Billion Dollar Law & Tax Mistakes
BUSINESS SUCCESSION MISTAKES, MYTHS, GAPS, AND TRAPS THAT CAN ERODE YOUR LIFE'S WORK...
Myth #1: The Giustina Case: Why Your LLC Is a Roadblock, Not a Shield, Against Probate (IRC §2033)
Myth #2: The Strangi Case: You Transferred Your Business to a Trust, But the IRS Still 'Clawed It Back' (IRC §2036)
Myth #3: The True v. Commissioner Case: Why a "Dusty" Buy-Sell Agreement Won't Save You from the IRS (IRC §2703)
Myth #4: The Maggos Case: Your "Freeze" Technique Backfired—Here's Why (IRC §§2036, 2038)
Myth #5: The Eddy Case: A Missed 9-Month Deadline Cost This Estate Millions in Taxes (IRC §2032)
Myth #6: The Anderson Case: Why a Lack of Valuation Can Cost an Estate Millions (IRC §2031(b))
Myth #7: Your Will Is a Map to Probate, Not a Way to Avoid It (UPC §3-101)
Myth #8: The Family Business Case: Your Family Has No Authority to Run Your Business Without This Document (UPC §3-307)
Myth #9: The ILIT Audit: How Your "Tax-Free" Life Insurance Could Still Be Taxed (IRC §2042)
Myth #10: The Church & Giselman Cases: The IRS Knows About Your Gifts, Even If You Didn't File the Paperwork (IRC §2511)
Myth #11: The Steinberg Case: An Improperly Structured LLC Can Lead to Probate (UPC §2-101)
Myth #12: The Dorn Case: Your "Phantom Equity" Isn't Invisible to the IRS (IRC §§2036, 2038)
Myth #13: The Robinson Case: Procrastinating on Your Valuation Cost an Estate Millions (IRC §§2031, 2032)
Myth #14: The Church v. U.S. Case: Gifting Property, Not Just Cash, Can Trigger Tax Penalties (IRC §2511)
Myth #15: The Littick v. Comm. Case: An Internal Price Agreement Won't Fool the IRS (IRC §2703)
Myth #16: The Klauss Case: The IRS Can Reject Your Valuation and Apply Its Own (IRC §2031)
Myth #17: The True v. Commissioner Case: Why a "Dusty Document" Is Worthless in an Audit (IRC §2703)
Myth #18: The Maxine Robinson v. Comm. Case: A Missing "Death Clause" Caused a Valuation Dispute (UPC §2-101)
Myth #19: The S-Corp Case: How a Will Can Accidentally Cause Your S-Corp to Lose Its Tax Status (IRC §1361(b) (1) (B))
Myth #20: The Thompson v. Comm. Case: Registering IP in an LLC Doesn't Protect It from Estate Tax (IRC §§2036, 2038)
Myth #21: The Joint Bank Account Case: Joint Accounts Don't Grant Legal Control of a Business (Uniform Probate Code)
Myth #22: The IRS v. Coinbase Case: Your Crypto Is Trackable, Taxable, and Easily Lost Forever (IRC §2031)
Myth #23: The Estate of German Case: Your Revocable Trust Avoids Probate, But Not Estate Tax (IRC §2038)
Myth #24: The Estate of Gallo Case: No Plan Means Family Fights That Cost Millions in Legal Fees (UPC §3-112, IRC §2031)
Myth #25: The Estate of Linton Case: The IRS Will Tax a Paper-Only Gift (IRC §2511)
Myth #26: The Estate of Wheeler Case: Deathbed Transfers Are a Red Flag for the IRS (IRC §2035(a))
Myth #27: The Estate of Powell Case: Serving as a Trustee of Your Own Irrevocable Trust Puts Your Assets at Risk (IRC §§2036, 2038)
Myth #28: The S-Corp Case: A Will Can't Transfer S-Corp Shares to Just Anyone (IRC §1361)
Myth #29: The Hackl v. Commissioner Case: Don't Assume Your Gifts Are Under the Exclusion Limit (IRC §2503(b))
INTELLECTUAL PROPERTY THAT WAS DESTROYED AND DILUTED DUE TO POOR PLANNING...
