Category: 1031 Exchange General

  • A Refresher Review of the Safe Harbors Set Forth in the IRC 1031 Regulations

    IRC Section 1031, allowing for tax deferral for properties that are the subject of an exchange rather than a sale, or even a sale followed by a purchase, has been around for a very long time. In fact, 2021 marks 100 years since the Code Section became law. It has not always been a simple process for a taxpayer to meet the Code requirements but as a result of the Treasury Regulations enacted in 1991 much certainty was put in place and issues that hovered prior to the Regulations were addressed.
    The 1991 Regulations set forth four “safe harbors” that addressed many of the problems in doing a 1031 exchange prior to that time. The fours safe harbors are:

    Security or Guarantees
    Qualified Escrow or Trusts
    Qualified Intermediary
    Interest or Growth Factors

    Security or Guarantees
    Prior to 1984 it was thought that exchanges for disposition of the relinquished property and the acquisition of the replacement property had to take place simultaneously. However, as a result of the legal decision in the Starker case, followed up shortly thereafter with new provisions in the Tax Reform Act of 1984, a taxpayer was able do a delayed exchange by selling the relinquished property so long as a replacement property was acquired within 180 days of the sale. However, then, and now, during that exchange period, the taxpayer’s actual or constructive receipt of the sale proceeds is taboo. Actual receipt would mean the proceeds of the sale were received by the taxpayer. Constructive receipt takes place when the taxpayer can control when he wants to receive the proceeds. An example of this is when the taxpayer’s attorney or taxpayer’s agent holds the proceeds. The fiction that existed is that the buyer of the relinquished property was to withhold payment until the taxpayer was ready to acquire the replacement property and the proceeds would be sent to the closing agent to be used for the acquisition. The seller would transfer the replacement property through the buyer to the taxpayer. So, the taxpayer was considered to have exchanged with the buyer.
    The necessity of keeping the sale proceeds out of the control of the taxpayer was a big issue in the era after 1984. If the buyer suffered from buyer’s remorse after taking possession of the property, she might want to hold back some of the proceeds. Perhaps even worse, what if the buyer went bankrupt or had judgements against her causing the funds to be unavailable to conclude the exchange. The first safe harbor provided some certainty that if followed, the taxpayer would not be in receipt or control of the funds.
    This safe harbor allowed the taxpayer to put a lien in the form of a mortgage or deed of trust on the relinquished property of other property of the buyer’s to secure the buyer’s payment of the funds when required by the taxpayer. Alternatively, this safe harbor also allows the buyer’s obligation to be secured with a letter of credit or by the guaranty by a third party.
    As a practical matter in the current era this safe harbor is seldom used. Other options are more practical and still keep the taxpayer out of actual or constructive receipt.
    Qualified Escrows or Trusts
    This safe harbor involved the buyer placing the sale proceeds into an escrow or trust account. The thought being that the use of an escrow or trust could essentially take the buyer out from further involvement in the taxpayer’s exchange while not putting those funds under the taxpayer’s control. To some extent this safe harbor is the codification of the use of a “Starker Trust” which came into vogue after the Starker case and the 1984 Tax Act. This safe harbor is still in use. Another benefit to this safe harbor is that it effectively keeps the exchange proceeds segregated from any proceeds that are otherwise comingled in the account of the company facilitating the exchange. This has been a problem for taxpayers at times in the past where the facilitator declared bankruptcy. Further the terms of the escrow or trust generally require the joint direction of the taxpayer and facilitator to the third-party escrow agent or trustee which limits an unscrupulous facilitator’s ability to unilaterally move the money.
    Qualified Intermediary
    This safe harbor is the most important of them. It is not enough for a taxpayer to sell and buy a property within the applicable time frame. Rather the taxpayer needs to exchange one property for another. Prior the issuance of the Regulations, for all practical purposes the party with whom the taxpayer did an exchange was the relinquished property buyer. Rather than pay the taxpayer the purchase price, the buyer used those proceeds to acquire the taxpayer’s target replacement property and then transferred that property to the taxpayer. For a variety of good reasons buyers did not want to take on this role, they simply wanted to pay the negotiated purchase price and move on.
    So, in dealing with this conundrum, the drafters of the Regulations decided to introduce a new player into the exchange to act as an intermediary between the taxpayer and his buyer and seller. Any person or company that was not disqualified under the Regulations was therefore a “Qualified” Intermediary (“QI”). For tax purposes, using this safe harbor entails the taxpayer transferring the relinquished property to the QI who transfers it to the buyer and for the seller to transfer the replacement property to the QI who transfers it to the taxpayer. Hence the taxpayer transferred the old property to the QI and received the new property from the QI. The buyer and seller are effectively removed from the exchange process and the taxpayer is deemed to have done an exchange with the QI.
    The QI also typically provides a secondary function. That is to hold the funds for the benefit of the taxpayer. So in lieu of using a third party to hold the funds under an escrow or trust, the QI places the funds in separately identifiable accounts with a bank and holds the funds FBO taxpayer.
    Interest or Growth Factor
    Again, harkening back to the time prior to the 1991 regulations, it was difficult to deal with the interest that accrued on exchange funds during the period up to 180 days to wrap up the exchange. If the taxpayer received the interest, then she might be deemed to have owned the deposited funds. That would put her in constructive receipt and taint the exchange. One alternative was to allow the interest to get paid to the buyer, but that was an unintended windfall for the buyer. At times, the taxpayer and buyer would try and estimate the anticipated interest and add that to the purchase price of the property. That way the seller actually received the value of the interest, but the actual interest was paid to the buyer. The fourth safe harbor dealt with this problem and simply provided that the taxpayer would not be deemed in constructive receipt of the exchange funds on account of the interest accruing for her benefit.
    As can be seen, the 1991 Exchange Regulations cleared up a lot of uncertainty that existed prior. In particular the safe harbors set forth made delayed exchanges much simpler and provided comfort to taxpayers and their advisors alike in structuring a delayed exchange.

