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How to Structure a Split-Dollar Life Insurance Arrangement

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Understand the Two Governing Regimes: Economic Benefit Versus Loan

Every split-dollar life insurance arrangement must be structured within one of two tax regimes: the economic benefit regime under Treasury Regulation section 1.61-22 or the loan regime under section 7872 and its related regulations. Selecting the appropriate regime is the foundational decision that drives ownership, cash flow, tax reporting, and how the arrangement ultimately unwinds. The economic benefit regime generally applies when the sponsor (an employer, a business entity, or a senior family member) owns the policy and provides access to a portion of the death benefit to the other party, who is typically an employee, shareholder, or irrevocable life insurance trust. The loan regime generally applies when the nonowner receives funds from the sponsor to pay premiums and is required to repay those amounts, with interest imputed or charged at applicable federal rates.

In practice, two structural templates dominate: endorsement method (often used with the economic benefit regime) and collateral assignment method (often used with the loan regime). Under the endorsement method, the sponsor owns the policy and endorses a portion of the death benefit to the nonowner; the nonowner is taxed on the value of that economic benefit each year. Under the collateral assignment method, the nonowner—frequently an irrevocable trust—owns the policy, assigns a security interest to the sponsor, and repays premium advances or loans from future policy values or other sources. Because the choice of regime has material income, gift, and estate tax consequences at each stage of the policy’s life cycle, this decision should be made only after a line-by-line review of the parties’ objectives, time horizon, liquidity, and the policy’s projected performance.

Choose Ownership and Assignment Methods that Match Goals

The threshold question in structuring a split-dollar arrangement is who will own the policy. If the objective is executive retention with a defined employer recovery at death and minimal employee participation in policy cash values, sponsor ownership via the endorsement method may be suitable. If the objective is estate planning and permanent policy ownership outside of the insured’s estate, placing the policy in an irrevocable life insurance trust and using the collateral assignment method to secure the sponsor’s advances or loans is typically preferred. These differences are not cosmetic; they determine who controls premium timing, who has the power to modify or exchange the policy, and who bears the risk of underperformance.

Assignment mechanics are equally consequential. A collateral assignment must be drafted to cover premium advances, accrued interest, and any sponsor-defined “equity” that is intended to be recouped. Careless assignments create ambiguity about priority rights to cash surrender values on termination, which in turn can trigger unintended taxable transfers. When a sponsor retains incidents of ownership—such as the right to change beneficiaries or surrender the policy—there is a risk of estate inclusion for a decedent sponsor or constructive ownership that defeats the estate planning objective. Consequently, carefully delineating ownership rights, policy control, and assignment priorities at inception is not optional; it is indispensable risk management.

Align the Arrangement with Specific Economic Objectives

Split-dollar is not a product; it is a funding and ownership technique. Begin by articulating economic objectives in measurable terms: the sponsor’s target recovery amount and timing; the nonowner’s desired death benefit; the expected duration before an exit; and tolerances for interest rate fluctuation and policy performance variability. A business seeking balance sheet stability may prefer fixed interest loans and timely cash recovery, while a family leveraging an irrevocable trust may prefer low annual gifts, slow-buildup cash value, and a delayed exit until policy values mature. The structure should reflect these preferences in black and white, not in aspirational language.

Policy selection must follow, not precede, objectives. A participating whole life policy may deliver stable, lower-volatility growth that aligns with long time horizons and predictable loan repayment schedules. An indexed universal life policy may offer flexibility and illustrated higher long-term values, but with moving parts that can undermine loan feasibility if caps, charges, or crediting rates shift. Because policy performance drives whether the sponsor can be repaid without external liquidity and whether the insured’s estate plan remains intact, insist on stress-tested illustrations that explicitly model low crediting, higher charges, and rising interest rates. Optimistic base illustrations are a frequent source of disappointment and disputes in years seven through twelve when reality diverges from pro formas.

