Many conversations with real estate investors who call us as an exchange Qualified Intermediary start with an inquiry such as, “My investment property is owned in an LLC. Is there anything special for me to consider regarding my 1031 Exchange?” There are many considerations for issues that arise from real estate owned in an LLC.
What is an LLC?
It is common knowledge that “LLC” is an acronym for Limited Liability Company. A Limited Liability Company is a business structure specifically authorized by state statute, and the rules in each state vary. However, there are some commonalities that cross state lines. For example, the owners of the LLC are called “members.” A properly structured and operated LLC protects its members from being personally pursued for any of the LLC’s debts or liabilities. There are two main types of LLCs, single-member LLC and multi-member LLC. A single-member LLC, often abbreviated as “SMLLC”, is a disregarded entity. As a disregarded entity, it is treated as a “pass-through” entity for income tax purposes, and all income and losses are reflected on the member’s personal income tax return. A multi-member LLC is a legal partnership and is itself a Taxpayer that must file its own income tax return. The profits and losses in a multi-member LLC are shared among the members, proportionate to their investments in the LLC. For example, if one member contributed 50% of the start-up capital, another contributed 30%, and the remaining member contributed 20%, the profits and losses will be allocated proportionate to their contributions. Some states offer Series LLCs, which have some economies to offer when multiple LLCs are needed.
Maintaining LLC Status
To maintain the protections afforded by the LLC structure, the LLC members must comply with a variety of state rules. Typically, these include holding annual member meetings, paying annual LLC fees to the Secretary of State, maintaining an in state registered agent, keeping business and personal finances separate, avoiding the use of business funds for personal expenses, and complying with the entity’s Operating Agreement. Additionally, Multi-Member LLCs will have an Employer Identification Number (EIN), which is required for the necessary tax reporting for a partnership. A Single-Member LLC is not required to obtain an EIN, but is permitted to do so if the member so chooses. Further, if a real estate acquisition is funded with a bank loan, even for a single-member LLC, banking regulations require that the LLC have an EIN. Failure to comply with the rules the state imposes on LLCs could result in “piercing the corporate veil” and allowing creditors to have access to the members’ personal assets for satisfaction of debts and liabilities.
Implications of Owning Investment Real Estate in an LLC
To understand the implications of owning investment real estate within an LLC, the first thing that must be determined is whether the LLC is a single-member or multi-member LLC. This determination is important because of the Same Taxpayer Rule, which mandates that the Taxpayer who sells the Relinquished Property(ies) must be the same Taxpayer that acquires the Replacement Property(ies), and the classification of the LLC plays a role in meeting this requirement. Clarifying whether the LLC is treated as a disregarded entity or separate taxable entity is crucial to ensuring compliance with this rule and avoiding complications in the exchange process.
At times, further inquiry needs to be conducted by the member(s) or their advisory team to confirm the type of entity. The Operating Agreement created at the time the LLC was formed will provide this distinction. The Operating Agreement contains many provisions including identifying the member(s) and verifying the relative ownership interests among the members, among others. Usually, the Operating Agreement is created when the LLC is formed with the assistance of an attorney or other professional service. However, when investors form LLCs online without professional assistance, or when they reside in states that do not require an Operating Agreement, they may not exist. In the absence of an Operating Agreement, it is best to determine whether the LLC files its own income tax returns or reflects the ownership of the real estate on the member’s personal income tax return. Due to the Same Taxpayer Rule, maintaining the tax continuity of the Exchanger is required, it is necessary to structure the 1031 Exchange consistent with the way the LLC has been filing annual tax returns. If it can be confirmed that the LLC is being treated as a disregarded entity, then the 1031 Exchange can be structured by reflecting the member as the Taxpayer.
When the Relinquished Property is owned in a Single-Member LLC, a disregarded entity, it gives the Exchanger some additional flexibility in the acquisition of the Replacement Property(ies). This is ideal because many investors often prefer to acquire new properties in a new Single-Member LLC to enjoy the protections afforded by the LLC structure noted above, including liabilities and debts being isolated within the LLC. So long as the same member is the member of the new SMLLC, they are in compliance with the Same Taxpayer Rule. Additionally, a surface level advantage of a SMLLC is that investors often like to name their LLCs to correspond with the property that it owns, i.e., ‘1313 Mockingbird Lane LLC.’ Naturally, the investor would not want to acquire 1428 Elm Street in the name of 1313 Mockingbird Lane LLC. Since 1313 Mockingbird Lane LLC is a disregarded entity, the investor can acquire the Replacement Property under 1428 Elm Street LLC without jeopardizing the 1031 Exchange. The important thing to note is that owning both the Relinquished and Replacement Properties in a SMLLC provides for ongoing protections afforded by the LLC structure.
