There's an old saying in wealth management circles: "shirtsleeves to shirtsleeves in three generations." The first generation builds the wealth, the second maintains it, and the third — having never experienced the sacrifice required to create it — dissipates it. Taxes accelerate that timeline. Without planning, a family's wealth can be subject to federal estate tax not once, but twice, in two consecutive generations: once when it passes from parents to children, and again when it passes from children to grandchildren.
A Generation-Skipping Trust is built specifically to interrupt that second tax event.
How a GST trust works
When you transfer assets into a properly structured generation-skipping trust — during your lifetime or at death — you allocate a portion of your federal generation-skipping transfer (GST) tax exemption to the transfer. If the transfer is fully covered by exemption, the assets can pass into a trust that benefits your children for their lifetimes and then passes to your grandchildren (or later generations) without being subject to gift, estate, or generation-skipping transfer tax again at your children's level.
Critically, "skipping" a generation for tax purposes does not mean skipping your children as beneficiaries. A well-drafted GST trust typically allows your children to receive trust income, and often principal for health, education, maintenance, and support, throughout their lives. What it skips is the inclusion of those assets in your children's taxable estate — because the assets were never legally "owned" by your children in the way outright inherited assets are.
Why this matters beyond taxes
Even for families who are not concerned about estate tax exposure at the moment — because of current exemption levels — a GST trust structure offers benefits that have nothing to do with taxes:
- Asset protection. Property held in a properly structured trust is generally far more difficult for a child's creditor, business partner, or divorcing spouse to reach than property held outright.
- Governance and guidance. Trust terms can incorporate incentives, distribution standards, and even family governance provisions that help prepare the next generation to be responsible stewards rather than passive recipients.
- Multi-generational time horizon. Because the trust can be designed to last for multiple generations (subject to state rules on trust duration), the assets can be invested and managed with a longer time horizon than an individual beneficiary might apply to an outright inheritance.
Funding a GST trust correctly
The exemption allocation, the choice of assets contributed, and the trust's situs (which state's law governs it) all affect how much long-term benefit a family receives from this structure. Common mistakes we see include under-allocating GST exemption to a transfer, funding the trust with assets that are difficult to value or that generate income the family didn't anticipate needing to distribute, and failing to coordinate the GST trust with existing wills, revocable trusts, and business succession documents.
Is a GST trust right for your family?
Generation-skipping trusts tend to make the most sense for families who: have accumulated wealth beyond what one generation is likely to spend or need, want to protect assets from a child's potential creditors or divorce, and want a coordinated, multi-generational plan rather than a series of one-off gifts.
Every family's facts are different, and the right structure depends on your total estate, your state of residence, your family dynamics, and your broader business and liquidity picture.
Next step
At SSG Financial Group, we help closely held business owners and high-net-worth families build the analytics behind a wealth transfer plan — including whether, and how, a generation-skipping trust fits — and then help implement and fund the structures that plan calls for. If this is a conversation worth having for your family, contact us to schedule a review.
*This article is for general educational purposes only and is not legal, tax, or financial advice. Consult your own advisors regarding your specific situation.*
