
Passing your business to your kids sounds simple until you see the tax bill that can come with it. The good news: with planning done years in advance, most business owners can move a company to the next generation and cut the transfer tax dramatically, sometimes to nothing. Here is how the pieces fit together and what to decide first.
Key takeaways
- You have three main paths for handing a business to your children: gift it, sell it to them, or let them inherit it. Each triggers a different tax (gift tax, capital gains, or estate tax), and the best answer often blends more than one.
- Valuation discounts for a minority stake and lack of marketability can reduce the taxable value of a gifted business interest by 30% to 50% or more, according to guidance from tax publisher Wolters Kluwer.
- Under 2025 federal rules the IRS sets a lifetime estate and gift tax exemption of $13.99 million per person, rising to $15 million in 2026 and indexed for inflation, with an annual gift exclusion of $19,000 per recipient and a 40% rate on transfers above the exemption.
- Starting years before you want to step back is what makes the tax savings possible; the discounts, trusts, and gifting programs that shrink the bill all need time to work.
What taxes do you face when passing a business to your children?
Three different taxes can hit a family business handoff, and which one applies depends on how you move the ownership. Gift tax may apply if you give shares away or sell them to your kids for less than fair market value. Capital gains tax can apply if the children later sell company stock you transferred to them. Estate tax may apply if the business is still in your name when you pass away and your total estate sits above the exemption.
The reason this matters so much for business owners is that a company is usually the largest, least liquid asset a family owns. You cannot sell off a corner of it to cover a tax bill the way you might trim a stock position. If the transfer is structured poorly, your children can end up owing tax with no cash to pay it, which is exactly how good businesses get sold under pressure.
Under current federal rules the exemption is high enough that many owners will owe no federal estate tax at all. But two things can change that fast: the value of a growing business, and the fact that exemption levels have moved up and down with the political winds over the years. Planning around today’s rules while staying flexible for tomorrow’s is the safer path.
Is it better to gift the business, sell it, or let your kids inherit it?
There is no single right answer; the choice turns on your cash needs, the size of your estate, and whether your children plan to keep or eventually sell the company. Here is how the three paths compare.
| Path | Main tax in play | Key advantage | Key trade-off |
|---|---|---|---|
| Gift during your lifetime | Gift tax (offset by exemption and the $19,000 annual exclusion) | Removes future growth from your estate; lets you use discounts | Kids take your original cost basis, so they may owe more capital gains if they sell |
| Sell to your children | Capital gains tax on your gain | Gives you liquidity for retirement; can be structured as an installment sale | You owe tax on the sale; kids need financing or cash flow to pay you |
| Leave it in your estate to inherit | Estate tax if above the exemption | Heirs receive a step-up in basis, which can wipe out decades of built-in gain | The full value counts in your estate; no lifetime discounting captured |
The step-up in basis is the quiet hero of the inheritance path. When children inherit the business, their cost basis resets to the value at the date of death, which can erase the capital gains tax they would owe if they sold. That single feature sometimes argues for holding a business until death rather than gifting it early, especially when your estate is comfortably under the exemption.
Most families I work with do not pick one lane. They may gift a slice each year, sell another slice for retirement income, and let the remainder pass through the estate for the step-up. The blend is where the real savings live.
How do valuation discounts lower the gift tax on a family business?
Valuation discounts let you transfer a piece of the business at a taxable value well below its proportional share, which is one of the most powerful tools available to business owners. When you give your children a minority interest rather than a controlling one, that smaller stake is worth less on paper because it carries no control. A lack-of-marketability discount can apply too, because a private family business is hard to sell to an outside buyer.
Wolters Kluwer’s guidance describes minority (non-controlling) discounts of roughly 10% to 40% and marketability discounts of 20% to 30%, and notes these are often stacked to reduce the value by 30% to 50% or more. In plain terms, a 20% stake in a business worth $5 million might be transferred for gift tax purposes at a value well under $1 million once discounts apply. That lets more of the company move to your kids while using less of your lifetime exemption.
The catch is documentation. Discounts have to be supported by a qualified, independent business valuation, not a number you pick. Aggressive or unsupported discounts are exactly what draws scrutiny, so the appraisal work matters as much as the strategy itself.