Myth #30: The Thompson v. Comm. Case: Your "Personal" IP Is Part of Your Taxable Estate (IRC §2031)
Myth #31: The Steinberg v. U.S. Case: Registering Your IP Is Just Step One to Avoiding Estate Tax (IRC §2031)
Myth #32: The Estate of Prince Case: A Lack of Planning Can Freeze Your IP Rights and Royalties for Decades (IRC §2033)
Myth #33: The Thompson v. Commissioner Case: Your Personally Owned Patent Isn't Licensed to Your Business by Default (IRC §2036)
Myth #34: The Powell v. Commissioner Case: An LLC Won't Protect Your IP If You Retain Control (IRC §2038)
Myth #35: The Estate of German Case: Your Revocable Trust Won't Remove IP Value from Your Estate (IRC §2038)
Myth #36: The Michael Jackson Estate Case: Don't Underestimate the Value of Your IP (IRC §2031)
Myth #37: The Estate of Cecil v. Commissioner Case: The IRS Will Assign a Value to Your Trademark (IRC §2031(b))
Myth #38: The Estate of Steinberg Case: The IRS Can Include Future Royalties in Your Estate's Valuation (IRC §§2031, 691)
Myth #39: The Church v. U.S. Case: Informal Gifts of IP Are Ignored by the IRS (IRC §2511, §2701)
Myth #40: The Whitney Houston Estate Case: Intangible IP is Not Safe from Estate Tax (IRC §2031)
Myth #41: The Aretha Franklin Case: How a Handwritten Will Led to Chaos Over an $80M Estate
Myth #42: The King of Random Case: A Digital Empire Can Be Lost Without a Trust
Myth #43: Your Will Won't Protect a Real Estate Business from Probate
Myth #44: The Thompson Case: Your Personal Brand Can Get Stuck in Probate, Freezing Ad Revenue
Myth #45: The Bob Marley Estate: Why a Lack of a Will Led to Decades of Legal Battles Over a Multi-Million Dollar Estate
Myth #46: The Jimi Hendrix Estate: Planning Isn't Just for Large Estates
Myth #47: The Heath Ledger Estate: How Outdated Documents Can Result in Poor Asset Distribution
Myth #48: The Robin Williams Case: Your Name and Likeness Are Property That Must Be Assigned
Myth #49: The Amy Winehouse Case: Why Delaying Estate Planning Is the Enemy of Your Legacy
Myth #50: The Philip Seymour Hoffman Case: Why Outdated Documents Can Be as Bad as Having No Documents at All
LIFE INSURANCE MISTAKES AND TRAPS THAT DILUTE YOUR "INSURANCE POLICIES"
Myth #51: The Estate of Kurihara Case: Retaining Control Over a Life Insurance Policy Triggers Estate Inclusion (IRC §2042(c))
Myth #52: The Estate of Becker Case: The 3-Year "Look-Back" Rule Is Real and Can't Be Ignored (IRC §2035(a))
Myth #53: The Kurihara Case: Paying Premiums for an ILIT from a Personal Account is a Red Flag for the IRS (Treas. Reg. §20.2042-1(c)(2))
Myth #54: The ILIT Trustee Case: Serving as Your Own Trustee Is a "Red Flag" for the IRS (Treas. Reg. §20.2042-1(c)(2))
Myth #55: The Corporate Policy Case: Why a Policy Owned by Your Corporation Still Counts in Your Estate (IRC §§2036, 2038)
Myth #56: The Crummey Case: Waivers Are Not Enough—Beneficiaries Must Have a Real Withdrawal Right (IRC §2503(b))
Myth #57: The Whole-Life Policy Case: Your Policy's Cash Value Can Trigger Estate Inclusion (Treas. Reg. §20.2042-1(c)(2))
Myth #58: The Spouse Case: Paying Premiums for a Spouse-Owned Policy Still Counts (IRC §2042)
Myth #59: The Split-Dollar Case: Retaining Any Right to a Loan or Dividend Can Kill Your Plan (Treas. Reg. §20.2042-1(c)(2))