As noted above, a Multi-Member LLC is a tax partnership, and its own unique Taxpayer. When a Multi-Member LLC owns the property, the 1031 Exchange is to be set up under the name of the LLC. For example, when the members of 4 Privet Drive LLC want to sell their current investment property, their options for purchasing Replacement Property are somewhat limited because of the Same Taxpayer Rule. They could acquire the Replacement Property in the name of 4 Privet Drive LLC, which wouldn’t make much sense if they are acquiring 1630 Revello Drive. In addition, using the old LLC to hold the new property might make the new LLC liable for claims that may come up in regard to the old property ownership. However, because they wish to maintain the protections of the LLC structure, while also changing the way the new property is held, a new LLC, 1630 Revello Drive LLC, could be created to take title in that name, if 4 Privet Drive LLC is the sole member of the new entity.
1031 Exchange Involving Multi-Member LLCs
Sometimes when property is held within a Multi-Member LLC not all members have the same opinion of what they want to do with their portion of the sale proceeds. One possibility is where all members of the LLC want to go their separate ways, each doing their own 1031 Exchange. That results in what would be called a “drop and swap”, where all members drop their LLC interest to a Tenants-In-Common interest and complete their own 1031 exchanges. Much has been written about the drop and swap strategy, and its relative merits in the 1031 exchange context.
However, if multiple members are willing to stay inside the LLC, even though one party wishes to leave, there are other options. Consider a three-member LLC, where each member owns 1/3 of the membership interests, but one member wishes to leave. In this situation, Three Friends LLC could allow one member to leave in exchange for a 1/3 Tenant-in-Common interest in the real estate, while the other two members remain inside Three Friends LLC. At closing, the departing member takes their respective share of the proceeds while Three Friends LLC continues and completes its 1031 Exchange with 2/3 of the proceeds. Note that this is a simplified statement of how the structure changes, and investors considering this should consult with their tax and legal advisors prior to initiating an exchange.
Adding members to the LLC also has multiple possible outcomes. If the LLC is already a partnership, then admitting additional members does not change anything for 1031 Exchange purposes. There are accounting issues that the accountant would normally address. However, if the LLC was a single-member LLC, which is being treated as a disregarded entity, then adding a new member creates a partnership, which cannot be a disregarded entity. This situation often arises when one spouse has premarital investment property, and they are now wanting to structure a 1031 Exchange and add their spouse as a partner on the Replacement Property. For example, when Gomez was single, he bought his current investment property and the title is vested in Addams Realty Holdings LLC, of which he is the sole member. Now that he is contemplating a 1031 Exchange, Morticia wants to be a member of the LLC so that she has ownership interests in the Replacement Property. This should not be done, as it would convert the disregarded entity into a partnership, creating a new Taxpayer. It should be possible to change to a partnership when some time has passed from the exchange transaction. It is best to consult with the tax adviser to determine the appropriate amount of time.
Community Property States
Community property laws dictate how property is owned and managed between spouses in certain states. These laws establish that all assets acquired during the marriage are considered jointly owned by both spouses, regardless of whose name is on title. Community property states include Arizona, California, Idaho, Louisiana, Nevada, New Mexico, Texas, Washington, and Wisconsin. These laws impact 1031 Exchanges for LLCs owned by married couples who live in those states. According to IRS Revenue Procedure 2002-69, if the LLC is properly formed, its only members are a married couple who reside in a community property state, and the couple elected to treat the LLC as a disregarded entity for federal tax purposes, the IRS will recognize it as disregarded. This allows flexibility for spouses residing in a Community Property state who are involved in a 1031 Exchange. to treat the LLC as a disregarded entity for federal tax purposes, the IRS will recognize it as disregarded. This allows flexibility for spouses residing in a Community Property state who are involved in a 1031 Exchange.
In looking at the example above, if Gomez and Morticia live in a community property state, Gomez could add Morticia as a member of Addams Realty Holdings LLC without jeopardizing the LLC’s status as a disregarded entity. This means their 1031 Exchange could proceed with the same LLC even though Morticia will be added as a member of the LLC.
As discussed, owning investment real estate in an LLC can add an additional layer of complexity when a 1031 Exchange is being considered. When structuring a 1031 Exchange involving real estate vested in an LLC or being bought in the name of an LLC, additional care must be taken to ensure compliance with the 1031 Exchange rules. Exchangers are encouraged to consult with their tax and legal advisors before the move forward with the sale or purchase of investment real estate, and to engage a Qualified Intermediary like Accruit, before the first closing that will be part of their 1031 Exchange.
The material in this blog is presented for informational purposes only. The information presented is not investment, legal, tax or compliance advice. Accruit performs the duties of a Qualified Intermediary, and as such does not offer or sell investments or provide investment, legal, or tax advice.