Draft a Precise Split-Dollar Agreement with Nonnegotiable Clauses

The split-dollar agreement is not a placeholder; it is the operative instrument that will be tested by auditors, creditors, and beneficiaries years later. At minimum, it must specify the governing regime (economic benefit or loan), define ownership and control, describe the sponsor’s interest and repayment priority, state interest rate terms (fixed or variable with reference to applicable federal rates), require collateral assignments (if applicable), and provide for termination scenarios. The document should incorporate procedures for premium payment requests, missed premiums, policy modifications, and policy exchanges under section 1035. Absent this specificity, parties tend to fill gaps with self-serving interpretations at precisely the wrong time.

Termination provisions warrant exceptional care. The agreement must address early termination, termination at the insured’s death, termination upon employment separation, and termination at a specified future date. It should state whether the sponsor’s interest is repaid from cash surrender value, loans, outside funds, or death proceeds, and what happens if the policy value is insufficient. Failure to define default remedies, cure periods, and dispute resolution can convert a tax-efficient plan into litigation and unintended income recognition. Clear drafting also mitigates regulatory risks, such as inadvertent equity rights that would shift a transaction from economic benefit to loan regime treatment or vice versa, with retroactive tax consequences.

Set Funding Terms: Premiums, Interest, and Collateral

Premium mechanics are more than administrative details; they define the tax posture of the arrangement each year. In an economic benefit structure, the sponsor pays premiums and the nonowner is taxed on the value of the current life insurance protection, typically determined using Table 2001 rates or insurer rates if lower and consistently used. In a loan regime structure, premium advances are loans subject to interest at or above the applicable federal rate for short-term, mid-term, or long-term loans, depending on the repayment schedule. Using below-market rates creates imputed interest income to the sponsor and potential gifts to the borrower, which can compound unintended tax costs and reporting burdens.

Collateralization should match the sponsor’s credit risk. A collateral assignment should encompass the sponsor’s principal, accrued interest, and agreed-upon costs, and require evidence of adequate policy values through annual statements. The agreement may mandate additional collateral or partial repayments if loan-to-value thresholds are breached. Documenting interest accrual methodology—simple versus compound, accrual frequency, and capitalization into principal—is essential. Ambiguity here can cause significant disputes during exits, when a few basis points of compounding across a decade can translate into six- or seven-figure differences in payoff amounts.

Anticipate Tax Consequences Across the Policy Life Cycle

Taxation under the economic benefit regime and the loan regime diverges materially. Under the economic benefit regime, the nonowner recognizes taxable value equal to the cost of current life insurance protection each year; the sponsor is generally not taxed on premium payments, and the sponsor’s recovery at death is typically a return of basis. Under the loan regime, interest must be paid or is imputed under section 7872; the sponsor recognizes interest income, and the borrower may have corresponding interest expense, which is frequently nondeductible in personal or trust contexts. If loans are forgiven or allowed to lapse, the borrower may recognize cancellation of indebtedness income or a gift, depending on the relationship of the parties and the documentation of donative intent.

Estate and gift tax integration is critical, particularly for family and trust arrangements. Premium loans or advances to an irrevocable life insurance trust may create annual gifts if interest is below the applicable federal rate or if lender rights are waived. Transfers of incident of ownership within three years of death can trigger estate inclusion. Death benefit proceeds are generally excludable from income under section 101(a); however, the transfer-for-value rule can cause partial or complete income inclusion if policy interests are transferred without qualifying for one of the statutory exceptions. These issues are often misunderstood and can unravel otherwise sound insurance planning if not addressed at the drafting stage and monitored annually.

Coordinate with an Irrevocable Life Insurance Trust and Gift Strategy

When the policy is owned by an irrevocable life insurance trust, the split-dollar structure must coordinate with the trust’s Crummey withdrawal powers, annual exclusion gifts, and potential generation-skipping transfer tax planning. For loan regime structures, the trust may need cash flow to service stated interest, or, if interest is accrued, it must track compound balances and plan for ultimate repayment. Annual exclusion gifts may fund interest payments, but the trustee should provide timely notices to beneficiaries to preserve exclusion treatment. If the sponsor’s advances are treated as loans, avoid inadvertently characterizing them as capital contributions or additional trust corpus, which could alter gift tax reporting.

