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12.6 Related Party Transactions

Key Takeaways

  • Section 267: losses on related party sales = DISALLOWED.

  • Section 1239: gains on depreciable property to related party = ordinary income.

  • Family: siblings, spouse, ancestors, lineal descendants.

  • NOT family: in-laws, aunts/uncles, cousins.

  • 50% ownership = related party (entities).

  • Matching rule: deduction when income reported.

Last updated: October 2026

Why This Matters for the Exam

Related party rules prevent tax abuse. Know who is "related" and the consequences.

Section 267: Loss Disallowance

RuleEffect
LossDISALLOWED on sale to related party
Buyer offsetCan reduce future gain (not create loss)

Section 267 Example

TransactionAmount
Father's basis$50,000
Sale to Son$30,000
Father's loss$20,000 (DISALLOWED)
Son's basis$30,000
Son sells to stranger$60,000
Son's gain$60,000 - $30,000 = $30,000
Offset$20,000 (father's disallowed loss)
Taxable$10,000

Section 1239: Gain Recharacterization

RuleEffect
Depreciable propertySold to >50% controlled entity
Gain characterOrdinary income (not capital/1231)

Section 267 Matching Rule

ScenarioEffect
Accrual entity owes cash-basis owner
DeductionWhen owner reports income
PurposePrevent timing abuse

Who Are Related Parties?

RelatedNot Related
Siblings (whole/half)In-laws
SpouseAunts/Uncles
Ancestors (parents, grandparents)Cousins
Lineal descendants (children, grandchildren)Step-parents

Entity Relationships

TestRelated
Individual and >50% owned entityYes
Two entities with >50% common ownershipYes

Constructive Ownership (Attribution)

TypeRule
FamilyOwn what spouse, siblings, descendants own
EntityOwn proportional share of entity holdings

Real-World Scenario

Scenario: Corporation (accrual) owes $10,000 interest to 75% shareholder (cash). Accrued Dec 31, paid Jan 15.

  • Matching rule: Corporation cannot deduct until shareholder reports income.
  • Shareholder reports: January (cash basis).
  • Corporation deducts: January (not December).

On the Exam

Question types to practice on related parties:

  1. Loss Questions: "Can father deduct loss on sale to daughter?"
  2. Matching Questions: "When can corporation deduct?"
  3. Family Questions: "Is son-in-law a related party?"

The key is to remember: §267 = losses disallowed (buyer gets offset). §1239 = ordinary gain on depreciable. Family = siblings, spouse, ancestors, descendants. In-laws = NOT related.

Test Your Knowledge

Sell truck to daughter: $8,000 basis, $5,000 sale price. How reported?

A

$3,000 §1231 loss

B

$3,000 ordinary loss

C

$0 loss (§267 disallowed)

D

$3,000 LTCL

Test Your Knowledge

Corporation (accrual) owes 75% shareholder (cash) interest. Accrued Dec 31, paid Jan 15. Deduction year?

A

2025

B

2026

C

Half each year

D

Disallowed

Test Your Knowledge

Which is NOT a related party under §267?

A

Half-brother

B

Grandmother

C

Son-in-law

D

Spouse

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