  • A Tale of Two Brothers: Fix-and-Flip versus Fix, Rent, and Exchange

    THE SITUATION
    Greg and Peter are brothers who have each inherited some money. After the relevant estate and/or inheritance taxes, they each received $160,000. They each want to invest in real estate, but they disagree on the strategy. They both have full-time careers, so their strategies need to account for those obligations as well. Greg plans to buy something to fix and then flip, hopefully for a profit. Peter would like to buy something to rehab and then rent. Working together, they find two homes in the same neighborhood, and complete their acquisitions approximately 3 months after receiving their inherited funds, each spending $160,000. They immediately commence making repairs and upgrades in the spare time. After about 10 weeks, they have both completed their rehab work, and have each spent $45,000 in the process. Both Greg and Peter now have $205,000 invested into their respective properties. This number constitutes their basis in the property for determining taxation at a time of future sale of the property.
    Greg believes that he can sell his property for $225,000, earning him a $20,000 profit ($12,150 after brokerage commissions and transfer taxes). To compound his tax burdens, because Greg has owned the property for less than one year, he will be subject to short-term capital gains taxes, which are equal to his highest marginal income tax rate. Peter plans to hold his property and is confident that he can rent his property for $1,600 per month, or $19,200 for the first year.
    THE PROBLEM
    From the date Greg purchased his property until the date he sold it was a grand total of six months. When Greg sold his fix-and-flip property, he was introduced to the buyer by the buyer’s real estate agent. Thus, he will be paying a 3% fee to the broker, as well as state and federal taxes on his profits:

    Brokerage Commission
    ($225,000 x 3%)
    $6,750

    State R/E Transfer Taxes
    (estimated)
    $1,000

    Federal Short-term Capital Gain Tax
    ($12,150 x 35%)
    $4,252

    State Short-term Capital Gains Tax
    (estimated 6%)
    $729

     
     
     

    Net cash after taxes and expenses
     
    $212,168

     
    (Total Tax & Expense Loss 5.7%)
     

    Net profit after taxes and expenses
    ($212,168 – $205,000)
    $7,168

    Return on Investment
    ($7,168/$205,000)
    3.5%

    THE SOLUTION
    Peter listed his property for rent, and the new tenant moved in on the same day that Greg sold his property. Peter’s tenant will be paying $1,900 month, or $22,800 for the year. Peter’s tax situation at the end of the year is a little different:

    Federal Income Tax
    ($19,200 x 35%)
    $6,720

    State Income Tax
    (estimated 6%)
    $1,152

    Total Taxes
     
    $7,872

    Total estimated tax owed
    ($19,200 – $7,872)
    $11,238

    Return on Investment
    ($11,328/$205,000)
    5.5%

    In our current example, it took Greg three months to find and buy the first property. It then took him six months to make the repairs and sell it, for a total investment cycle of 9 months. If Greg is aggressive, he can accomplish four of these fix-and-and flip transactions in three years:

    Transaction 1:
     

    Invested
    $205,000

    Sold
    $225,000

    Net after commission/taxes
    $212,168

    Cash profit
    $7,168

     
     

    Transaction 2:
     

    Invested
    $212,168

    Sold
    $233,000

    Net after commission/taxes
    $219,719

    Cash profit
    $7,551

     
     

    Transaction 3:
     

    Invested
    $219,719

    Sold
    $241,000

    Net after commission/taxes
    $227,263

    Cash profit
    $7,544

     
     

    Transaction 4:
     

    Invested
    $227,263

    Sold
    $249,000

    Net after commission/taxes
    $234,807

    Cash profit
    $7,544

    3-year total profits
    $29,807

    In three years of fixing and flipping houses, Greg has netted a total of $29,807 in income. In this same time period, Peter has rented his property for $19,200 per year for the three years, netting $11,328 per year or $33,984, about 14% more than Greg netted.