Trust provisions should be drafted to avoid granting the insured incidents of ownership, to authorize borrowing and collateral assignments, and to approve split-dollar arrangements explicitly. The trust should also address the distribution hierarchy upon death: repayment of the sponsor’s receivable first, followed by allocation of remaining proceeds to family or charity consistent with the grantor’s plan. Where generation-skipping transfer tax is relevant, ensure the timing and characterization of gifts to the trust support allocation of exemption or inclusion ratios. Trustees who treat these matters as ministerial risk breaching fiduciary duties when exit realities diverge from initial illustrations.

Plan the Exit: Rollout, Repayment, or Restructure

An exit strategy should be designed at inception, not after premiums accumulate. Common exits include a rollout where the nonowner repays the sponsor’s interest from policy values or outside funds and continues the policy unencumbered; a repayment at death where the sponsor is reimbursed from death proceeds; and a restructure where the arrangement converts from economic benefit to loan regime or vice versa, or from variable to fixed-rate loans. Each exit carries distinct tax consequences. For example, a rollout funded by policy loans may affect policy sustainability and could accelerate modified endowment contract status if the policy is not carefully tested. A death-benefit repayment must honor priority rights in the collateral assignment to avoid creditor disputes.

Quantify exit feasibility in advance. Model sponsor recovery under multiple crediting and AFR scenarios and compare that with anticipated policy values at years five, ten, and fifteen. If projected values fall short under conservative assumptions, either reset expectations or adjust premiums, interest rates, or collateral requirements early. Overlooking the exit almost guarantees that the plan will depend on favorable markets to succeed, a proposition inconsistent with prudent fiduciary practice and sound tax planning.

Comply with Employment, Corporate, and Reporting Rules

Employer-related split-dollar arrangements implicate employment and corporate tax rules beyond the split-dollar regulations. Where an employer pays premiums under an endorsement method arrangement, the employee must recognize the economic benefit value annually, and the employer may have reporting obligations. Employer-owned policies may also trigger notice, consent, and reporting under section 101(j) and related forms. Corporate sponsors must account for the split-dollar receivable and monitor its impairment in accordance with financial accounting standards. Overlooking these requirements can produce penalties, unexpected income, or compromised financial statements.

Shareholder and closely held business contexts add further complexity. A corporation’s participation in a split-dollar plan with a shareholder can create constructive distributions, compensation, or disguised dividends if not correctly documented and valued. Partnerships and S corporations raise basis and allocation questions that must be factored into compensation planning and distribution policies. The corporate minute book should reflect authorization of the split-dollar arrangement, the business purpose, and ongoing oversight. These are not mere formalities; they are evidentiary protections if regulators or minority owners later challenge the arrangement.

Mitigate Policy and Regulatory Risks Proactively

Policy performance is the engine of every split-dollar plan, and engines fail without maintenance. Establish a process to review the policy annually, including in-force ledgers at current and reduced crediting rates, updated cost of insurance charges, and carrier financial strength metrics. If performance lags, adjust premiums, interest, or exit timing promptly. Monitor modified endowment contract testing after material changes, such as face amount reductions or 1035 exchanges, as MEC status affects access to cash values and can introduce taxable distributions.

Regulatory risk management requires equal discipline. Document AFR selection for loan regime structures, retain evidence supporting Table 2001 or carrier rates for economic benefit valuation, and maintain minutes or trustee resolutions approving annual premium actions. Where parties contemplate switching regimes or refinancing loans, analyze whether the change is a material modification that triggers new tax treatment. Keep contemporaneous memoranda explaining the rationale for key decisions; in my experience, well-kept files often determine whether a tax position is sustained upon examination.

