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Avoiding Double Taxation in Estate Planning

Protect your California estate from unnecessary tax burdens with smart planning strategies that prevent double taxation on your assets.
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What Is Double Taxation in Estate Planning?

Double taxation happens when the same money gets taxed twice. In estate planning, this usually means your estate pays taxes when you die, and then your beneficiaries pay taxes again when they receive or sell inherited assets. It's like getting punched twice for the same thing.

Think of it this way: You work hard, pay income taxes on your earnings, buy a house, and when you die, your estate might pay estate taxes. Then your kids inherit the house and might pay capital gains taxes when they sell it. That's double taxation at work, and it can significantly erode the wealth you've spent a lifetime building for your family.

California's Unique Tax Landscape

California doesn't have its own estate tax, which is good news. But don't celebrate yet. The state has some of the highest income tax rates in the country, reaching up to 13.3% for high earners. This affects how your beneficiaries get taxed on inherited assets that generate income.

California also follows federal tax rules for most estate matters. But there are some quirks. The state has different rules for property taxes and income taxes that can catch families off guard, particularly when dealing with complex assets like business interests or out-of-state properties.

Here's what makes California tricky: The state's high income tax rates mean your beneficiaries could face steep taxes on inherited retirement accounts or investment income. Meanwhile, federal estate taxes kick in at much higher amounts than most people realize. For 2024, the federal estate tax exemption is $13.61 million per person, but this is scheduled to drop significantly in 2026 unless Congress acts.

Common Double Taxation Scenarios

Let's talk about when double taxation typically happens. The most common scenario involves retirement accounts like 401(k)s and IRAs, which can create a particularly harsh tax burden for beneficiaries. Your estate might owe federal estate taxes on these accounts. Then your beneficiaries pay income taxes when they withdraw the money.

Another common situation involves appreciated assets. Say you bought stock for $10,000 that's now worth $100,000. If your estate is large enough, it pays estate taxes on the full $100,000 value. Your beneficiaries might then pay capital gains taxes if they sell the stock, though the step-up in basis rules can help here.

Business owners face unique challenges. The business might get taxed at the estate level based on its appraised value. Then beneficiaries could face taxes on business income or when they sell their inherited shares. This is where proper estate planning becomes absolutely critical for business continuity and tax efficiency.

California residents also need to worry about out-of-state property. If you own a vacation home in another state, you might face estate taxes in both California and that state. Some states are particularly aggressive about taxing non-resident estates, creating additional complexity and potential double taxation scenarios.

The Step-Up in Basis Strategy

One of the best tools to avoid double taxation is the step-up in basis rule. This federal rule can save your family thousands in taxes and represents one of the most significant tax advantages available in estate planning.

Here's how it works: When you inherit assets, their tax basis steps up to the current market value. Remember that stock example? If your kids inherit stock worth $100,000 that you bought for $10,000, their basis becomes $100,000. If they sell it right away, they owe no capital gains taxes.

California follows this federal rule completely. This makes the step-up in basis especially valuable for California residents because it helps avoid the state's high capital gains tax rates, which can be as high as 13.3% plus federal rates. The combined savings can be substantial for families with appreciated assets.

The key is timing and proper planning. Assets need to be held until death to get this benefit. Gifting assets while you're alive doesn't trigger the step-up rule, which is why some families inadvertently create larger tax burdens by giving away appreciated assets during their lifetime.

Trust Strategies That Help

Trusts can be powerful tools to minimize double taxation. Different types of trusts work in different ways, and choosing the right structure depends on your specific circumstances and goals.

Revocable living trusts don't save taxes by themselves. But they help with planning and provide significant non-tax benefits. Assets in these trusts still get the step-up in basis. They also avoid probate, which saves costs and time while maintaining privacy for your family.

Irrevocable trusts offer more substantial tax benefits. They can remove assets from your taxable estate, meaning no estate taxes on those assets. But be careful – you lose control over the assets, and the trust becomes a separate taxpaying entity with its own compressed tax brackets.

Charitable remainder trusts work exceptionally well for California residents with highly appreciated assets. You can donate appreciated assets to the trust, get a tax deduction, avoid capital gains taxes, and receive income for life. Your heirs get what's left, and charities get the remainder, creating a win-win situation for everyone involved.

Grantor trusts let you pay taxes on trust income during your lifetime. This reduces your estate's value while letting the trust assets grow tax-free for your beneficiaries. It's essentially making a tax-free gift to your beneficiaries equal to the taxes you pay on their behalf.

Retirement Account Planning

Retirement accounts need special attention in California. The state taxes retirement distributions as ordinary income at rates up to 13.3%. Combined with federal taxes, your beneficiaries could face effective tax rates over 50% on inherited retirement accounts.