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Key Considerations for Owning Investment Real Estate in an LLC and Navigating 1031 Exchanges
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Key Considerations for Owning Investment Real Estate in an LLC and Navigating 1031 Exchanges
Many conversations with real estate investors who call us as an exchange Qualified Intermediary start with an inquiry such as, “My investment property is owned in an LLC. Is there anything special for me to consider regarding my 1031 Exchange?” There are many considerations for issues that arise from real estate owned in an LLC.
What is an LLC?
It is common knowledge that “LLC” is an acronym for Limited Liability Company. A Limited Liability Company is a business structure specifically authorized by state statute, and the rules in each state vary. However, there are some commonalities that cross state lines. For example, the owners of the LLC are called “members.” A properly structured and operated LLC protects its members from being personally pursued for any of the LLC’s debts or liabilities. There are two main types of LLCs, single-member LLC and multi-member LLC. A single-member LLC, often abbreviated as “SMLLC”, is a disregarded entity. As a disregarded entity, it is treated as a “pass-through” entity for income tax purposes, and all income and losses are reflected on the member’s personal income tax return. A multi-member LLC is a legal partnership and is itself a Taxpayer that must file its own income tax return. The profits and losses in a multi-member LLC are shared among the members, proportionate to their investments in the LLC. For example, if one member contributed 50% of the start-up capital, another contributed 30%, and the remaining member contributed 20%, the profits and losses will be allocated proportionate to their contributions. Some states offer Series LLCs, which have some economies to offer when multiple LLCs are needed.
Maintaining LLC Status
To maintain the protections afforded by the LLC structure, the LLC members must comply with a variety of state rules. Typically, these include holding annual member meetings, paying annual LLC fees to the Secretary of State, maintaining an in state registered agent, keeping business and personal finances separate, avoiding the use of business funds for personal expenses, and complying with the entity’s Operating Agreement. Additionally, Multi-Member LLCs will have an Employer Identification Number (EIN), which is required for the necessary tax reporting for a partnership. A Single-Member LLC is not required to obtain an EIN, but is permitted to do so if the member so chooses. Further, if a real estate acquisition is funded with a bank loan, even for a single-member LLC, banking regulations require that the LLC have an EIN. Failure to comply with the rules the state imposes on LLCs could result in “piercing the corporate veil” and allowing creditors to have access to the members’ personal assets for satisfaction of debts and liabilities.
Implications of Owning Investment Real Estate in an LLC
To understand the implications of owning investment real estate within an LLC, the first thing that must be determined is whether the LLC is a single-member or multi-member LLC. This determination is important because of the Same Taxpayer Rule, which mandates that the Taxpayer who sells the Relinquished Property(ies) must be the same Taxpayer that acquires the Replacement Property(ies), and the classification of the LLC plays a role in meeting this requirement. Clarifying whether the LLC is treated as a disregarded entity or separate taxable entity is crucial to ensuring compliance with this rule and avoiding complications in the exchange process.
At times, further inquiry needs to be conducted by the member(s) or their advisory team to confirm the type of entity. The Operating Agreement created at the time the LLC was formed will provide this distinction. The Operating Agreement contains many provisions including identifying the member(s) and verifying the relative ownership interests among the members, among others. Usually, the Operating Agreement is created when the LLC is formed with the assistance of an attorney or other professional service. However, when investors form LLCs online without professional assistance, or when they reside in states that do not require an Operating Agreement, they may not exist. In the absence of an Operating Agreement, it is best to determine whether the LLC files its own income tax returns or reflects the ownership of the real estate on the member’s personal income tax return. Due to the Same Taxpayer Rule, maintaining the tax continuity of the Exchanger is required, it is necessary to structure the 1031 Exchange consistent with the way the LLC has been filing annual tax returns. If it can be confirmed that the LLC is being treated as a disregarded entity, then the 1031 Exchange can be structured by reflecting the member as the Taxpayer.
When the Relinquished Property is owned in a Single-Member LLC, a disregarded entity, it gives the Exchanger some additional flexibility in the acquisition of the Replacement Property(ies). This is ideal because many investors often prefer to acquire new properties in a new Single-Member LLC to enjoy the protections afforded by the LLC structure noted above, including liabilities and debts being isolated within the LLC. So long as the same member is the member of the new SMLLC, they are in compliance with the Same Taxpayer Rule. Additionally, a surface level advantage of a SMLLC is that investors often like to name their LLCs to correspond with the property that it owns, i.e., ‘1313 Mockingbird Lane LLC.’ Naturally, the investor would not want to acquire 1428 Elm Street in the name of 1313 Mockingbird Lane LLC. Since 1313 Mockingbird Lane LLC is a disregarded entity, the investor can acquire the Replacement Property under 1428 Elm Street LLC without jeopardizing the 1031 Exchange. The important thing to note is that owning both the Relinquished and Replacement Properties in a SMLLC provides for ongoing protections afforded by the LLC structure.
