EstatePass

LIFE RIDERS, PROVISIONS, OPTIONS · 6 MIN READ

Death Proceeds, Policy Sales, and Estate Strategies

Death proceeds are generally excluded from the beneficiary's gross income, but the transfer-for-value rule destroys that exclusion when a policy is sold: if a policy is transferred for valuable consideration, the buyer's exclusion at death is limited to the consideration paid plus subsequent premiums, and the rest of the proceeds is ordinary income. Exceptions preserve the full exclusion for transfers to the insured, a partner of the insured, a partnership including the insured, a corporation in which the insured is a shareholder or officer, and carryover-basis transfers — the classic planning error is routing a policy among an owner, insured, and beneficiary triangle in a way that misses every exception. Viatical settlements are the compassionate carve-out: when a terminally ill insured (certified life expectancy of 24 months or less) sells the policy to a licensed viatical settlement provider, the entire sale price is treated as death proceeds and is income tax free; chronically ill sellers get the same treatment only for amounts tied to qualified long-term care. Ordinary life settlements by healthy seniors are taxable transactions, and settlement providers must disclose alternatives (such as accelerated benefits and policy loans), tax consequences, creditor and Medicaid effects, and a rescission right before or at the settlement application. Anti-STOLI rules block investor-initiated policies, typically by prohibiting settlement of a policy within its first two years absent hardship exceptions. Estate planning uses trusts to keep proceeds out of the taxable estate. An Irrevocable Life Insurance Trust (ILIT) owns the policy so the insured holds no incidents of ownership; however, transferring an existing policy into the trust within three years of death pulls the proceeds back into the estate under the three-year look-back. Premium gifts to the ILIT qualify for the annual gift-tax exclusion only if beneficiaries hold Crummey withdrawal powers — a temporary right (typically 30 to 60 days) to withdraw each contribution, converting a future-interest gift into a present interest. Advanced wealth-transfer vehicles appear on the exam at the recognition level. The generation-skipping transfer tax hits gifts to skip persons — grandchildren whose parent is still living, or unrelated persons more than 37 1/2 years younger — subject to a lifetime GST exemption ($13.99 million in 2025). A zeroed-out GRAT retains a qualified annuity whose present value equals the transferred property, producing a near-zero taxable gift. An intentionally defective grantor trust (IDGT) makes the grantor pay income tax on trust income — effectively an extra tax-free gift, since the tax payment is not treated as a gift. Spousal lifetime access trusts, family limited partnerships (valuation discounts), and qualified personal residence trusts round out the toolkit.

Key rules

Transfer for value caps the buyer's exclusion at consideration paid plus later premiums.

Proceeds above that basis are ordinary income to the transferee. Exceptions include transfers to the insured, a partner, a partnership including the insured, or a corporation where the insured is a shareholder or officer.

Why the exam cares: Exams give purchase price, premiums, and face amount, then ask the taxable portion — and separately test which transferees keep the full exclusion.

A viatical sale by a terminally ill insured is entirely income tax free.

With a physician-certified life expectancy of 24 months or less, the full sale proceeds are treated as amounts received by reason of death; chronically ill sellers qualify only to the extent tied to qualified long-term care.

Why the exam cares: The contrast between tax-free viatical sales and taxable ordinary life settlements is the core tested distinction in this area.

An ILIT keeps proceeds out of the estate — unless the policy was transferred within 3 years.

The trust must own the policy so the insured retains no incidents of ownership; a transfer of an existing policy within three years of death pulls the proceeds back into the gross estate.

Why the exam cares: The three-year look-back is the standard trap in ILIT questions; having the trust buy a new policy avoids it.

Crummey withdrawal powers turn ILIT premium gifts into present-interest annual-exclusion gifts.

Beneficiaries receive notice and a temporary right, typically 30 to 60 days, to withdraw each contribution; the unexercised power lapses and the funds pay premiums.

Why the exam cares: Exams test why the withdrawal right exists — without it, gifts to a trust are future interests and get no annual exclusion.

A skip person is a grandchild with a living parent, or a non-relative 37 1/2+ years younger.

Generation-skipping transfers to skip persons draw the GST tax, offset by the lifetime GST exemption; a spouse is never a skip person regardless of age.

Why the exam cares: Skip-person identification is the recognition-level GST question, and the living-parent condition is the detail that flips answers.

Numbers to memorize

  • 24 months — maximum certified life expectancy for a tax-free viatical settlement by a terminally ill insured
  • 2 years — the typical prohibition on settling a newly issued policy, aimed at STOLI schemes
  • 3 years — the look-back period that pulls a transferred policy's proceeds back into the gross estate
  • 30-60 days — the typical Crummey withdrawal window that creates a present-interest gift
  • $13.99 million — the lifetime GST exemption in 2025
  • 37 1/2 years — the age gap making an unrelated transferee a skip person for GST purposes

Common traps

  • Assuming all death proceeds are always tax free — a policy sold for value loses the exclusion beyond the buyer's basis unless a listed exception applies.
  • Confusing a viatical settlement with an ordinary life settlement — only the terminally ill (or qualifying chronically ill) seller receives the proceeds income tax free.
  • Thinking an ILIT works instantly for an existing policy — proceeds return to the estate if the insured dies within three years of transferring the policy to the trust.
  • Labeling every grandchild a skip person — a grandchild is a skip person only while the connecting parent is living at the transfer, and a spouse is never one.

When a policy changes hands, run two checks in order: was there valuable consideration (transfer-for-value), and does an exception or the viatical rule rescue the exclusion?

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