Consider Roth IRA conversions while you're alive. You pay taxes now, but your beneficiaries inherit tax-free money. This works especially well if you expect to be in a lower tax bracket than your kids will be, or if you believe tax rates will be higher in the future.

Stretch provisions used to let beneficiaries spread out retirement account distributions over their lifetimes. Recent law changes eliminated this for most beneficiaries under the SECURE Act. Now they must withdraw everything within ten years, potentially pushing them into higher tax brackets and creating significant planning challenges.

Charitable remainder trusts can work with retirement accounts too. Name the trust as your retirement account beneficiary. This avoids income taxes on the retirement account and provides benefits to both your family and charity while creating a stream of income for your heirs.

Gift Tax Coordination

Strategic gifting can reduce estate taxes and avoid double taxation. You can give away up to a certain amount each year without gift taxes – $18,000 per recipient for 2024. This removes future appreciation from your estate while allowing you to see your beneficiaries enjoy the gifts.

California doesn't have its own gift tax, so you only worry about federal rules. The annual gift tax exclusion lets you give significant amounts to multiple beneficiaries each year. A married couple can effectively double these amounts by making joint gifts.

Consider giving appreciated assets that haven't been held long enough for long-term capital gains treatment. Your beneficiaries might be in lower tax brackets and pay less tax on the gains. However, this strategy requires careful analysis since the recipients don't get a step-up in basis on gifted assets.

Family limited partnerships can help with sophisticated gifting strategies. You can give partnership interests at discounted values due to minority interest and marketability discounts, removing more wealth from your estate while maintaining some control over the underlying assets through your role as general partner.

Life Insurance Solutions

Life insurance can help pay estate taxes without creating additional tax burdens. The key is proper ownership structure and understanding how life insurance fits into your overall estate plan.

Don't own the policy yourself. If you do, the death benefit becomes part of your taxable estate, potentially creating the very problem you're trying to solve. Instead, have an irrevocable life insurance trust own the policy, keeping the proceeds out of your taxable estate.

Life insurance proceeds are generally income-tax-free to beneficiaries. This makes them an efficient way to provide liquidity for estate taxes while not creating additional income taxes. The cash can be used to pay estate taxes, allowing families to keep illiquid assets like family businesses or real estate.

Second-to-die policies work well for married couples. They're less expensive than individual policies and provide funds when estate taxes are typically due – after both spouses die. This strategy takes advantage of the unlimited marital deduction while preparing for the eventual estate tax liability.

Advanced Planning Techniques

For families with substantial wealth, more sophisticated strategies may be appropriate. Grantor retained annuity trusts (GRATs) allow you to transfer appreciation to beneficiaries while retaining an income stream. These work particularly well with volatile assets that you expect to appreciate significantly.

Qualified personal residence trusts (QPRTs) can remove your residence from your estate at a discounted gift value. You retain the right to live in the home for a specified period, after which it belongs to your beneficiaries. This strategy works best if you survive the trust term and if property values are expected to appreciate.

Sales to intentionally defective grantor trusts (IDGTs) combine multiple tax advantages. You sell assets to a trust in exchange for a promissory note, freezing the estate value while transferring future appreciation to beneficiaries. As the grantor, you pay income taxes on trust earnings, further benefiting your heirs.

Working with Professionals

Double taxation avoidance requires coordination between different professionals. You'll need an estate planning attorney who understands California law, a tax advisor familiar with estate taxes, and possibly a financial advisor who can help implement investment strategies that complement your estate plan.

California's complex tax environment makes professional help especially important. The state's high income tax rates, combined with federal estate taxes, create planning opportunities that require expertise to navigate properly. Professional guidance becomes even more critical when dealing with business interests, multiple properties, or complex family situations.

Don't wait until it's too late. Estate tax laws change regularly, and planning strategies that work today might not work tomorrow. Regular reviews ensure your plan stays current and effective, particularly with the scheduled reduction in federal estate tax exemptions in 2026.

The cost of professional help is usually much less than the taxes you'll save. Good planning pays for itself many times over, especially in high-tax states like California. When you consider the potential tax savings across generations, the investment in proper planning becomes even more compelling for your family's financial future.

Curt Brown, Esq.
Curt Brown, Esq. Curt is a principal in the firm’s estate planning practice, helping individuals and families design personalized wills, trusts, and long-term legacy strategies. Learn More
Disclaimer: The content on this blog is for general informational purposes only and does not constitute legal advice. Reading this material does not create an attorney-client relationship with ElmTree Law. For advice regarding your specific situation, please consult a qualified attorney.
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