    Peter is now considering selling his property as part of a Section 1031 Exchange. Historically, the national average for real estate appreciation is about 3.8% per year. Thus, Peter expects to sell his original investment property for about $250,000 (which is comparable to the value of Greg’s last sale at $249,000). If Peter sells his property outright, he can expect to pay taxes as follows:

    Federal Capital Gain Tax
    ($45,000 x 20%)
    $9,000

    Affordable Care Act Surcharge
    ($45,000 x 3.8%)
    $1,710

    State Capital Gains Tax
    ($45,000×6%)
    $2,700

    Total Taxes
     
    $13,410

     
    Peter’s tax advisor has explained the value of an IRC Section 1031 tax-deferred exchange. Peter now knows that he can effectively defer recognition of $13,410 in state and federal taxes by structuring his transaction as part of a 1031 exchange. Accordingly, upon the sale of the property, the exchange proceeds will be sent directly to Peter’s qualified intermediary (“QI”) to be held until the purchase of his replacement property.

    Within 45 days after the closing on the sale, Peter properly identified his replacement property. (More information about identification and receipt of replacement properties can be found at

  • A Tale of Two Brothers: Fix-and-Flip versus Fix, Rent, and Exchange

    THE SITUATION
    Greg and Peter are brothers who have each inherited some money. After the relevant estate and/or inheritance taxes, they each received $160,000. They each want to invest in real estate, but they disagree on the strategy. They both have full-time careers, so their strategies need to account for those obligations as well. Greg plans to buy something to fix and then flip, hopefully for a profit. Peter would like to buy something to rehab and then rent. Working together, they find two homes in the same neighborhood, and complete their acquisitions approximately 3 months after receiving their inherited funds, each spending $160,000. They immediately commence making repairs and upgrades in the spare time. After about 10 weeks, they have both completed their rehab work, and have each spent $45,000 in the process. Both Greg and Peter now have $205,000 invested into their respective properties. This number constitutes their basis in the property for determining taxation at a time of future sale of the property.
    Greg believes that he can sell his property for $225,000, earning him a $20,000 profit ($12,150 after brokerage commissions and transfer taxes). To compound his tax burdens, because Greg has owned the property for less than one year, he will be subject to short-term capital gains taxes, which are equal to his highest marginal income tax rate. Peter plans to hold his property and is confident that he can rent his property for $1,600 per month, or $19,200 for the first year.
    THE PROBLEM
    From the date Greg purchased his property until the date he sold it was a grand total of six months. When Greg sold his fix-and-flip property, he was introduced to the buyer by the buyer’s real estate agent. Thus, he will be paying a 3% fee to the broker, as well as state and federal taxes on his profits:

    Brokerage Commission
    ($225,000 x 3%)
    $6,750

    State R/E Transfer Taxes
    (estimated)
    $1,000

    Federal Short-term Capital Gain Tax
    ($12,150 x 35%)
    $4,252

    State Short-term Capital Gains Tax
    (estimated 6%)
    $729

     
     
     

    Net cash after taxes and expenses
     
    $212,168

     
    (Total Tax & Expense Loss 5.7%)
     

    Net profit after taxes and expenses
    ($212,168 – $205,000)
    $7,168

    Return on Investment
    ($7,168/$205,000)
    3.5%

    THE SOLUTION
    Peter listed his property for rent, and the new tenant moved in on the same day that Greg sold his property. Peter’s tenant will be paying $1,900 month, or $22,800 for the year. Peter’s tax situation at the end of the year is a little different:

    Federal Income Tax
    ($19,200 x 35%)
    $6,720

    State Income Tax
    (estimated 6%)
    $1,152

    Total Taxes
     
    $7,872

    Total estimated tax owed
    ($19,200 – $7,872)
    $11,238

    Return on Investment
    ($11,328/$205,000)
    5.5%

    In our current example, it took Greg three months to find and buy the first property. It then took him six months to make the repairs and sell it, for a total investment cycle of 9 months. If Greg is aggressive, he can accomplish four of these fix-and-and flip transactions in three years:

    Transaction 1:
     