As noted above, a Multi-Member LLC is a tax partnership, and its own unique Taxpayer. When a Multi-Member LLC owns the property, the 1031 Exchange is to be set up under the name of the LLC. For example, when the members of 4 Privet Drive LLC want to sell their current investment property, their options for purchasing Replacement Property are somewhat limited because of the Same Taxpayer Rule. They could acquire the Replacement Property in the name of 4 Privet Drive LLC, which wouldn’t make much sense if they are acquiring 1630 Revello Drive. In addition, using the old LLC to hold the new property might make the new LLC liable for claims that may come up in regard to the old property ownership. However, because they wish to maintain the protections of the LLC structure, while also changing the way the new property is held, a new LLC, 1630 Revello Drive LLC, could be created to take title in that name, if 4 Privet Drive LLC is the sole member of the new entity.
1031 Exchange Involving Multi-Member LLCs
Sometimes when property is held within a Multi-Member LLC not all members have the same opinion of what they want to do with their portion of the sale proceeds. One possibility is where all members of the LLC want to go their separate ways, each doing their own 1031 Exchange. That results in what would be called a “drop and swap”, where all members drop their LLC interest to a Tenants-In-Common interest and complete their own 1031 exchanges. Much has been written about the drop and swap strategy, and its relative merits in the 1031 exchange context.
However, if multiple members are willing to stay inside the LLC, even though one party wishes to leave, there are other options. Consider a three-member LLC, where each member owns 1/3 of the membership interests, but one member wishes to leave. In this situation, Three Friends LLC could allow one member to leave in exchange for a 1/3 Tenant-in-Common interest in the real estate, while the other two members remain inside Three Friends LLC. At closing, the departing member takes their respective share of the proceeds while Three Friends LLC continues and completes its 1031 Exchange with 2/3 of the proceeds. Note that this is a simplified statement of how the structure changes, and investors considering this should consult with their tax and legal advisors prior to initiating an exchange.
Adding members to the LLC also has multiple possible outcomes. If the LLC is already a partnership, then admitting additional members does not change anything for 1031 Exchange purposes. There are accounting issues that the accountant would normally address. However, if the LLC was a single-member LLC, which is being treated as a disregarded entity, then adding a new member creates a partnership, which cannot be a disregarded entity. This situation often arises when one spouse has premarital investment property, and they are now wanting to structure a 1031 Exchange and add their spouse as a partner on the Replacement Property. For example, when Gomez was single, he bought his current investment property and the title is vested in Addams Realty Holdings LLC, of which he is the sole member. Now that he is contemplating a 1031 Exchange, Morticia wants to be a member of the LLC so that she has ownership interests in the Replacement Property. This should not be done, as it would convert the disregarded entity into a partnership, creating a new Taxpayer. It should be possible to change to a partnership when some time has passed from the exchange transaction. It is best to consult with the tax adviser to determine the appropriate amount of time.
Community Property States
Community property laws dictate how property is owned and managed between spouses in certain states. These laws establish that all assets acquired during the marriage are considered jointly owned by both spouses, regardless of whose name is on title. Community property states include Arizona, California, Idaho, Louisiana, Nevada, New Mexico, Texas, Washington, and Wisconsin. These laws impact 1031 Exchanges for LLCs owned by married couples who live in those states. According to IRS Revenue Procedure 2002-69, if the LLC is properly formed, its only members are a married couple who reside in a community property state, and the couple elected to treat the LLC as a disregarded entity for federal tax purposes, the IRS will recognize it as disregarded. This allows flexibility for spouses residing in a Community Property state who are involved in a 1031 Exchange. to treat the LLC as a disregarded entity for federal tax purposes, the IRS will recognize it as disregarded. This allows flexibility for spouses residing in a Community Property state who are involved in a 1031 Exchange.
In looking at the example above, if Gomez and Morticia live in a community property state, Gomez could add Morticia as a member of Addams Realty Holdings LLC without jeopardizing the LLC’s status as a disregarded entity. This means their 1031 Exchange could proceed with the same LLC even though Morticia will be added as a member of the LLC.
As discussed, owning investment real estate in an LLC can add an additional layer of complexity when a 1031 Exchange is being considered. When structuring a 1031 Exchange involving real estate vested in an LLC or being bought in the name of an LLC, additional care must be taken to ensure compliance with the 1031 Exchange rules. Exchangers are encouraged to consult with their tax and legal advisors before the move forward with the sale or purchase of investment real estate, and to engage a Qualified Intermediary like Accruit, before the first closing that will be part of their 1031 Exchange.