Avoid Common Misconceptions That Derail Split-Dollar

Several persistent misconceptions create avoidable damage. First, some assume that using an irrevocable trust automatically prevents estate inclusion. In fact, incidents of ownership retained by or attributed to the insured, transfer timing within three years of death, or defective collateral assignments can bring proceeds back into the estate. Second, many believe that imputed interest under section 7872 is a trivial footnote; over a decade, compounding differences and AFR volatility can materially change the economics and the tax reporting. Third, some treat policy illustrations as guarantees, failing to budget for adverse-crediting scenarios that jeopardize both sponsor recovery and trust solvency.

Another frequent misunderstanding concerns transfer-for-value exposure. Transfers among certain parties qualify for exceptions, but a poorly planned sale, collateral assignment release, or interest transfer can trigger income inclusion on death benefits that were expected to be tax-exempt. Likewise, casual regime switching can retroactively change tax outcomes if the transaction acquires equity characteristics inconsistent with the initial regime. These are not theoretical edge cases; they are well-trodden paths to adverse results that can be avoided only with careful drafting and vigilant administration.

Implement a Step-by-Step Process for a Defensible Structure

A disciplined process is the best safeguard against tax and operational failure. Begin with a written statement of objectives, including quantified sponsor recovery targets, nonowner benefit goals, and a realistic exit horizon. Select the regime—economic benefit or loan—only after modeling cash flows under conservative scenarios. Choose a policy type and carrier based on objective criteria: cost structure, flexibility, crediting history, and the strength of contractual guarantees. Require stress-tested illustrations that explicitly model AFR increases, reduced crediting, higher policy charges, and delayed exits.

Next, draft the split-dollar agreement, collateral assignment, trust provisions, and corporate or trustee resolutions as an integrated set. Establish administrative calendars for premiums, interest accruals or payments, economic benefit valuation, and annual reporting. Define default triggers and remediation steps. Finally, assemble an audit-ready file: signed agreements, policy documents, annual valuations, AFR memos, in-force ledgers, and board or trustee minutes. The time invested in structure and documentation up front is invariably less than the time otherwise spent defending avoidable positions later.

Model Illustrative Cash Flows and Sensitivities Before Funding

Before committing a single dollar, conduct side-by-side projections for base, downside, and severe downside scenarios. For a loan regime arrangement, include schedules showing principal advances, stated or imputed interest, collateral value tests, and payoff sources. For an economic benefit arrangement, show the cumulative cost of current protection, sponsor outlays, and death benefit allocations across time. Include at least one scenario in which AFRs rise by 200 basis points and crediting rates fall by 200 basis points, and identify whether sponsor recovery becomes dependent on outside liquidity.

Use these outputs to set guardrails. For example, establish a policy that triggers a review if the projected sponsor recovery ratio falls below a defined threshold for two consecutive years, or if policy values under the current ledger fall short of the prior year’s projection by a defined percentage. Clear metrics reduce the risk of inertia when market conditions or policy performance move adversely. A split-dollar plan that cannot withstand basic sensitivity analysis is not a plan; it is a hope.

Integrate Exit Tax Analysis with Estate and Income Objectives

Exits are often where otherwise sound arrangements fail for tax purposes. A rollout funded by policy values can produce taxable gain inside the policy if surrender charges and cost basis are not managed, and it can increase the risk of policy lapse if loans are used imprudently to finance repayment. If loans are partially forgiven to facilitate a family wealth transfer, carefully characterize the transfer as a gift and report it accordingly, rather than inadvertently triggering cancellation of indebtedness income. Coordinate exit timing with the insured’s broader estate plan, including charitable bequests, to optimize income and transfer tax outcomes.

