Draft an irrevocable trust that fires a grantor trust trigger, commonly the nonfiduciary power to substitute assets of equivalent value under section 675(4)(C), while granting the settlor nothing that would cause estate inclusion.
Fund it with a seed gift, reported on a gift tax return and using lifetime exclusion.
Sell the appreciating asset to the trust for a promissory note at the applicable federal rate for the month of the sale, supported by a defensible valuation.
Service the note from the asset's own cash flow. No gain, and no interest income, is reported by anyone.
Pay the trust's income tax personally each year. Avoid any clause requiring the trust to reimburse it.
Compare the outcome with doing nothing before proceeding, because the basis given up may be worth more than the transfer tax saved.
A hypothetical. Wei creates an irrevocable trust with a substitution power and gifts it $1,000,000 of cash. That gift is reportable and uses part of her lifetime exclusion; it does not disappear from her transfer-tax base, because adjusted taxable gifts are added back into the estate tax computation at death.
She then sells the trust a $9,000,000 interest in her family business for a nine-year promissory note of $9,000,000 at the applicable federal rate. No gain is recognized: for income tax purposes she and the trust are the same taxpayer. Immediately after the sale the trust holds $1,000,000 + $9,000,000 = $10,000,000 of assets against a $9,000,000 note, so its net value is the $1,000,000 she gave it.
Suppose that nine years later the business interest is worth $18,000,000. The trust has paid the note's interest each year out of the interest's own distributions, and the $9,000,000 of principal is still outstanding. The trust now holds $18,000,000 of business interest plus the $1,000,000 of seed cash against a $9,000,000 note, so its net value is $10,000,000. Wei's estate holds the note, worth $9,000,000, and the interest she was paid.
The trust's net value has gone from $1,000,000 to $10,000,000 without any further transfer. Two amounts stayed inside the transfer-tax system: the $1,000,000 seed gift, which remains in Wei's base as an adjusted taxable gift, and the $9,000,000 note, which is an asset of her estate. What sits outside both is the amount by which the interest's growth outran the fixed price she sold it for, $18,000,000 − $9,000,000 = $9,000,000, and neither the gift tax nor the estate tax ever measured it.
The cost is on the other side of the ledger. The trust's basis in the interest is Wei's original basis, not $18,000,000, because the interest was never in her estate at death. Whoever eventually sells it pays capital gains tax on the whole appreciation.