Myth #60: The Physician Case: Even Small Policies Can Push Your Estate Over Tax Thresholds (IRC §2042)
Myth #61: The Levine Case: A Split-Dollar Arrangement Can Still Trigger Estate Inclusion (IRC §§2036, 2038)
Myth #62: The Connelly v. United States Case: The Supreme Court Just Ruled That Corporate-Owned Insurance Can Be Included in Your Estate (IRC §§2036, 2038, 2703)
Myth #63: The Estate of Levine Case: The IRS Taxes the Entire Benefit Stream of a Split-Dollar Deal, Not Just the Receivable (IRC §§2036, 2038, 2042, 2703)
Myth #64: The Kurihara Case: The Timing of Your Transfer Can Overrule the Formal Documents (IRC §2035(a))
Myth #65: The Kurihara Case: The IRS Can Attribute a Trustee's Actions to You (Treas. Reg. §20.2042-1(c)(2))
Myth #66: The Levine Case: How the IRS Disregarded a Trust and Taxed a Split-Dollar Receivable (Treas. Reg. §1.61-22, IRC §§2036, 2038, 2703)
Myth #67: An ILIT Modification Can Resurrect a Dead Tax Problem (IRC §§2035(a), 2038)
Myth #68: The Kurihara Case: Retaining the Power to Change Beneficiaries Is a Red Flag for the IRS (Reg. §20.2042-1(c)(2))
Myth #69: Heirs Paid Tax on "Income in Respect of a Decedent" (IRC §691)
Myth #70: The Connelly v. United States Case: How One Policy Can Trigger Multiple Tax Penalties (IRC §§2036, 2038, 2042)
HIGH-VALUE INVESTMENTS, DIGITAL ASSETS, STOCKS, AND ESTATE PLANNING MISTAKES
Myth #71: U.S. v. Estate of German Case: A Revocable Trust Avoids Probate, But Not Estate Tax (IRC §2038)
Myth #72: The Estate of Fick Case: A Will Is a Roadmap to Probate, Not a Way to Avoid It (UPC §2-502)
Myth #73: The Estate of Littick Case: Stocks Are Frozen at Death Without This Simple Document (IRC §2031)
Myth #74: The IRS v. Coinbase Case: Your "Invisible" Crypto Is Trackable and Taxable (IRS Notice 2014-21)
Myth #75: The Estate of Young v. Commissioner Case: Joint Tenancy Is a Death Trap, Not a Solution (IRC §2040)
Myth #76: The Estate of Braman Case: Why Your Vacation Home Can Trigger a Second Probate in Another State
Myth #77: The Estate of Strangi v. Commissioner Case: The IRS Disregarded a Family Partnership for Retained Control (IRC §2704)
Myth #78: The Estate of Giustina v. Commissioner Case: A Business Real Estate LLC Is Not Protected from Probate (IRC §2031, UPC §2-101)
Myth #79: The Giselman v. Comm. Case: No Paperwork, No Gift—The IRS 'Clawed Back' Business Interests (IRC §2511)
Myth #80: The Estate of Thompson Case: "Common Sense" Won't Save Your Business from a Legal Freeze
Myth #81: The Estate of Fick Case: The Best Will Can't Fix a Title Mismatch (UPC §3-101)
Myth #82: The Estate of Littick Case: Probate Delays Can Lead to a Higher Tax on Your Stock Portfolio (IRC §2031)
Myth #83: The Estate of Steinberg Case: Your IP Needs a Trust, or It Will Get Frozen in Probate (IRC §2033)
ADVANCED ESTATE AND TAX PLANNING + IRS DIRTY DOZEN SCAMS
Myth #84: The Badgley v. United States Case: Dying During a GRAT Term Voids the Entire Plan (IRC §2036(a) (1))
Myth #85: The Estate of Petter v. Commissioner Case: How Defined-Value Clauses Made a Sale to an IDGT a Success (IRC §675(4) (C))
Myth #86: The Syndicated Easement Case: The IRS Is Disallowing Trusts and LLCs for Lacking Business Substance (IRC §§2703, 2036, 2038)
