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Basics of the “Drop and Swap”

Last Updated: August 21, 2024

At 1031 Exchange Place, some of the most common questions we encounter are: “I want the benefits of a 1031 exchange, but my business partners want to cash out. What can I do? Can I execute a 1031 exchange within a partnership?”

The short answer is often “Yes,” by employing a method known as the “Drop and Swap.” This approach allows partners with differing financial objectives to achieve their goals, but it comes with important requirements that must be carefully considered. Understanding these requirements is crucial to successfully navigating a 1031 exchange within a partnership, ensuring compliance with IRS regulations and preserving the tax deferral benefits.

Understanding the Two Vital Requirements

When considering a 1031 exchange within the context of a partnership, it’s essential to grasp two critical requirements that underpin the process. Although these are not explicitly detailed in Section 1031 of the tax code, they are fundamental principles that guide the legitimacy and success of an exchange.

1. Continuity of Ownership

The concept of “continuity of ownership” is a foundational principle in a 1031 exchange. According to this rule, the same taxpayer who sells the relinquished property must also be the one to acquire the replacement property. This continuity ensures that the tax deferral benefits of the 1031 exchange are preserved.

In practical terms, this means that if a partnership or an LLC owns the property being sold, the same entity must take ownership of the new property to maintain the tax-deferred status. However, complications arise when some members of the partnership wish to cash out while others want to reinvest through a 1031 exchange. In such cases, the partnership must be restructured so that the individuals seeking the exchange can do so without violating the continuity requirement.

2. Title Holding

The second vital requirement concerns who holds the title to the property. The IRS mandates that the title of the replacement property must be held in the same manner as the title of the relinquished property. This requirement is tied closely to the continuity of ownership principle and is crucial in preventing any disqualification of the 1031 exchange.

For example, if a property is held by an LLC, the replacement property must also be held by the LLC. However, if members of the LLC want to take different paths—some choosing to cash out and others to exchange—this can complicate the title holding. In these scenarios, transitioning from a partnership to a tenant in common (TIC) structure may be necessary to comply with the IRS rules while allowing individual members to pursue their desired outcomes.

The Partnership Challenge

While these requirements are straightforward in a typical 1031 exchange, partnerships introduce a layer of complexity. Under IRS Section 1031(a)(2)(D), interests in partnerships are specifically excluded from exchange treatment. This exclusion means that before a 1031 exchange can occur, a partnership interest must be converted into a different form of ownership—typically a TIC interest. This conversion allows the exchange to proceed under the IRS guidelines, preserving the tax-deferral benefits for those members who wish to reinvest in new property.

When Things Get Complicated

The process of executing a 1031 exchange becomes significantly more complicated when dealing with partnerships, LLCs, or trusts. These entities often involve multiple members or partners, each with their own financial goals and strategies. While some members may be content with cashing out and paying capital gains taxes, others may wish to defer these taxes by reinvesting in a new property through a 1031 exchange.

The Drop and Swap Technique

The Drop and Swap technique is a commonly used strategy to navigate these complexities. It allows those members who wish to participate in a 1031 exchange to do so, even when other members want to cash out. Here’s how it works:

  1. Dropping Partnership Interests: The first step involves “dropping” out of the partnership. This means converting your partnership interest into a TIC interest. In essence, you are transitioning from being a partner in an LLC or partnership to being a co-owner of the property with your former partners, but now as tenants in common. This change in ownership structure is crucial for complying with IRS rules, as it aligns with the requirement that partnership interests cannot be directly exchanged.
  2. Swapping into a Replacement Property: Once the partnership interest is converted into a TIC interest, you can then proceed with the “swap.” This involves selling your TIC interest in the relinquished property and using the proceeds to acquire a replacement property under the 1031 exchange rules. The swap allows you to defer capital gains taxes on your share of the property, while your former partners can cash out their shares as they originally intended.

