The questions you actually ask

Questions every plaintiff lawyer asks
before signing a deferral.

These are the questions that come up between "tell me more" and "OK let's design it." Short, direct answers — same ones we'd give over a 30-minute call.

The questions

Short answers to what attorneys actually ask.

The questions below come up between "tell me more" and "OK let's design it." Where the answer is fact-specific, we say so.

What if the carrier fails 12 years into a 20-year structure?

Three layers of protection:

  • The carrier's general account is regulated reserves under state insurance law. Required risk-based-capital ratios. NAIC oversight.
  • State guaranty associations (CLHIGA in California; similar entities in every state) cover up to 80% of present value, capped at $250K per insured per carrier. Caps and percentages vary slightly by state.
  • Carrier insolvency in the structured-settlement space is historically rare — Executive Life (1991) and a handful of others are the canonical examples, and even those resulted in policyholders receiving most of their contracted payments after the state guaranty workouts.

Large structures ($1M+ of premium) are routinely split across two carriers, which doubles the state-guaranty cap. For very large placements, three-carrier splits are reasonable.

What if I move states or retire mid-stream?

The federal tax treatment doesn't change. Each year's payment is reported on the year's return regardless of where you live. The state-source question depends on the type of recovery and your residency at the time each payment is received:

  • For a contingency fee on services performed in California to a California resident lawyer, moving to a no-tax state after the structure is in place generally shifts subsequent payments out of California tax — they are sourced to your state of residence when received.
  • Some states (notably California, in some fact patterns) attempt to claim deferred-income sourcing based on where the services were performed. There's litigation on this and the answer can be case-specific.
  • Retirement doesn't change anything — payments continue on the schedule until the term ends or the life-contingent design pays out.

If a state-residency change is part of your plan, build it into the design conversation up front. A short consultation with state-tax counsel before placement is usually money well spent.

Can my PC, PLLC, or partnership structure a fee — or does it have to be personal?

Both are possible; entity structures are more complex but increasingly common. Considerations:

  • Personal structure: The lawyer individually is the named payee under the annuity. Cleanest Childs posture. Reported on Schedule C or as personal income depending on firm structure.
  • Single-member PLLC: The PLLC can be the payee. Pass-through tax treatment; same federal income picture. Often used when the law practice is run through a PLLC for liability and state-law reasons.
  • Partnership / multi-member firm: Possible but requires careful coordination of the firm's K-1 reporting with the structure. Some firms structure at the firm level and allocate the income via partnership distributions; others structure individually and treat the receipt as personal income to the named partner. §409A overlay needs careful analysis.

Your firm's tax counsel is the right person to make the entity-structuring call once the broad design is in place.

What about §409A? Is the deferral going to blow up under those rules?

The dominant practitioner view is that properly designed contingency-fee structures fall outside §409A. The reasoning: the "service recipient" for §409A purposes is the defendant or defense carrier, not the law firm; the lawyer is not a "service provider" to the firm for purposes of the contingency fee in the §409A sense; the schedule is fixed before the fee is earned (no "deferral" in the §409A sense).

That said, §409A is the modern overlay where most live design questions sit. Where structures get more complex — multi-firm fee allocations, common-benefit fund participations, fee allocations between principals and associates — the §409A analysis can get more nuanced. Tax counsel at design time is essential. We can recommend specialists if your firm doesn't have one in-house.

See the IRS-position page for a longer treatment of the §409A picture.

Will my legal malpractice carrier care?

Generally no. Structured attorney fees are a routine planning tool and don't change the lawyer's duties to the client or the firm's malpractice posture. Some carriers ask about them in renewal questionnaires; routine disclosure satisfies the question. If your carrier flags structured fees specifically, that's unusual and we can provide carrier-level documentation and citations on request.

Does this affect my ABA Model Rule fee disclosures to the client?

Generally no — the structure is the lawyer's own tax planning regarding the fee the lawyer is already entitled to receive. The client is not affected by how the lawyer chooses to take payment. ABA Model Rule 1.5 covers fee reasonableness, written disclosure, and contingency-fee rules; none of those rules are implicated by the lawyer's choice to receive the fee through a structured annuity rather than a single check. Individual state bar rules vary; check yours if uncertain.

What if the case settles before my structure is designed?

It depends on how the settlement is documented. If the settlement agreement specifies "attorney fee $X, paid in lump sum at closing," and that document is signed, the lawyer has a vested right to the lump sum — constructive receipt risk is high if you try to structure after that.

If the settlement is documented with a placeholder ("attorney fees per separate fee arrangement") and the structure is finalized before the wire moves, that's a much better posture — but tighter than Childs's clean fact pattern.

The cleanest practice is to begin the structure design as soon as a settlement looks likely, often during late-stage mediation or court-ordered settlement conferences. Carriers can quote in 24-48 hours; final placement usually takes 7-14 days. So a 30-60 day runway pre-closing is comfortable.

Can I designate beneficiaries? What happens to remaining payments if I die?

Yes. Beneficiary designations are revocable during your lifetime. On death, remaining scheduled payments pass to your designated beneficiary (spouse, children, trust, charity) at the same dollar amount on the same dates until the term ends. The beneficiary inherits as Income in Respect of a Decedent (IRD) under §691, with the §691(c) deduction available for any estate tax paid on the remaining payments' present value. Life-contingent designs terminate at the lawyer's death (or the named life's death); period-certain and joint-life designs continue.

Can I structure into a SLAT, dynasty trust, or other estate-planning vehicle?

Direct structuring of contingency fees into a SLAT or dynasty trust is fact-specific and depends on whether the trust qualifies as the payee under the carrier's assignment terms and the §409A overlay. Many lawyers instead structure to themselves personally and use a portion of each annual payment to fund existing estate-planning vehicles via gifts or trust contributions. Coordination with your estate planning attorney up front is essential. We can structure most designs to be flexible on this point.

What does the typical year-1 1099 look like?

The carrier issues a 1099-MISC (or 1099-NEC, depending on the carrier's reporting practice and the entity structure) for the dollar amount of the year's payments. Box 3 (other income) or Box 1 (nonemployee compensation) depending on the arrangement. Your CPA reports the income on the appropriate schedule (typically Schedule C for sole proprietors). No 1099-R, no installment-method reporting (Form 6252) — this isn't a §453 installment sale, it's a deferred services payment. The reporting is straightforward once you've done one.

How much does the structure cost? Where's the conflict of interest?

The placing broker is paid a commission by the carrier, baked into the carrier's pricing — typically 3-4% of structured premium. You pay nothing out of pocket. The rate you receive on the structure is the same regardless of which licensed broker places it; carriers publish one set of rates. Same compensation model the structured-settlement industry has used since 1982. Disclosure of the broker's compensation is part of the placement documents.

Sitting on a settlement next quarter?

Structure design has to happen before the settlement papers are signed. If you have a case in the next 60-90 days that's likely to settle north of $250K in fees, a 20-minute conversation is the right time to start.

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