and Roth Conversion strategy can help you move from tax-deferred to tax-free wealth—without paying extra tax today.

Oakwood Summit 

Tax Strategies | Retirement Income | Legacy Wealth

© 2025 by Oakwood Summit

The information provided on this website is for general informational and educational purposes only and is not intended to be, and should not be construed as, legal, tax, investment, or accounting advice. You should consult your own legal, tax, and financial advisors before making any decisions based on the information provided. Services offered through this site are provided as part of a consulting relationship and may involve coordination with third-party actuaries, TPAs, and investment advisors. While we strive to ensure accuracy and compliance, we do not provide legal or tax filing services. All plan designs are subject to IRS rules and Department of Labor regulations and may vary based on individual business circumstances. Past results are not a guarantee of future outcomes. The value of tax savings and retirement benefits will vary depending on your income, entity structure, contributions, and overall financial strategy. This website and its content are intended for use by business owners and financial professionals who understand the risks associated with retirement planning and tax strategies. By using this site, you acknowledge that you have read and understand this disclaimer and agree to its terms.For specific advice tailored to your situation, please schedule a consultation with a qualified advisor.

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