Practical Considerations and Challenges

While the Drop and Swap technique offers a solution for those wishing to pursue a 1031 exchange within a partnership, it is not without its challenges:

  • Timing: Timing is a critical factor in the Drop and Swap process. While it’s possible to execute the drop right before the 1031 exchange, this approach carries a higher risk of an IRS audit. To minimize this risk, it’s advisable to complete the drop at least a year before the sale of the property. This timeline provides a buffer that can demonstrate to the IRS that the change in ownership structure was not solely for the purpose of the exchange.
  • IRS Scrutiny: The IRS closely scrutinizes Drop and Swap transactions, especially when they are executed in close proximity to the sale of the property. To strengthen your case, it’s important to ensure that all steps are well-documented and that the transition from partnership to TIC is genuine and not merely a formality. Regular payments of operating expenses as tenants in common and engaging in the sale as individual owners (rather than as partners) can help establish the legitimacy of the transaction.
  • Legal and Tax Implications: Because Drop and Swap transactions involve complex legal and tax considerations, it’s essential to work with experienced professionals who understand the intricacies of 1031 exchanges and partnership law. Missteps in this process can lead to disqualification of the exchange or unexpected tax liabilities, so expert guidance is crucial.

Why You Need Expert Help

Given the complexities and potential pitfalls of executing a 1031 exchange within a partnership, having knowledgeable 1031 exchange advisors is essential. At 1031 Exchange Place, we specialize in guiding our clients through every step of this process, ensuring that all requirements are met, and that your exchange is successful. Whether you’re considering a Drop and Swap or exploring other options, we’re here to help you achieve your investment goals with confidence.

Example of a Drop and Swap

To better understand how a Drop and Swap transaction works, let’s dive deeper into a practical example. This scenario illustrates the steps and considerations involved when a member of a partnership wants to take advantage of a 1031 exchange while others prefer to cash out.

Scenario: A Commercial Property Sale

Imagine you are one of four members of an LLC that owns a commercial building. Each member holds an equal 25% interest in the property. The LLC has decided to sell the property, and after evaluating the market, the group agrees to list it for $1,000,000.

Diverging Interests

As the sale approaches, three of the LLC members express their intent to cash out and pay the capital gains taxes on their share of the proceeds. However, you, the fourth member, have a different strategy. You want to defer your capital gains taxes by reinvesting your share into a new investment property using a 1031 exchange.

This situation sets the stage for a Drop and Swap transaction, allowing you to pursue your investment goals without hindering the plans of your partners.

Steps in the Drop and Swap Process

Here’s how the process might unfold:

  1. Initiating the Drop: To begin, you’ll need to “drop” your partnership interest. This step involves restructuring your ownership from an LLC membership interest to a tenant in common (TIC) interest. Essentially, you are converting your 25% stake in the LLC into a 25% TIC interest in the property. This step must be carefully documented and executed to ensure that the IRS recognizes the transition.
  2. Establishing a TIC Relationship: After converting your interest to a TIC, the property is now co-owned by you and the remaining LLC members as tenants in common, rather than as partners in a business entity. This change is critical, as it aligns with IRS requirements that partnership interests cannot be directly exchanged in a 1031 transaction.
  3. Filing a Section 761(a) Election: Once the TIC relationship is established, you and your former partners should file a Section 761(a) election with the IRS. This election indicates that you and your former LLC members wish to be treated as tenants in common rather than as a partnership for tax purposes. This step is important to avoid any potential IRS challenges to the legitimacy of the transaction.
  4. Proceeding with the Sale: With the TIC structure in place, the property is now ready for sale. When the building is sold for $1,000,000, each TIC owner (including you) will receive a proportionate share of the net sales proceeds.
  5. Engaging in the Swap: As the property sale closes, you will use your 25% share of the proceeds (in this case, $250,000) to acquire a replacement property through a 1031 exchange. The other three members, who opted to cash out, will receive their shares of the proceeds after taxes are accounted for.
  6. Navigating IRS Scrutiny: Timing and documentation are key in a Drop and Swap transaction. The IRS may scrutinize the transaction, especially if the drop occurs close to the sale. To reduce audit risk, it’s advisable to initiate the drop at least a year before the sale and to maintain thorough records of all steps taken.

