Smart Tax Planning Strategies for a Wealthier Retirement and Legacy

June 23, 2025

As families transition into retirement or navigate life post-business sale, the tax implications of their decisions become more complex—and more consequential. Smart tax planning is not about loopholes or short-term tricks; it’s about crafting a lifetime strategy to reduce tax burdens and enhance legacy goals.  At Omni 360 Advisors and Omni Legacy Law, we guide clients like Mike and Carol—a retired couple focused on family, philanthropy, and financial security—through practical tax strategies that secure their financial future and preserve their wealth across generations.

1. Asset Location: Matching Investments to Accounts

One of the most underutilized yet powerful tax strategies is asset location—placing the right types of investments in the right accounts to minimize tax impact. For instance:

  • Tax-deferred accounts (like IRAs) are ideal for bonds that generate ordinary income.
  • Taxable accounts are better suited for stocks due to preferential capital gains treatment and the ability to donate appreciated shares.
  • Roth IRAs benefit from holding high-growth assets due to tax-free growth and distributions.

For Mike and Carol, this meant reallocating more bonds into IRAs and placing more stocks into their trust account. This strategic shift not only enhanced after-tax returns but also reduced future required minimum distributions (RMDs) and their associated tax impact.

2. Roth Conversions: Capitalizing on Lower Brackets in Early Retirement

Early retirement presents a unique window for Roth conversions, especially before Social Security and RMDs begin. By converting portions of tax-deferred IRA funds into Roth IRAs while in a lower tax bracket, Mike and Carol were able to:

  • Lock in lower tax rates today versus higher rates later
  • Reduce their future RMD obligations
  • Create tax-free income sources for retirement and heirs

In their case, this strategy led to an estimated $113,820 in lifetime tax savings and a more balanced distribution of assets between taxable, tax-deferred, and tax-free accounts.

3. Charitable Giving: Making Gifts Go Further

For charitably inclined families, using strategic vehicles can greatly improve tax outcomes. Mike and Carol had two primary giving goals: donate $20,000 annually and leave $250,000 to charities at death. Their revised strategy included:

  • Donor Advised Fund (DAF): Used before age 70.5 to donate appreciated securities, reducing capital gains taxes.
  • Qualified Charitable Distributions (QCDs): After age 70.5, direct IRA distributions to charities to reduce taxable income.
  • Legacy IRA Designation: Naming a DAF as the beneficiary of a second IRA holding $250,000.

These moves saved them and their heirs a combined $183,237 in taxes—without reducing the amount given to charity.

What It Means for You

Whether you’re a business owner nearing retirement, a couple aiming to support your children and favorite causes, or someone looking to preserve wealth across generations, these strategies show what’s possible with proactive, personalized planning.

By aligning investment placement, taking advantage of Roth conversion windows, and approaching charitable giving with intention, you can reduce your tax burden, increase your retirement income, and leave a more impactful legacy.

Take the Next Step

At Omni 360 Advisors and Omni Legacy Law, we specialize in helping high-net-worth families make smarter financial and estate decisions. If you’re ready to:

  • Strategically reduce your tax exposure
  • Review your retirement or legacy plan
  • Maximize your charitable impact

Schedule a strategy session with Omni 360 Advisors or book a legacy planning review with Omni Legacy Law today.



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