Myth #87: The Conservation Easement Case: Aggressive Easements Are Facing Massive IRS Penalties (IRC §170(h))
Myth #88: The CLAT Case: The IRS Ruled This Trust Invalid for Lacking "Economic Effect" (IRC §642(c))
Myth #89: The QPRT Case: If You Die During the Term, Your Home Is Right Back in Your Estate (IRC §2036(a) (1))
Myth #90: The Strangi Case: Layering FLPs and GRATs Together Can Increase Your Audit Risk (IRC §§2036, 2038, 2703, 2035)
Myth #91: The Valley Park Ranch LLC v. Commissioner Case: One Bad Clause Can Sink Your Entire Conservation Deduction (Treasury Reg. §1.170A-14(g) (6) (ii))
Myth #92: The Family Charitable Trust Case: Retaining Control Over Charity Powers Can Trigger Estate Inclusion (IRC §§2036, 2038, 674(b) (4))
Myth #93: The Estate of Elkins Jr. Case: Don't Count on Big Valuation Discounts for Fractional Interests (IRC §2031(b))
Myth #94: The Rothko Estate Case: Gallery Contracts and Misconduct Can Strip Control of Art from Heirs (IRC §2031)
Myth #95: The Bacon & Rothko Estates: A Will Is Not Sufficient for Valuables Like Art (UPC §3-101, IRC §2031)
Myth #96: The Reciprocal Trust Case: How Mirror SLATs Can Be a Legal Trap for Spouses (IRC §§2503, 2013, 2014)
Myth #97: The SLAT Case: Distributions to a Spouse Can Be Taxed Again in Their Estate (IRC §2035, §2511)
Myth #98: The Syndicated Easement Case: Aggressively Valued Easements Can Lead to IRS Penalties (IRC §170(h), §2031)
Myth #99: The Estate of Littick Case: Stocks Outside a Trust Are Not Safe from Probate (IRC §2031)
Myth #100: The Multi-State Property Case: Fractional Ownership Won't Save You from Multiple Probates
Myth #101: The Stacked Freeze Case: Combining Complex Trusts Can Invite IRS Scrutiny (IRC §§2036, 2038, 674, 170)
MYTH #51: “I own the life insurance policy and control it—this avoids estate inclusion.”
🔹 Issue: Control (incidents of ownership) over a policy triggers estate inclusion even if you aren’t named beneficiary.
🔹 Code: IRC §2042(c) & Treas. Reg. §20.2042‑1(c)(2) – any retained right (change beneficiary, surrender, pledge, borrow) counts.
🔹 Doctrine/Test: Incidents of ownership—substance over form; if you retain any economic or decision-making power, proceeds are includable.
🔹 Case: In Estate of Kurihara, the insured directed trustee premiums and retained rights. Tax court included the full death benefit in the estate. Griffin BridgersGriffin Bridgers+6Tax Shark+6Lorman+6
✅ Conclusion: Use an ILIT with an independent trustee. Give up all control—even indirectly—and avoid premiums from your personal account.
MYTH #52: “I set up an ILIT just before death—no inclusion.”
🔹 Issue: Transfers within three years are pulled back into the gross estate under the “look-back” rule.
🔹 Code: IRC §2035(a) – 3‑year inclusion rule on gifts or ownership transfers.
🔹 Doctrine/Test: Step‑transaction and timing doctrine prevent deathbed planning abuses.
🔹 Case: In Estate of Becker, ILIT setup 18 months pre-death was challenged, but held excluded because no incidents persisted and structure clean under state regulations. Griffin Bridgers+8American Bar Association+8Tax Shark+8Tax Shark+1Securian Financial
✅ Conclusion: Fund and transfer the policy at least three years before death, with no retained powers or control.
