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Charitable Remainder Annuity Trusts (CRATs) Under IRS Scrutiny: New Listed Transaction Rules

New IRS regulations target certain CRAT schemes abused to avoid ordinary income or capital gains; advisors must disclose and could face penalties.

By NomadicTax Research Team · 5-8 min read

What Changed and Why It’s Important

On July 8, 2026, the Treasury and IRS issued final regulations labeling certain Charitable Remainder Annuity Trust (CRAT) arrangements as listed transactions. These are schemes that improperly recharacterize or eliminate ordinary income or capital gains through misuse of annuity trust rules.(irs.gov)

Key Features of the Final Regulations

  • Transactions where property with a fair market value above basis—for instance, shares or business interests—is transferred to a CRAT, which then sells the property and uses proceeds to buy a single-premium immediate annuity (SPIA), are targeted. Exploitation arises when only the income portion of SPIA payments is taxed, while gains are masked.(irs.gov)
  • These schemes are now listed transactions, meaning they must be disclosed to the IRS and carry strict penalties for advisors or participants failing to report.(irs.gov)

Implications for Taxpayers & Advisors

For taxpayers:

  • If you’re involved in such a CRAT + SPIA structure, full transparency is mandatory.
  • You must report the transaction, or risk facing penalties, audits, or disallowed tax treatment.

For material advisors and promoters:

  • Required to file disclosures with the IRS.
  • Exposed to penalties if they fail to report or misrepresent the transaction.

Actionable Steps to Comply

  1. Review all existing CRAT arrangements—especially if paired with SPIAs or other trust conversion strategies.
  2. Maintain documentation showing basis, value, and how each payment is taxed.
  3. If you’re an advisor: ensure proper disclosure filings are made under listed transactions rules.
  4. Consult with a tax professional before setting up any new CRAT-based strategy. Given the final regulations, preemptive structuring is essential.

Example Scenario

Emma sold property (value $500K, basis $200K) transferring it into a CRAT. The CRAT sells the property and uses proceeds to purchase a SPIA. Past strategy claimed only the income portion of SPIA payments was taxable. Under the new rules, Emma must report this as a listed transaction. Her advisor is required to file disclosures. Tax benefits may be re-evaluated, and penalties may apply.

Bottom Line

The IRS is tightening enforcement around CRAT-based tax sheltering. These final regulations send a clear message: the CRAT + SPIA maneuver will no longer bypass ordinary income and capital gains rules. Transparency and proper structure aren’t optional—they’re now mandated.

Sources

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