Key Considerations

  • Documentation: Proper documentation is essential at every stage of the process. This includes formal agreements to transition from an LLC to TIC, records of the Section 761(a) election, and documentation of the sale and subsequent 1031 exchange.
  • Tax and Legal Advice: Given the complexity of these transactions, seeking professional legal and tax advice is crucial. An experienced 1031 exchange advisor can help ensure that all actions comply with IRS regulations and that your exchange is successful.
  • Operating as TIC: During the time you hold the property as tenants in common, it’s important to act in a manner consistent with TIC ownership. This might include making regular payments of operating expenses and negotiating the sale as individuals, rather than as partners.

By carefully navigating these steps, you can successfully complete a Drop and Swap, deferring capital gains taxes while allowing your former partners to cash out.

Partner with 1031 Exchange Experts

Executing a 1031 exchange within the context of a partnership is a nuanced and intricate process. The complexities of a Drop and Swap transaction, along with the stringent requirements set forth by the IRS, make it imperative to have knowledgeable experts guiding you through each phase.

Why You Need Expert Guidance

Here’s why partnering with 1031 Exchange Place can make all the difference:

  1. Deep Expertise: At 1031 Exchange Place, we specialize in 1031 exchanges and are well-versed in the specific challenges that arise when dealing with partnerships, LLCs, and other multi-member entities. Our team has extensive experience in executing Drop and Swap transactions and can provide the nuanced guidance needed to navigate this complex process.
  2. Customized Solutions: We understand that every client’s situation is unique. Whether you’re dealing with a straightforward exchange or a more complicated partnership scenario, we tailor our services to meet your specific needs. We’ll work closely with you to develop a strategy that aligns with your financial goals while ensuring compliance with IRS regulations.
  3. Risk Mitigation: The IRS is known for scrutinizing Drop and Swap transactions, particularly those executed close to the sale of the property. Our team helps you mitigate risks by advising on the optimal timing, ensuring thorough documentation, and guiding you through every step to reduce the chances of an audit.
  4. Seamless Process Management: A successful 1031 exchange requires meticulous attention to detail and careful coordination of multiple moving parts. From transitioning to a TIC structure to filing necessary elections and managing the exchange itself, we handle the complexities so you can focus on your investment goals.
  5. Ongoing Support: Our commitment to you doesn’t end when the exchange is complete. We provide ongoing support to ensure that your investment strategy continues to align with your long-term goals. Whether you need assistance with future exchanges or advice on managing your new property, we’re here to help.

Get Started with 1031 Exchange Place

If you’re considering a 1031 exchange and are part of a partnership, don’t navigate these waters alone. Contact 1031 Exchange Place today to learn more about how we can assist you with your Drop and Swap transaction or any other 1031 exchange needs. Our team of experts is ready to guide you through the process, ensuring a smooth and successful exchange that helps you achieve your investment objectives.

Nate-Leavitt-web

Authored By:

1031 Investment Advisor

Nate oversees the daily operations, business development, and strategy for 1031 Exchange Place. He became interested in real estate from a young age due to his father's influence. After earning his real estate license at 18, Nate worked in the 1031 industry, focusing on business development through a unique white-labeling model. Following a religious mission in Taiwan, he continued in the industry until the 2008/2009 real estate crash. During the downturn, Nate pursued entrepreneurship and marketing, working with startups and outdoor companies. As the 1031 market recovered, he returned to work with his father, aiming to provide a more personalized experience for clients. Nate is passionate about outdoor activities and spends his free time with his wife and four sons, enjoying fly fishing, skiing, backpacking, rock climbing, and riding dirt bikes.