    Invested
    $205,000

    Sold
    $225,000

    Net after commission/taxes
    $212,168

    Cash profit
    $7,168

     
     

    Transaction 2:
     

    Invested
    $212,168

    Sold
    $233,000

    Net after commission/taxes
    $219,719

    Cash profit
    $7,551

     
     

    Transaction 3:
     

    Invested
    $219,719

    Sold
    $241,000

    Net after commission/taxes
    $227,263

    Cash profit
    $7,544

     
     

    Transaction 4:
     

    Invested
    $227,263

    Sold
    $249,000

    Net after commission/taxes
    $234,807

    Cash profit
    $7,544

    3-year total profits
    $29,807

    In three years of fixing and flipping houses, Greg has netted a total of $29,807 in income. In this same time period, Peter has rented his property for $19,200 per year for the three years, netting $11,328 per year or $33,984, about 14% more than Greg netted.

    Peter is now considering selling his property as part of a Section 1031 Exchange. Historically, the national average for real estate appreciation is about 3.8% per year. Thus, Peter expects to sell his original investment property for about $250,000 (which is comparable to the value of Greg’s last sale at $249,000). If Peter sells his property outright, he can expect to pay taxes as follows:

    Federal Capital Gain Tax
    ($45,000 x 20%)
    $9,000

    Affordable Care Act Surcharge
    ($45,000 x 3.8%)
    $1,710

    State Capital Gains Tax
    ($45,000×6%)
    $2,700

    Total Taxes
     
    $13,410

     
    Peter’s tax advisor has explained the value of an IRC Section 1031 tax-deferred exchange. Peter now knows that he can effectively defer recognition of $13,410 in state and federal taxes by structuring his transaction as part of a 1031 exchange. Accordingly, upon the sale of the property, the exchange proceeds will be sent directly to Peter’s qualified intermediary (“QI”) to be held until the purchase of his replacement property.

    Within 45 days after the closing on the sale, Peter properly identified his replacement property. (More information about identification and receipt of replacement properties can be found at

  • A Tale of Two Brothers: Fix-and-Flip versus Fix, Rent, and Exchange

    THE SITUATION
    Greg and Peter are brothers who have each inherited some money. After the relevant estate and/or inheritance taxes, they each received $160,000. They each want to invest in real estate, but they disagree on the strategy. They both have full-time careers, so their strategies need to account for those obligations as well. Greg plans to buy something to fix and then flip, hopefully for a profit. Peter would like to buy something to rehab and then rent. Working together, they find two homes in the same neighborhood, and complete their acquisitions approximately 3 months after receiving their inherited funds, each spending $160,000. They immediately commence making repairs and upgrades in the spare time. After about 10 weeks, they have both completed their rehab work, and have each spent $45,000 in the process. Both Greg and Peter now have $205,000 invested into their respective properties. This number constitutes their basis in the property for determining taxation at a time of future sale of the property.
    Greg believes that he can sell his property for $225,000, earning him a $20,000 profit ($12,150 after brokerage commissions and transfer taxes). To compound his tax burdens, because Greg has owned the property for less than one year, he will be subject to short-term capital gains taxes, which are equal to his highest marginal income tax rate. Peter plans to hold his property and is confident that he can rent his property for $1,600 per month, or $19,200 for the first year.
    THE PROBLEM
    From the date Greg purchased his property until the date he sold it was a grand total of six months. When Greg sold his fix-and-flip property, he was introduced to the buyer by the buyer’s real estate agent. Thus, he will be paying a 3% fee to the broker, as well as state and federal taxes on his profits:

    Brokerage Commission
    ($225,000 x 3%)
    $6,750

    State R/E Transfer Taxes
    (estimated)
    $1,000

    Federal Short-term Capital Gain Tax
    ($12,150 x 35%)
    $4,252

    State Short-term Capital Gains Tax
    (estimated 6%)
    $729

     
     
     

    Net cash after taxes and expenses
     
    $212,168

     
    (Total Tax & Expense Loss 5.7%)
     

    Net profit after taxes and expenses
    ($212,168 – $205,000)
    $7,168

    Return on Investment
    ($7,168/$205,000)
    3.5%

    THE SOLUTION
    Peter listed his property for rent, and the new tenant moved in on the same day that Greg sold his property. Peter’s tenant will be paying $1,900 month, or $22,800 for the year. Peter’s tax situation at the end of the year is a little different:

    Federal Income Tax
    ($19,200 x 35%)
    $6,720

    State Income Tax
    (estimated 6%)
    $1,152

    Total Taxes
     
    $7,872

    Total estimated tax owed
    ($19,200 – $7,872)
    $11,238

    Return on Investment
    ($11,328/$205,000)
    5.5%

    In our current example, it took Greg three months to find and buy the first property. It then took him six months to make the repairs and sell it, for a total investment cycle of 9 months. If Greg is aggressive, he can accomplish four of these fix-and-and flip transactions in three years:

    Transaction 1:
     

    Invested
    $205,000

    Sold
    $225,000

    Net after commission/taxes
    $212,168

    Cash profit
    $7,168

     
     

    Transaction 2:
     

    Invested
    $212,168

    Sold
    $233,000

    Net after commission/taxes
    $219,719

    Cash profit
    $7,551

     
     

    Transaction 3:
     

    Invested
    $219,719

    Sold
    $241,000

    Net after commission/taxes
    $227,263

    Cash profit
    $7,544

     
     

    Transaction 4:
     

    Invested
    $227,263

    Sold
    $249,000

    Net after commission/taxes
    $234,807

    Cash profit
    $7,544

    3-year total profits
    $29,807

    In three years of fixing and flipping houses, Greg has netted a total of $29,807 in income. In this same time period, Peter has rented his property for $19,200 per year for the three years, netting $11,328 per year or $33,984, about 14% more than Greg netted.

    Peter is now considering selling his property as part of a Section 1031 Exchange. Historically, the national average for real estate appreciation is about 3.8% per year. Thus, Peter expects to sell his original investment property for about $250,000 (which is comparable to the value of Greg’s last sale at $249,000). If Peter sells his property outright, he can expect to pay taxes as follows:

    Federal Capital Gain Tax
    ($45,000 x 20%)
    $9,000

    Affordable Care Act Surcharge
    ($45,000 x 3.8%)
    $1,710

    State Capital Gains Tax
    ($45,000×6%)
    $2,700

    Total Taxes
     
    $13,410

     
    Peter’s tax advisor has explained the value of an IRC Section 1031 tax-deferred exchange. Peter now knows that he can effectively defer recognition of $13,410 in state and federal taxes by structuring his transaction as part of a 1031 exchange. Accordingly, upon the sale of the property, the exchange proceeds will be sent directly to Peter’s qualified intermediary (“QI”) to be held until the purchase of his replacement property.

    Within 45 days after the closing on the sale, Peter properly identified his replacement property. (More information about identification and receipt of replacement properties can be found at

  • Turning a Sale-Leaseback Into a 1031 Exchange

    Many investors are aware of 1031 exchanges, and their usefulness in their real estate portfolios. These investors use 1031 exchange to reposition their investments to other neighborhoods or other states, or to redistribute their investments to different asset classes. In today’s blog post, we explore how to benefit from a 1031 exchange in a sale-leaseback transaction.
    The Situation
    Fred owns an auto repair shop in a busy downtown neighborhood. Fred purchased his shop 20 years ago for $200,000 when it was considered an up-and-coming portion of the city. Today the street where his shop sits is a busy downtown area with mixed-use properties driving the economy. Property values in and around the neighborhood have increased steadily during the past 20 years leaving Fred with a building worth $1,000,000. Business is good and Fred wants to expand into 2 additional shops in the suburbs that each of his children can run.
    The Problem
    Neither Fred nor his children have the capital to invest into two new shops without taking on additional debt or investors. The current building holds a lot of embedded value, but Fred cannot access the cash from this embedded value without selling the property. The real estate in the suburbs is affordable now, but they believe prices will continue to rise making future expansions even more difficult. Selling the property without completing a 1031 exchange would result in the following taxes for Fred’s business:

    Capital gains on the appreciation
    ($800,000 x 20%)
    $160,000

    Affordable Care Act tax
    ($800,000 x 3.8%)
    $30,400

    Estimated state capital gains tax
    ($800,000×4.63%)
    $37,040

    Depreciation recapture
    ($102,564 x 25%)
    $25,641

     
     
     

    Total estimated tax owed
     
    $253,081

     
     
    The Solution: Sale-Leaseback, Coupled with a 1031 Exchange
    A sale-leaseback transaction occurs when an owner of a real estate asset sells the property and immediately signs a long-term lease agreement with the new owner to pay rent to occupy that same property. By completing a sale-leaseback, the seller/lessee can tap into capital otherwise locked inside an asset. The seller/lessee can sign a long-term triple-net (“NNN”) lease to control expenses. To maximize the funds to reinvest, the seller/lessee can complete a 1031 exchange on the sale-leaseback transaction.
    Fred can enter into a sale-leaseback transaction on his original shop. This means Fred will continue to use the property for his auto-repair business by entering a long-term lease to pay monthly rent payments to the new owner. Fred can structure the lease as an NNN, so he pays all utilities and keeps everything in his business’ name for continuity purposes. Fred can trade equal or up in value of the $1,000,000 price from his original shop by either purchasing existing structures or completing a parking Improvement exchange to trade into new property within 180 days of closing on the sale-leaseback transaction.
    The Result
    Fred has successfully completed a 1031 exchange from one original asset to two new shops while continuing to keep his original business running. Fred acquired two properties in the suburbs to expand his business without taking on additional debt or losing majority control of his business to equity partners. By completing a 1031 exchange Fred is able to tap into his original property’s capital, defer the long-term capital gains, and grow his auto shop’s income stream.