The material in this blog is presented for informational purposes only. The information presented is not investment, legal, tax or compliance advice. Accruit performs the duties of a Qualified Intermediary, and as such does not offer or sell investments or provide investment, legal, or tax advice. -
Video: Easements for Renewable Energy as Relinquished Property in a 1031 Exchange
The sale of easements, such as those for https://www.accruit.com/blog/renewable-energy-1031-exchanges-wind-farms… energy generation, may qualify as the sale of a real property interest under IRC Section 1031. In this video, https://www.accruit.com/about/meet-team/max-hansen”>Max Hansen, Managing Director at Accruit, discusses how Exchangers can leverage proceeds from these sales as Relinquished Property to complete a 1031 Exchange, reinvesting in other real estate for investment purposes or productive use in a trade or business.
We also touch on the ability for Exchangers to use the proceeds to acquire nearly any type of investment or business use real estate based on the broad definition of like-kind, such as single/multi-family rentals, self-storage facilities, commercial buildings, and more. -
Video: Easements for Renewable Energy as Relinquished Property in a 1031 Exchange
The sale of easements, such as those for https://www.accruit.com/blog/renewable-energy-1031-exchanges-wind-farms… energy generation, may qualify as the sale of a real property interest under IRC Section 1031. In this video, https://www.accruit.com/about/meet-team/max-hansen”>Max Hansen, Managing Director at Accruit, discusses how Exchangers can leverage proceeds from these sales as Relinquished Property to complete a 1031 Exchange, reinvesting in other real estate for investment purposes or productive use in a trade or business.
We also touch on the ability for Exchangers to use the proceeds to acquire nearly any type of investment or business use real estate based on the broad definition of like-kind, such as single/multi-family rentals, self-storage facilities, commercial buildings, and more. -
Video: Easements for Renewable Energy as Relinquished Property in a 1031 Exchange
The sale of easements, such as those for https://www.accruit.com/blog/renewable-energy-1031-exchanges-wind-farms… energy generation, may qualify as the sale of a real property interest under IRC Section 1031. In this video, https://www.accruit.com/about/meet-team/max-hansen”>Max Hansen, Managing Director at Accruit, discusses how Exchangers can leverage proceeds from these sales as Relinquished Property to complete a 1031 Exchange, reinvesting in other real estate for investment purposes or productive use in a trade or business.
We also touch on the ability for Exchangers to use the proceeds to acquire nearly any type of investment or business use real estate based on the broad definition of like-kind, such as single/multi-family rentals, self-storage facilities, commercial buildings, and more. -
Video: Can You Exceed 180 Days in a Reverse Exchange?
Can Exchangers go beyond the 180-day timeline in a reverse exchange? The short answer is yes, but only under specific conditions. To extend the timeline, the transaction must be structured as a “Non-Safe Harbor” Specialty Reverse Transaction. In this structure, an Exchange Accommodation Titleholder (EAT) holds the title to the property, typically the Replacement Property, within a Special-purpose Entity (SPE). Standard Reverse Exchanges, which follow IRS safe harbor rules, do not allow for this extension.
Exceptions to the 180-day limit are often discussed in the context of parking arrangements, where practical challenges like delays in injecting exchange value into property improvements can arise. While case law and tax authority support extending parking arrangements under an EAT in certain scenarios, it’s important to note that once the Relinquished Property is sold, the forward exchange timeline begins, and the strict 180-day limit to acquire Replacement Property applies.
In this educational video, understand how these exceptions work in specific Reverse 1031 Exchange strategies. -
Video: Can You Exceed 180 Days in a Reverse Exchange?
Can Exchangers go beyond the 180-day timeline in a reverse exchange? The short answer is yes, but only under specific conditions. To extend the timeline, the transaction must be structured as a “Non-Safe Harbor” Specialty Reverse Transaction. In this structure, an Exchange Accommodation Titleholder (EAT) holds the title to the property, typically the Replacement Property, within a Special-purpose Entity (SPE). Standard Reverse Exchanges, which follow IRS safe harbor rules, do not allow for this extension.
Exceptions to the 180-day limit are often discussed in the context of parking arrangements, where practical challenges like delays in injecting exchange value into property improvements can arise. While case law and tax authority support extending parking arrangements under an EAT in certain scenarios, it’s important to note that once the Relinquished Property is sold, the forward exchange timeline begins, and the strict 180-day limit to acquire Replacement Property applies.
In this educational video, understand how these exceptions work in specific Reverse 1031 Exchange strategies. -
Video: Can You Exceed 180 Days in a Reverse Exchange?
Can Exchangers go beyond the 180-day timeline in a reverse exchange? The short answer is yes, but only under specific conditions. To extend the timeline, the transaction must be structured as a “Non-Safe Harbor” Specialty Reverse Transaction. In this structure, an Exchange Accommodation Titleholder (EAT) holds the title to the property, typically the Replacement Property, within a Special-purpose Entity (SPE). Standard Reverse Exchanges, which follow IRS safe harbor rules, do not allow for this extension.
