
The tax code generally allows investors to claim losses on their investments when sold. However, Section 267 disallows losses incurred on sales to related parties, which can include multi-generational family members, companies in which the taxpayer owns more than 50% of the stock, and trusts or partnerships. This rule prevents taxpayers from manipulating recognition of losses for tax purposes when no economic loss has been realized. For example, if an individual sells property to a related party at a loss to claim a tax deduction, the IRS will disallow the loss. The related-party rules apply even in cases of family feuds or involuntary sales and can result in tax complications for both the seller and buyer.
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What You'll Learn

The loss-disallowance rules prevent tax manipulation
Losses on sales or exchanges of property between related parties are disallowed by Section 267(a) of the tax code. This rule applies even if the sale is made in good faith and on fair-market terms, and includes involuntary sales. The purpose of the rule is to prevent taxpayers from manipulating the recognition of losses for tax purposes when no economic loss has actually been realized.
Related parties, for the purposes of loss disallowance, include multi-generational family members such as spouses, children, parents, grandparents, and siblings. They may also include companies in which the taxpayer owns more than 50% of the stock, trusts, or partnerships, depending on the relationship to these entities.
The loss-disallowance rule applies even in the event of a family feud. For example, a Tax Court decision disallowed a capital loss for a sale between two brothers that was ordered in binding arbitration that separated the brothers' stock and real estate holdings.
In the case of multi-asset sales, the IRS measures gain or loss separately for each asset sold, rather than by the overall result of the sale. This means that even if a lump-sum sale results in a net loss for an investor, the taxpayer may still have a taxable gain if the IRS disallows losses on some of the individual assets involved.
The loss-disallowance rule also applies to sales between partnerships and non-partners. The IRS has proposed regulations that would treat partnerships as separate entities from their partners for the purposes of applying the related party loss disallowance rules.
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Multi-asset sales and related-party transactions
For example, if an investor sells multiple blocks of stock or pieces of property to a related party, the gain or loss must be computed separately for each block of stock or property. This can result in a taxable gain even if the overall transaction resulted in a loss.
The related-party rules, as defined by Section 267, aim to prevent transactions that are designed to avoid taxes. These rules apply to sales between family members, including spouses, children, parents, siblings, and multi-generational relatives. They also apply to transactions involving companies in which the taxpayer owns more than 50% of the stock, trusts, or partnerships.
It is important for investors to understand the tax consequences of multi-asset sales and related-party transactions to ensure compliance with tax regulations and avoid unexpected tax liabilities. In some cases, seeking professional tax advice can help navigate the complexities of these transactions and ensure accurate reporting.
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Related parties include family members
Related-party transactions are arrangements between parties with existing business ties or common interests. While they are legal, they can lead to potential conflicts of interest and are therefore scrutinized to ensure they do not adversely impact shareholders or corporate profits. Publicly traded companies are required to disclose all related-party transactions, including those with executives, associates, and family members, in their financial statements.
The Internal Revenue Code Section 267 defines related parties for investors as multi-generational family members, including a spouse; children, grandchildren or great-grandchildren; parents, grandparents or great-grandparents; or siblings (including half-siblings). They may also include companies in which the taxpayer owns more than 50 percent of the stock, trusts or partnerships, depending on the relationship to the entities.
The related-party rules apply even in the event of a family feud. This was demonstrated in a Tax Court decision that disallowed a capital loss for a sale between two brothers that was ordered in binding arbitration that separated the brothers’ stock and real estate holdings.
The loss-disallowance rules prevent taxpayers from manipulating recognition of losses for tax purposes when an economic loss has not actually been realized. For example, if an individual sells multiple properties to a related party in a single transaction, the gain or loss must be computed separately for each item. As a result, losses are disallowed even if the items are sold simultaneously.
In summary, related parties include family members, and the tax law disallows losses on related-party sales to prevent tax manipulation and ensure transparency in financial reporting.
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Indirect ownership and transactions
The Internal Revenue Service (IRS) examines related-party transactions for any conflicts of interest according to Internal Revenue Code 267. Related-party transactions can include sales, leases, service agreements, and loans, often involving affiliates, shareholders, or subsidiaries.
Indirect ownership occurs when an individual is deemed to own stock actually owned by another person. This can happen when:
- Shareholders are deemed to own their proportionate share of stock owned (directly or indirectly) by the corporation.
- An individual is deemed to own the stock owned by certain family members (brothers, sisters, spouse, ancestors, and lineal descendants).
- An individual who is a member of a partnership will be deemed to own corporate stock owned (directly or indirectly) by another partner in the same partnership if the individual also directly owns stock in the same corporation.
In the context of related-party sales, indirect ownership can impact the application of loss-disallowance rules. These rules prevent taxpayers from manipulating the recognition of losses for tax purposes when an economic loss has not actually been realized. For example, if an individual sells property to a related party at a loss, the loss may be disallowed, and they may not be able to claim a deduction.
The determination of indirect ownership is crucial in identifying related-party transactions and ensuring compliance with tax regulations. It helps prevent tax avoidance and maintains fairness in financial dealings.
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Exceptions to the rules
The tax code generally disallows losses incurred by an investor on sales to related parties. Related parties can include multi-generational family members, such as a spouse, children, parents, or siblings. They may also include companies in which the taxpayer owns more than 50% of the stock, trusts, or partnerships, depending on the relationship to the entities.
However, there are some exceptions to the rules:
- Complete liquidations: The loss-disallowance rules do not apply to complete liquidations under Sec. 267(a)(1).
- Estate sales: In one case, the IRS allowed an estate to claim a loss from the sale of real property to the decedent's daughter, who was a co-executor for the estate. The IRS recognized that the creation of an estate was not done with the same "forethought" as a trust, which can be intentionally used to reduce taxes.
- Bona fide transactions: Even when the related-party rules do not apply, the IRS may still disallow a loss if it determines that the primary motive for a sale was tax avoidance.
- Loans between controlled group members: Subsection (a)(1) does not apply to losses sustained by a member of a controlled group on the repayment of a loan made to another member of the group if the loan is payable in a foreign currency and the loss is due to a reduction in the value of that currency.
- Regulated investment company redemptions: Subsection (a)(1) does not apply to distributions in redemption of stock of a regulated investment company, subject to certain conditions.
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Frequently asked questions
A related party sale is a transaction between related business entities, such as family members, or between an individual and a corporation where the individual owns over 50% of the corporate stock.
The tax law disallows losses on related party sales to prevent taxpayers from manipulating recognition of losses for tax purposes when an economic loss has not actually been realized. The rationale for these restrictions is to block transactions that merely reshuffle property to avoid taxes.
A disallowed loss on a sale to a related party may reduce the related buyer's gain on a subsequent sale. However, this does not benefit the original seller, and if the related buyer sells the property at a loss, the disallowed loss on the original sale is never recognized.
Yes, there are some instances where the IRS has made exceptions. For example, in one case, the IRS allowed an estate to claim a loss from the sale of real property to the decedent's daughter, as the estate was unable to find another buyer and the property was sold at a loss.

