  • Turning a Sale-Leaseback Into a 1031 Exchange

    Many investors are aware of 1031 exchanges, and their usefulness in their real estate portfolios. These investors use 1031 exchange to reposition their investments to other neighborhoods or other states, or to redistribute their investments to different asset classes. In today’s blog post, we explore how to benefit from a 1031 exchange in a sale-leaseback transaction.
    The Situation
    Fred owns an auto repair shop in a busy downtown neighborhood. Fred purchased his shop 20 years ago for $200,000 when it was considered an up-and-coming portion of the city. Today the street where his shop sits is a busy downtown area with mixed-use properties driving the economy. Property values in and around the neighborhood have increased steadily during the past 20 years leaving Fred with a building worth $1,000,000. Business is good and Fred wants to expand into 2 additional shops in the suburbs that each of his children can run.
    The Problem
    Neither Fred nor his children have the capital to invest into two new shops without taking on additional debt or investors. The current building holds a lot of embedded value, but Fred cannot access the cash from this embedded value without selling the property. The real estate in the suburbs is affordable now, but they believe prices will continue to rise making future expansions even more difficult. Selling the property without completing a 1031 exchange would result in the following taxes for Fred’s business:

    Capital gains on the appreciation
    ($800,000 x 20%)
    $160,000

    Affordable Care Act tax
    ($800,000 x 3.8%)
    $30,400

    Estimated state capital gains tax
    ($800,000×4.63%)
    $37,040

    Depreciation recapture
    ($102,564 x 25%)
    $25,641

     
     
     

    Total estimated tax owed
     
    $253,081

     
     
    The Solution: Sale-Leaseback, Coupled with a 1031 Exchange
    A sale-leaseback transaction occurs when an owner of a real estate asset sells the property and immediately signs a long-term lease agreement with the new owner to pay rent to occupy that same property. By completing a sale-leaseback, the seller/lessee can tap into capital otherwise locked inside an asset. The seller/lessee can sign a long-term triple-net (“NNN”) lease to control expenses. To maximize the funds to reinvest, the seller/lessee can complete a 1031 exchange on the sale-leaseback transaction.
    Fred can enter into a sale-leaseback transaction on his original shop. This means Fred will continue to use the property for his auto-repair business by entering a long-term lease to pay monthly rent payments to the new owner. Fred can structure the lease as an NNN, so he pays all utilities and keeps everything in his business’ name for continuity purposes. Fred can trade equal or up in value of the $1,000,000 price from his original shop by either purchasing existing structures or completing a parking Improvement exchange to trade into new property within 180 days of closing on the sale-leaseback transaction.
    The Result
    Fred has successfully completed a 1031 exchange from one original asset to two new shops while continuing to keep his original business running. Fred acquired two properties in the suburbs to expand his business without taking on additional debt or losing majority control of his business to equity partners. By completing a 1031 exchange Fred is able to tap into his original property’s capital, defer the long-term capital gains, and grow his auto shop’s income stream.

  • Turning a Sale-Leaseback Into a 1031 Exchange

    Many investors are aware of 1031 exchanges, and their usefulness in their real estate portfolios. These investors use 1031 exchange to reposition their investments to other neighborhoods or other states, or to redistribute their investments to different asset classes. In today’s blog post, we explore how to benefit from a 1031 exchange in a sale-leaseback transaction.
    The Situation
    Fred owns an auto repair shop in a busy downtown neighborhood. Fred purchased his shop 20 years ago for $200,000 when it was considered an up-and-coming portion of the city. Today the street where his shop sits is a busy downtown area with mixed-use properties driving the economy. Property values in and around the neighborhood have increased steadily during the past 20 years leaving Fred with a building worth $1,000,000. Business is good and Fred wants to expand into 2 additional shops in the suburbs that each of his children can run.
    The Problem
    Neither Fred nor his children have the capital to invest into two new shops without taking on additional debt or investors. The current building holds a lot of embedded value, but Fred cannot access the cash from this embedded value without selling the property. The real estate in the suburbs is affordable now, but they believe prices will continue to rise making future expansions even more difficult. Selling the property without completing a 1031 exchange would result in the following taxes for Fred’s business:

    Capital gains on the appreciation
    ($800,000 x 20%)
    $160,000

    Affordable Care Act tax
    ($800,000 x 3.8%)
    $30,400

    Estimated state capital gains tax
    ($800,000×4.63%)
    $37,040

    Depreciation recapture
    ($102,564 x 25%)
    $25,641

     
     
     

    Total estimated tax owed
     
    $253,081

     
     
    The Solution: Sale-Leaseback, Coupled with a 1031 Exchange
    A sale-leaseback transaction occurs when an owner of a real estate asset sells the property and immediately signs a long-term lease agreement with the new owner to pay rent to occupy that same property. By completing a sale-leaseback, the seller/lessee can tap into capital otherwise locked inside an asset. The seller/lessee can sign a long-term triple-net (“NNN”) lease to control expenses. To maximize the funds to reinvest, the seller/lessee can complete a 1031 exchange on the sale-leaseback transaction.
    Fred can enter into a sale-leaseback transaction on his original shop. This means Fred will continue to use the property for his auto-repair business by entering a long-term lease to pay monthly rent payments to the new owner. Fred can structure the lease as an NNN, so he pays all utilities and keeps everything in his business’ name for continuity purposes. Fred can trade equal or up in value of the $1,000,000 price from his original shop by either purchasing existing structures or completing a parking Improvement exchange to trade into new property within 180 days of closing on the sale-leaseback transaction.
    The Result
    Fred has successfully completed a 1031 exchange from one original asset to two new shops while continuing to keep his original business running. Fred acquired two properties in the suburbs to expand his business without taking on additional debt or losing majority control of his business to equity partners. By completing a 1031 exchange Fred is able to tap into his original property’s capital, defer the long-term capital gains, and grow his auto shop’s income stream.

  • From One Mixed-Use Property into Multiple Short-Term Rentals, using Section 1031

    Many investors are aware of the value of Section 1031 exchanges in their real estate portfolios. These investors use 1031 exchange to reposition their investments to other neighborhoods or other states, or to reallocate their investments to different asset classes.
    The Situation
    Andrea currently owns a mixed-use building with 5 residential units above a retail storefront. The property also has ample off-street parking on a 1½ acre lot and is situated near a busy commuter road. Nonetheless, her income from the property is limited due to the market rate for this type of property in her community. Andrea acquired the property about ten years ago for $500,000. A developer is interested in the converting the property into a convenience store and gas station, and has offered Andrea $700,000, which she is considering accepting.
    The Problem
    Andrea has grown disillusioned with the property because her state imposes stricter regulations on properties with five units or more, as well as the limited cash flow potential. She had been considering selling the property anyway, but her accountant has just told her that she will have a sizeable tax bill if she sells outright. In round numbers, Andrea can expect to pay taxes as follows:

    Depreciation recapture tax
    ($128,000 x 25%)
    $32,000

    Capital gains tax
    ($200,000 x 20%)
    $40,000

    Estimated state capital gains tax
     
    $26,240

    Affordable Care Act tax
    ($328,000 x 3.8%)
    $12,464

     
     
     

    Total estimated tax owed
     
    $110,704

     
     
    Selling the property outright would net Andrea approximately $589,000 after the taxes. While Andrea wants to get away from the burdensome restrictions imposed on her by the state, and the developer’s offer is tempting, the prospect of losing nearly 16% of the sale price to taxes is less palatable than dealing with the state rules and regulations and limited cash flow.
    The Solution: A 1031 Exchange into Multiple Short-term Rental Properties
    Andrea will structure the sale of the building as part of a Section 1031 Like-Kind Exchange. After consulting with her attorney and a Qualified Intermediary (“QI”) like Accruit, Andrea now understands that “like-kind” does not require her to replace the old property with a multi-family or mixed-use property.
    Upon the sale of the mixed-use property, the exchange proceeds were sent directly to Andrea’s QI to be held on her behalf until the purchase of her replacement property. This is necessary because a person doing an exchange cannot come in actual or constructive receipt of the net sale proceeds while the exchange is pending.
    Within 45 days after the closing on the sale, Andrea properly identified five furnished rental condos for approximately $150,000, for a total investment of $750,000. (Learn more about basics of Forward Exchange, which you may review with your tax and legal advisors.