Exceptions to the 180-day limit are often discussed in the context of parking arrangements, where practical challenges like delays in injecting exchange value into property improvements can arise. While case law and tax authority support extending parking arrangements under an EAT in certain scenarios, it’s important to note that once the Relinquished Property is sold, the forward exchange timeline begins, and the strict 180-day limit to acquire Replacement Property applies.
In this educational video, understand how these exceptions work in specific Reverse 1031 Exchange strategies. -
Case Study: Drop & Swap Scenario in a Three-Person LLC
https://www.accruit.com/blog/same-taxpayer-requirement-1031-tax-deferre… Same Taxpayer Rule is a key requirement in 1031 Exchanges. The same individual or entity selling the Relinquished Property(ies) must also acquire the Replacement Property(ies) in order to qualify for tax deferral using a 1031 Exchange. Navigating this can become complex when a property is held in a multi-member limited liability company “LLC” and the property owners involved have different financial or investment goals. Ownership by a three member LLC is not the same taxpayer as ownership by the three members individually. In such cases, the “Drop & Swap” strategy can offer a practical solution. A Drop & Swap involves restructuring ownership, generally by transferring shared ownership into individual ownership before proceeding with a 1031 Exchange. This strategy allows co-owners to either proceed with a 1031 Exchange or cash-out, meeting various objectives within a shared investment. To put this strategy into practice, we’ll examine a three-member LLC that owns an investment property, where each member has differing plans for the proceeds from the sale of the owned property.
The Facts
Three members of an LLC—Joe, Sarah, and Matt—co-own a commercial property in Denver. The property, initially purchased for $2.5 million, is now valued at $4 million, having appreciated significantly over the 10 years it has been owned by the LLC. The members of the LLC have decided to sell the property and utilize a 1031 Exchange to defer taxes and reinvest in like-kind property. While Matt intends to “swap” his share for like-kind property using a 1031 Exchange, Joe and Sarah want to “drop” their interest and cash out due to personal reasons, such as needing funds to pay for their children’s college, wanting to invest in stocks using the funds, etc.
The Problem
Since two out of the three of the LLC members are “dropping,” the decision is made to terminate the LLC in order to complete the transaction. Once the LLC dissolves, Joe and Sarah want to exit the transaction and receive their portion of the sale proceeds. The problem arises in how to appropriately structure the sale and distribution of the proceeds to allow each to proceed independently.
The Solution
Using professional advisers and a properly structured transaction, the property can be transferred with a single deed “dropped” from the LLC to the three individuals as https://www.accruit.com/resources/rev-proc-2002-22-tenants-common”>Tena… (TIC). Below are the some of the general steps and considerations of the process in which the distribution and transfer of ownership could work:LLC Termination: The LLC will cease to exist upon conveyance of the property by deed to the members, and the property can then be sold by the three individuals. Since the LLC is now terminating, the ownership interests will be split among the three members, with each receiving a 1/3 interest in the property, with the value of approximately $500,000 attributed to each, not taking into account closing costs or any debt payoff.
Sale of Property by the Tenants-in-Common: Once the property becomes held by them in their own names, at the time of closing, they can act at closing independently from one another.
Alternative for Liability Protection: Alternatively, for liability protection, Joe, Sarah, and Matt may choose to hold their ownership interests in the property through multiple single-member LLCs. This allows them to maintain limited liability protection while still benefiting from the transition to individual ownership.
Dropping and Swapping: While Joe and Sarah “drop” from the exchange and face taxation on their gains, Matt is still able to continue with the 1031 Exchange by completing a swap into like-kind property using his 1/3 interest. The drop for Joe and Sarah means they will not reinvest and will incur tax, while Matt will proceed with his swap.
Holding Period Considerations for a Drop & Swap
When the LLC is dissolved, and the property is distributed to individual members, it’s beneficial that anyone doing an exchange hold the property for some period of time before initiating the exchange. If the drop (distribution) and swap (1031 Exchange) occur too close together, the IRS might question the transaction, at least in Matt’s case, as he intends to complete a 1031 Exchange. IRS Code Section 1031 states:
“No gain or loss shall be recognized on the exchange of real property held for productive use in a trade or business or for investment if such real property is exchanged solely for real property of like kind which is to be held either for productive use in a trade or business or for investment.”
There is no specific defined term for which the property must be held. Clearly in a drop & swap the property has been held for an extended period of time by the LLC, but not very long by the individual who is trying to execute the exchange. In general, the longer the period between the drop and the sale, the better it is to maximize the holding period.