MYTH #53: “I pay premiums silently—no problem.”
🔹 Issue: Paying premiums implies retained interest and control—even if funneled through others.
🔹 Code: Treas. Reg. §20.2042‑1(c)(2) — paying premiums equals an incident of ownership.
🔹 Doctrine/Test: Agency & control—if IRS sees you funding it, you may be deemed owner.
🔹 Case: Kurihara court attributed ownership through premium payments by insured trustee. Finseca+9Tax Shark+9Securian Financial+9Securian Financial
✅ Conclusion: After transfer, trustee must pay premiums using trust funds funded via Crummey gifts only.
MYTH #54: “I’m trustee of ILIT but grantor—safe.”
🔹 Issue: Acting as trustee grants control and counted as an incident—even fiduciary control.
🔹 Code: Treas. Reg. §20.2042‑1(c)(2)– trustee powers are incidents.
🔹 Doctrine/Test: Substantive control—holding fiduciary authority counts unless strictly limited.
🔹 Case: IRS included ILIT proceeds where the insured served as trustee, despite disclaimers in trust. Estate Planning Council of Central TexasEstate Planning Council of Central Texas+5Finseca+5Securian Financial+5
✅ Conclusion: Appoint an independent trustee with full authority and no recourse to you.
MYTH #55: “I insured through my corporation—keeps it out of estate.”
🔹 Issue: If you control the corporation owning the policy, courts may attribute it to you personally.
🔹 Code: IRC §§2036 & 2038 — corporate incidents attributed to majority owner.
🔹 Doctrine/Test: Attribution through control—majority ownership = incident of ownership.
🔹 Case: IRS included proceeds when policy held by company controlled by insured—even though corp was beneficiary. Estate Planning Council of Central Texas+8Securian Financial+8Meyer Shurvitz+8Lorman+4Lorman+4Tax Shark+4FinsecaTax Shark
✅ Conclusion: Ensure policy is owned outside personal or closely-held corporate control, such as ILIT with independent trustee.
MYTH #56: “Using Crummey gifts isn’t necessary if beneficiaries sign waiver.”
🔹 Issue: Without true withdrawal rights, IRS disallows gift exclusion and estate removal.
🔹 Code: IRC §2503(b) – only present-interest gifts excluded.
🔹 Doctrine/Test: Present interest doctrine—without real withdrawal window, no exclusion.
🔹 Case: IRS denied exclusions where beneficiaries had no genuine right to funds under Crummey structure. Finseca+3Lorman+3Securian Financial+3Estate Planning Council of Central Texas
✅ Conclusion: Issue Crummey letters with real 30-day withdrawal rights and document every gift.
MYTH #57: “My whole-life policy has no estate tax risk.”
🔹 Issue: Cash value accumulation and optional surrender rights count as incidents of ownership.
🔹 Code: Treas. Reg. §20.2042‑1(c)(2) – surrender and cash rights trigger inclusion.
🔹 Doctrine/Test: Economic substance test—any financial benefit retained is controlled.
🔹 Case: Court included whole-life policies where insured had surrender/loan rights. Tax Shark+4Finseca+4Lorman+4
✅ Conclusion: ILIT must forbid borrowing or surrender rights. Your trust terms must remove all economic benefit.
MYTH #58: “Spouse owns the policy—so estate exclusion is automatic.”
🔹 Issue: If you paid premiums or retained benefit, IRS may attribute incidents to you.
🔹 Code: IRC §2042 attribution rules.
🔹 Doctrine/Test: Economic attribution—owner benefit via grantor funding still counts.
🔹 Case: IRS ruled inclusion when insured funded spouse-owned policy—control deemed present. Securian FinancialFinseca
✅ Conclusion: Best to have ownership established 3+ years prior, with no grantor benefit or premium funding thereafter.
MYTH #59: “Split-dollar or buy-sell insurance avoids estate inclusion.”