  • From One Mixed-Use Property into Multiple Short-Term Rentals, using Section 1031

    Many investors are aware of the value of Section 1031 exchanges in their real estate portfolios. These investors use 1031 exchange to reposition their investments to other neighborhoods or other states, or to reallocate their investments to different asset classes.
    The Situation
    Andrea currently owns a mixed-use building with 5 residential units above a retail storefront. The property also has ample off-street parking on a 1½ acre lot and is situated near a busy commuter road. Nonetheless, her income from the property is limited due to the market rate for this type of property in her community. Andrea acquired the property about ten years ago for $500,000. A developer is interested in the converting the property into a convenience store and gas station, and has offered Andrea $700,000, which she is considering accepting.
    The Problem
    Andrea has grown disillusioned with the property because her state imposes stricter regulations on properties with five units or more, as well as the limited cash flow potential. She had been considering selling the property anyway, but her accountant has just told her that she will have a sizeable tax bill if she sells outright. In round numbers, Andrea can expect to pay taxes as follows:

    Depreciation recapture tax
    ($128,000 x 25%)
    $32,000

    Capital gains tax
    ($200,000 x 20%)
    $40,000

    Estimated state capital gains tax
     
    $26,240

    Affordable Care Act tax
    ($328,000 x 3.8%)
    $12,464

     
     
     

    Total estimated tax owed
     
    $110,704

     
     
    Selling the property outright would net Andrea approximately $589,000 after the taxes. While Andrea wants to get away from the burdensome restrictions imposed on her by the state, and the developer’s offer is tempting, the prospect of losing nearly 16% of the sale price to taxes is less palatable than dealing with the state rules and regulations and limited cash flow.
    The Solution: A 1031 Exchange into Multiple Short-term Rental Properties
    Andrea will structure the sale of the building as part of a Section 1031 Like-Kind Exchange. After consulting with her attorney and a Qualified Intermediary (“QI”) like Accruit, Andrea now understands that “like-kind” does not require her to replace the old property with a multi-family or mixed-use property.
    Upon the sale of the mixed-use property, the exchange proceeds were sent directly to Andrea’s QI to be held on her behalf until the purchase of her replacement property. This is necessary because a person doing an exchange cannot come in actual or constructive receipt of the net sale proceeds while the exchange is pending.
    Within 45 days after the closing on the sale, Andrea properly identified five furnished rental condos for approximately $150,000, for a total investment of $750,000. (Learn more about basics of Forward Exchange, which you may review with your tax and legal advisors.

  • From One Mixed-Use Property into Multiple Short-Term Rentals, using Section 1031

    Many investors are aware of the value of Section 1031 exchanges in their real estate portfolios. These investors use 1031 exchange to reposition their investments to other neighborhoods or other states, or to reallocate their investments to different asset classes.
    The Situation
    Andrea currently owns a mixed-use building with 5 residential units above a retail storefront. The property also has ample off-street parking on a 1½ acre lot and is situated near a busy commuter road. Nonetheless, her income from the property is limited due to the market rate for this type of property in her community. Andrea acquired the property about ten years ago for $500,000. A developer is interested in the converting the property into a convenience store and gas station, and has offered Andrea $700,000, which she is considering accepting.
    The Problem
    Andrea has grown disillusioned with the property because her state imposes stricter regulations on properties with five units or more, as well as the limited cash flow potential. She had been considering selling the property anyway, but her accountant has just told her that she will have a sizeable tax bill if she sells outright. In round numbers, Andrea can expect to pay taxes as follows:

    Depreciation recapture tax
    ($128,000 x 25%)
    $32,000

    Capital gains tax
    ($200,000 x 20%)
    $40,000

    Estimated state capital gains tax
     
    $26,240

    Affordable Care Act tax
    ($328,000 x 3.8%)
    $12,464

     
     
     

    Total estimated tax owed
     
    $110,704

     
     
    Selling the property outright would net Andrea approximately $589,000 after the taxes. While Andrea wants to get away from the burdensome restrictions imposed on her by the state, and the developer’s offer is tempting, the prospect of losing nearly 16% of the sale price to taxes is less palatable than dealing with the state rules and regulations and limited cash flow.
    The Solution: A 1031 Exchange into Multiple Short-term Rental Properties
    Andrea will structure the sale of the building as part of a Section 1031 Like-Kind Exchange. After consulting with her attorney and a Qualified Intermediary (“QI”) like Accruit, Andrea now understands that “like-kind” does not require her to replace the old property with a multi-family or mixed-use property.
    Upon the sale of the mixed-use property, the exchange proceeds were sent directly to Andrea’s QI to be held on her behalf until the purchase of her replacement property. This is necessary because a person doing an exchange cannot come in actual or constructive receipt of the net sale proceeds while the exchange is pending.
    Within 45 days after the closing on the sale, Andrea properly identified five furnished rental condos for approximately $150,000, for a total investment of $750,000. (Learn more about basics of Forward Exchange, which you may review with your tax and legal advisors.