For corporate and shareholder contexts, consider whether an exit will be treated as compensation, a dividend, or a return of capital, and plan for withholding and reporting if compensation treatment is intended. If the arrangement relies on death for sponsor recovery, confirm that beneficiary designations and collateral assignment priorities ensure repayment before the balance of proceeds is distributed. The best-designed exits are those that would withstand scrutiny by an outside reviewer reading only the closing documents and annual files, with no opportunity to interview the participants.

Establish Ongoing Governance: Reporting, Reviews, and Controls

Good governance converts complex plans into manageable routines. Designate responsible parties for annual tasks: computing economic benefit or loan interest; preparing and issuing any required tax statements; updating collateral assignments if policy values change; requesting in-force ledgers from the carrier; and presenting an annual status report to the board, compensation committee, or trustees. Maintain a calendar with hard deadlines, because slippage in year three is often discovered only during a year seven exit—when remediation is costly or impossible.

Implement internal controls that require dual review of key calculations and formal approvals for material modifications, regime switches, or policy changes. Archive supporting evidence for AFR selections, valuation tables, and carrier rate proofs. A split-dollar arrangement is not “set and forget.” The parties’ fortunes, interest rates, policy performance, and tax rules will change during the arrangement’s life. A governance framework that assumes change—and demands documentation when change occurs—distinguishes robust structures from those that fail under scrutiny.

When to Engage Professional Advisors and Why It Matters

The technical intersections in split-dollar—income tax, transfer tax, insurance law, corporate law, and fiduciary duty—are too numerous and consequential to navigate with generic templates. A seasoned attorney and CPA will translate objectives into enforceable rights, align regime selection with the parties’ economics, and identify the often-overlooked pitfalls such as transfer-for-value exposure, imputed interest mismatches, and estate inclusion risks tied to incidents of ownership. An experienced insurance consultant can evaluate carrier strength, policy costs, and realistic crediting assumptions, while a trustee or corporate fiduciary can implement governance and documentation protocols that withstand independent review.

Professional involvement also sends a vital signal to stakeholders and regulators: that the arrangement was designed and administered with prudence. When challenging facts arise—as they invariably do in long-lived insurance arrangements—well-advised parties have defensible options. Conversely, repairing a poorly structured split-dollar plan after years of inconsistent administration often requires complex settlements, unexpected taxes, and sometimes litigation. The incremental cost of expert advice at inception is consistently the least expensive component of a successful split-dollar strategy.

Next Steps

Please use the button below to set up a meeting if you wish to discuss this matter. When addressing legal and tax matters, timing is critical; therefore, if you need assistance, it is important that you retain the services of a competent attorney as soon as possible. Should you choose to contact me, we will begin with an introductory conference—via phone—to discuss your situation. Then, should you choose to retain my services, I will prepare and deliver to you for your approval a formal representation agreement. Unless and until I receive the signed representation agreement returned by you, my firm will not have accepted any responsibility for your legal needs and will perform no work on your behalf. Please contact me today to get started.

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Attorney and CPA

/Meet Chad D. Cummings

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I am an attorney and Certified Public Accountant serving clients throughout Florida and Texas.

Previously, I served in operations and finance with the world’s largest accounting firm (PricewaterhouseCoopers), airline (American Airlines), and bank (JPMorgan Chase & Co.). I have also created and advised a variety of start-up ventures.

I am a member of The Florida Bar and the State Bar of Texas, and I hold active CPA licensure in both of those jurisdictions.

I also hold undergraduate (B.B.A.) and graduate (M.S.) degrees in accounting and taxation, respectively, from one of the premier universities in Texas. I earned my Juris Doctor (J.D.) and Master of Laws (LL.M.) degrees from Florida law schools. I also hold a variety of other accounting, tax, and finance credentials which I apply in my law practice for the benefit of my clients.

My practice emphasizes, but is not limited to, the law as it intersects businesses and their owners. Clients appreciate the confluence of my business acumen from my career before law, my technical accounting and financial knowledge, and the legal insights and expertise I wield as an attorney. I live and work in Naples, Florida and represent clients throughout the great states of Florida and Texas.

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