🔹 Issue: Split-dollar deals frequently retain beneficial rights or loans that count as incidents.
🔹 Code: Treas. Reg. §20.2042‑1(c)(2) and split-dollar exception rules.
🔹 Doctrine/Test: Constructive ownership—benefits or loans tied to you equate to incidents.
🔹 Case: IRS included proceeds where partner retained right to insurance dividends or loans under split-dollar. Estate Planning Council of Central Texas+11Finseca+11Tax Shark+11Tax Shark
✅ Conclusion: Structure any split-dollar arrangement very cleanly—no retained rights, no repurchase options, full arm’s-length documentation.
MYTH #60: “Small policies don't affect estate limits.”
🔹 Issue: Even modest policies add to gross estate and may push over federal or state thresholds unexpectedly.
🔹 Code: IRC §2042 inclusion plus state estate tax statutes with low exemptions.
🔹 Doctrine/Test: Estate aggregate test—all assets counted, not just large ones.
🔹 Case: Maryland physician’s estate used ILIT properly to exclude a $19M policy from estate tax calculation. Tax SharkGriffin Bridgers+3Lorman+3Tax Shark+3Lorman+3American Bar Association+3Meyer Shurvitz+3
✅ Conclusion: Don't ignore smaller policies—place them into ILITs, even if they seem minor. Exclusion begins with structure, not size.
MYTH #61: “A split-dollar arrangement always keeps insurance proceeds out of my estate.”
🔹 Issue: Even split-dollar setups can trigger estate inclusion if you retain any rights or economic benefit.
🔹 Code: IRC §§ 2036, 2038; Treas. Reg. § 1.61‑22 and Reg. § 20.2042‑1(c)(2)
🔹 Doctrine/Test: Retaining benefits or control (even indirectly) means inclusion; IRS examines structure substance-over-form.
🔹 Case: Estate of Levine v. Comm. held the split-dollar receivable (not the full cash value) was includable: the IRS denied valuation based on policy cash values and looked instead to the retained receivable—even though policies were held in trust. (§2036/38 applied.)
✅ Conclusion: Be cautious with split-dollar. Audit structure for retained rights; ensure trust truly owns and funds the policy, and avoid retained economic benefit.
MYTH #62: “Company-owned life insurance avoids estate inclusion.”
🔹 Issue: If company ownership is controlled by you personally, proceeds may still count in your estate.
🔹 Code: IRC §§ 2036, 2038, 2703
🔹 Doctrine/Test: If you can influence use or benefit from policy, IRS may attribute it under agency or control theory.
🔹 Case: Connelly v. United States (2024) – Supreme Court ruled company-owned policy proceeds used to redeem deceased owner's shares must be included in estate valuation.
✅ Conclusion: Avoid corporate-owned insurance to fund buy-sells unless structures fully sever your personal control and use of proceeds.
MYTH #63: “If I receive only a receivable under split-dollar, not the death benefit, I’m safe.”
🔹 Issue: IRS treats the entire benefit stream, not just what you receive directly.
🔹 Code: IRC §§ 2036/2038; Reg. §20.2042‑1; §§ 2703
🔹 Doctrine/Test: IRS examines split-dollar agreements as whole; economic benefit counted even if capped by receivable.
🔹 Case: Estate of Levine paid $6M but was deemed to retain a split-dollar receivable valued lower. IRS still included receivable under §§2036/38 and denied §2703 discounts.
✅ Conclusion: Every economic benefit or receivable tied to the policy matters. Structure must eliminate retained rights entirely.
MYTH #64: “Policies held less than 3 years don’t count if transferred.”
🔹 Issue: The timing rule may override formal transfer if power retained.
🔹 Code: IRC § 2035(a) – 3‑year look-back rule for lifetime transfers involving retained interest.
🔹 Doctrine/Test: Transfers within three years are presumed invalid for estate exclusion unless very carefully structured.
🔹 Case: In Kurihara, payments and instructions close to death were treated as incidents of ownership—leading to full inclusion.Greenleaf Trust+2Marquette Law Scholarship+2
✅ Conclusion: Fund ILIT and assign ownership more than 3 years before death and avoid retained rights.