However, there are scenarios where re-establishing a holding period may not be necessary. For example, another common scenario involving a Drop & Swap might occur if Joe and Matt both wanted to remain invested and complete a 1031 Exchange, while Sarah alone wanted to cash out. In this case, Sarah would receive a 1/3 Tenants-in-Common interest and 1/3 of the sale proceeds, resulting in a taxable event for her. Meanwhile, the multi-member LLC would remain intact, with Joe and Matt continuing as members to complete a 1031 Exchange using the remaining 2/3 of the proceeds.
By structuring the transaction this way, the LLC itself continues to satisfy the holding period requirements for the 1031 Exchange, avoiding the need to re-establish a fresh holding period. This approach can simplify the process for the remaining members, provided that the facts align, and the transaction is carefully structured.
To enhance the validity of the drop & swap, there are a few to keep in mind to plan ahead including the following:Complete the Drop Before Contract Execution: If possible, try and have the drop completed prior to the execution of the Relinquished Property disposition contract in order that it may be signed by the individuals rather than having it signed by the LLC and later assigned to the individuals.
Separate the Transactions by Tax Years: Completing the drop in one tax year and the swap in a subsequent tax year helps separate the drop action from the IRS 1065 Partnership Return, particularly https://www.irs.gov/pub/irs-pdf/f1065.pdf”>Schedule B 12, from the reporting by the individual of an exchange on https://www.irs.gov/pub/irs-pdf/f8824.pdf”>IRS Form 8824.
While holding the property for a sufficient period, it does not necessarily affect Joe and Sarah who are cashing out anyway, but it can be helpful to Matt to establish a new holding period and minimizing raising red flags and maximizes his 1031 Exchange qualifying under IRS guidelines.
In Summary
Joe and Sarah successfully “drop” out of the LLC, take their share of the sale proceeds, and pay taxes on their profits. Matt completes his 1031 Exchange and achieves tax deferral on his portion of the sale. While Joe and Sarah are no longer invested in the property and will pay taxes on their capital gains, Matt continues to expand his real estate portfolio.
In the end, Joe, Sarah, and Matt achieve their respective objectives: Joe and Sarah use their taxed funds to pay for their children’s education and individual investment ventures, while Matt reinvests his share into like-kind investment property.
Drop & Swaps are complicated and involve many considerations and documentation not necessarily referenced here. As always, Exchangers are encouraged to consult with their tax and legal advisors before proceeding with the drop and swap as the sale of an investment or business-use property. Additionally, they should secure the services of a Qualified Intermediary before the first closing involved in their exchange.
The material in this blog is presented for informational purposes only. The information presented is not investment, legal, tax or compliance advice. Accruit performs the duties of a Qualified Intermediary, and as such does not offer or sell investments or provide investment, legal, or tax advice. -
Case Study: Drop & Swap Scenario in a Three-Person LLC
https://www.accruit.com/blog/same-taxpayer-requirement-1031-tax-deferre… Same Taxpayer Rule is a key requirement in 1031 Exchanges. The same individual or entity selling the Relinquished Property(ies) must also acquire the Replacement Property(ies) in order to qualify for tax deferral using a 1031 Exchange. Navigating this can become complex when a property is held in a multi-member limited liability company “LLC” and the property owners involved have different financial or investment goals. Ownership by a three member LLC is not the same taxpayer as ownership by the three members individually. In such cases, the “Drop & Swap” strategy can offer a practical solution. A Drop & Swap involves restructuring ownership, generally by transferring shared ownership into individual ownership before proceeding with a 1031 Exchange. This strategy allows co-owners to either proceed with a 1031 Exchange or cash-out, meeting various objectives within a shared investment. To put this strategy into practice, we’ll examine a three-member LLC that owns an investment property, where each member has differing plans for the proceeds from the sale of the owned property.
The Facts
Three members of an LLC—Joe, Sarah, and Matt—co-own a commercial property in Denver. The property, initially purchased for $2.5 million, is now valued at $4 million, having appreciated significantly over the 10 years it has been owned by the LLC. The members of the LLC have decided to sell the property and utilize a 1031 Exchange to defer taxes and reinvest in like-kind property. While Matt intends to “swap” his share for like-kind property using a 1031 Exchange, Joe and Sarah want to “drop” their interest and cash out due to personal reasons, such as needing funds to pay for their children’s college, wanting to invest in stocks using the funds, etc.
The Problem
Since two out of the three of the LLC members are “dropping,” the decision is made to terminate the LLC in order to complete the transaction. Once the LLC dissolves, Joe and Sarah want to exit the transaction and receive their portion of the sale proceeds. The problem arises in how to appropriately structure the sale and distribution of the proceeds to allow each to proceed independently.