Can a trust move the business out of your taxable estate?
Yes, and for owners with estates near or above the exemption, an irrevocable trust is often the mechanism that does the heavy lifting. Wolters Kluwer notes that properly structured trusts can help transfer assets to the next generation with minimized gift and estate tax exposure. One approach it describes is a grantor retained annuity trust, or GRAT: the owner transfers ownership into an irrevocable trust and receives a fixed annuity for a set term at the IRS applicable federal rate, and at the end of the term any remaining value passes to the children free of transfer tax. If the business grows faster than that federal rate during the term, the growth lands in your kids’ hands outside your estate.
A word of caution about the more common trust most families already have. A revocable living trust is a fine tool for avoiding probate, but by itself it does not remove the business from your taxable estate, and it does not shield the ownership from some of the real-world risks your children face. In our estate work we treat a plan that only avoids probate as the basics, not the finish line. A comprehensive plan can also keep a child’s inherited stake from becoming community property in a divorce, which matters in California, where an inheritance stays separate property only if it is never commingled. Protecting the business from a future son-in-law or daughter-in-law is often worth as much to a family as the tax savings.
What about California’s Proposition 19 and business real estate?
If the business owns California real estate, Proposition 19 can trigger a property tax reassessment when the property changes hands, which can raise the annual carrying cost for your children for as long as they hold it. This is separate from income, gift, and estate tax, and it is easy to overlook because it shows up as a higher property tax bill rather than a one-time transfer tax.
The way title is held and the structure used to pass real estate can affect whether and how reassessment applies. This is genuinely complex and California-specific, so the value of getting it right before the transfer is high.
When should you start planning the handoff?
Start years before you plan to step back, because nearly every strategy that cuts the tax bill needs time to work. Annual gifting compounds only if you begin early. Valuation discounts are strongest while you can still gift minority slices rather than the whole company at once. A GRAT needs a multi-year term to succeed. And exemption levels can change, so locking in planning under favorable rules can protect you if they tighten later.
Our advice on estate and business planning is short: start early, review regularly. Life events, a change in the business’s value, or a shift in tax law can all call for an update. WE Alliance Wealth Advisors is a fiduciary registered investment advisor in Roseville, California, and has worked with business owners since 1992, with estate and tax planning led by an advisor who holds a J.D. and the CFP designation. As Wolters Kluwer puts it, experienced tax professionals are indispensable in transactions this size, because the structure is what determines the bill.
To talk through which path fits your business, you can reach WE Alliance Wealth Advisors at 916-325-0130, and our team will reach out the next business day.
Frequently asked questions
how much can I gift to my kids each year without paying gift tax?
The IRS annual gift tax exclusion is $19,000 per recipient for 2025 and 2026, meaning you can give that amount to each child every year without using any lifetime exemption or filing concerns tied to the gift. A married couple can combine to give $38,000 per child per year. Gifts above the annual exclusion draw against your lifetime exemption rather than triggering an immediate tax, until the exemption is used up.
do my children pay tax when they inherit my business?
Generally your children do not pay income tax simply for inheriting the business, and they receive a step-up in basis to the value at your date of death, which can sharply reduce or eliminate capital gains tax if they later sell. Estate tax may apply, but only if your total estate exceeds the federal exemption, which the IRS set at $13.99 million per person in 2025 and $15 million in 2026. California does not impose a separate state estate tax.
is it better to gift my business now or leave it in my estate?
It depends on the size of your estate and whether your kids intend to sell. Gifting now removes future growth from your estate and lets you capture valuation discounts, but your children keep your original cost basis. Leaving it in your estate gives them a step-up in basis that can erase built-in gains, which often wins when your estate is safely under the exemption. Many owners blend both approaches.
what happens to my business if I only have a revocable living trust?
A revocable living trust helps your business avoid probate and pass privately, but it does not remove the business from your taxable estate, and it offers limited protection against risks like a child’s divorce, creditors, or elder financial abuse. For those protections you generally need additional planning, such as an irrevocable trust or specific provisions built for a family business.
WE Alliance Wealth Advisors
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