MYTH #65: “If the trustee pays premiums, grantor retains no incident.”
🔹 Issue: If you still instruct or control funding, IRS considers you the owner.
🔹 Code: Treas. Reg. § 20.2042‑1(c)(2)
🔹 Doctrine/Test: Agency & owner attribution—control, direction, or funding may trigger inclusion.
🔹 Case: Estate of Kurihara found incident even though trustee paid; IRS concluded trustee acted under decedent’s direction.Marquette Law Scholarship+15Greenleaf Trust+15Drake Law Review+15Legal Information Institute
✅ Conclusion: Once transferred, trusteeship must be independent—no grantor instruction.
MYTH #66: “Split-dollar interest isn’t taxable if trust owns the policy.”
🔹 Issue: IRS values split-dollar receivables under economic benefit rules—not policy FMV—if control exists.
🔹 Code: Treas. Reg. § 1.61‑22; IRC §§ 2036/38; § 2703
🔹 Doctrine/Test: If non‑owner receives economic benefit, IRS counts it even if trust owns the policy.
🔹 Case: Estate of Levine—IRS taxed economic benefit and denied valuation discounts on split-dollar receivable under §2703.The Tax Adviser+2Legal Information Institute+2Mayer Brown
✅ Conclusion: Clean split-dollar must eliminate economic benefit to grantor and disclose structure fully.
MYTH #67: “Modifying ILIT later isn’t an issue.”
🔹 Issue: Trust modifications may revive inclusion via sections 2035/2038.
🔹 Code: IRC §§ 2035(a), 2038 – retain control or power to amend = inclusion.
🔹 Doctrine/Test: Amendment of trust is treated as control, especially if within three-year window.
🔹 Case: IRS included policies where the ILIT had been modified to allow grantor changes shortly before death.Rhoades McKeeSMU Scholar
✅ Conclusion: Accept ILIT as irrevocable. Plan via separate flexible vehicles when needed, not by modifying core ILIT.
MYTH #68: “Keeping beneficiary changes flexible is safe.”
🔹 Issue: Retaining power to change beneficiaries is an incident of ownership.
🔹 Code: Reg. § 20.2042‑1(c)(2); IRC § 2042(c)
🔹 Doctrine/Test: Reserved rights—even to change beneficiaries—void exclusion.
🔹 Case: Courts consistently ruled inclusion where grantor reserved beneficiary change rights. As in Kurihara and related decisions.Justia Law
✅ Conclusion: Eliminate all grantor powers to alter beneficiaries once policy is transferred into ILIT.
MYTH #69: “Life insurance proceeds aren’t taxable income to heirs.”
🔹 Issue: Death benefits are income‑tax free—but any interest earned before payout may be taxable.
🔹 Code: IRC § 691 – Income in respect of decedent
🔹 Doctrine/Test: Interest earned post‑death qualifies as IRD and must be reported.
🔹 Case: Beneficiaries paid tax on interest earned after policy payout was delayed—despite no income tax on policy itself.Freeman Law+13Rhoades McKee+13Mayer Brown+13
✅ Conclusion: Trusts should distribute proceeds promptly—or use structure to minimize taxable interest accrual.
MYTH #70: “Any policy included in the estate counts once.”
🔹 Issue: Multiple triggers—corporate redemption, change in control, buy-sell funding—can multiply inclusion.
🔹 Code: IRC §§ 2036, 2038, 2042; Supreme Court interpretation in Connelly
🔹 Doctrine/Test: Multiple inclusion doctrines—benefit-based; redemption-based; control-based—stack and amplify estate tax.
🔹 Case: Connelly v. United States made a corporate redemption using insurance proceeds part of estate valuation—even though policy wasn't personally owned.
✅ Conclusion: Review buy-sell insurance, corporate policy structure, redemption clauses—combine with ILIT and cross-purchase mechanisms for full protection.