The Solution
Using professional advisers and a properly structured transaction, the property can be transferred with a single deed “dropped” from the LLC to the three individuals as https://www.accruit.com/resources/rev-proc-2002-22-tenants-common”>Tena… (TIC). Below are the some of the general steps and considerations of the process in which the distribution and transfer of ownership could work:LLC Termination: The LLC will cease to exist upon conveyance of the property by deed to the members, and the property can then be sold by the three individuals. Since the LLC is now terminating, the ownership interests will be split among the three members, with each receiving a 1/3 interest in the property, with the value of approximately $500,000 attributed to each, not taking into account closing costs or any debt payoff.
Sale of Property by the Tenants-in-Common: Once the property becomes held by them in their own names, at the time of closing, they can act at closing independently from one another.
Alternative for Liability Protection: Alternatively, for liability protection, Joe, Sarah, and Matt may choose to hold their ownership interests in the property through multiple single-member LLCs. This allows them to maintain limited liability protection while still benefiting from the transition to individual ownership.
Dropping and Swapping: While Joe and Sarah “drop” from the exchange and face taxation on their gains, Matt is still able to continue with the 1031 Exchange by completing a swap into like-kind property using his 1/3 interest. The drop for Joe and Sarah means they will not reinvest and will incur tax, while Matt will proceed with his swap.
Holding Period Considerations for a Drop & Swap
When the LLC is dissolved, and the property is distributed to individual members, it’s beneficial that anyone doing an exchange hold the property for some period of time before initiating the exchange. If the drop (distribution) and swap (1031 Exchange) occur too close together, the IRS might question the transaction, at least in Matt’s case, as he intends to complete a 1031 Exchange. IRS Code Section 1031 states:
“No gain or loss shall be recognized on the exchange of real property held for productive use in a trade or business or for investment if such real property is exchanged solely for real property of like kind which is to be held either for productive use in a trade or business or for investment.”
There is no specific defined term for which the property must be held. Clearly in a drop & swap the property has been held for an extended period of time by the LLC, but not very long by the individual who is trying to execute the exchange. In general, the longer the period between the drop and the sale, the better it is to maximize the holding period.
However, there are scenarios where re-establishing a holding period may not be necessary. For example, another common scenario involving a Drop & Swap might occur if Joe and Matt both wanted to remain invested and complete a 1031 Exchange, while Sarah alone wanted to cash out. In this case, Sarah would receive a 1/3 Tenants-in-Common interest and 1/3 of the sale proceeds, resulting in a taxable event for her. Meanwhile, the multi-member LLC would remain intact, with Joe and Matt continuing as members to complete a 1031 Exchange using the remaining 2/3 of the proceeds.
By structuring the transaction this way, the LLC itself continues to satisfy the holding period requirements for the 1031 Exchange, avoiding the need to re-establish a fresh holding period. This approach can simplify the process for the remaining members, provided that the facts align, and the transaction is carefully structured.
To enhance the validity of the drop & swap, there are a few to keep in mind to plan ahead including the following:Complete the Drop Before Contract Execution: If possible, try and have the drop completed prior to the execution of the Relinquished Property disposition contract in order that it may be signed by the individuals rather than having it signed by the LLC and later assigned to the individuals.
Separate the Transactions by Tax Years: Completing the drop in one tax year and the swap in a subsequent tax year helps separate the drop action from the IRS 1065 Partnership Return, particularly https://www.irs.gov/pub/irs-pdf/f1065.pdf”>Schedule B 12, from the reporting by the individual of an exchange on https://www.irs.gov/pub/irs-pdf/f8824.pdf”>IRS Form 8824.
While holding the property for a sufficient period, it does not necessarily affect Joe and Sarah who are cashing out anyway, but it can be helpful to Matt to establish a new holding period and minimizing raising red flags and maximizes his 1031 Exchange qualifying under IRS guidelines.
In Summary
Joe and Sarah successfully “drop” out of the LLC, take their share of the sale proceeds, and pay taxes on their profits. Matt completes his 1031 Exchange and achieves tax deferral on his portion of the sale. While Joe and Sarah are no longer invested in the property and will pay taxes on their capital gains, Matt continues to expand his real estate portfolio.
In the end, Joe, Sarah, and Matt achieve their respective objectives: Joe and Sarah use their taxed funds to pay for their children’s education and individual investment ventures, while Matt reinvests his share into like-kind investment property.
Drop & Swaps are complicated and involve many considerations and documentation not necessarily referenced here. As always, Exchangers are encouraged to consult with their tax and legal advisors before proceeding with the drop and swap as the sale of an investment or business-use property. Additionally, they should secure the services of a Qualified Intermediary before the first closing involved in their exchange.
The material in this blog is presented for informational purposes only. The information presented is not investment, legal, tax or compliance advice. Accruit performs the duties of a Qualified Intermediary, and as such does not offer or sell investments or provide investment, legal, or tax advice.