The audio portion of the conference may be accessed via the telephone or by using your computer's
speakers. Please refer to the instructions emailed to registrants for additional information. If you
have any questions, please contact Customer Service at 1-800-926-7926 ext. 10.
Presenting a live 90-minute webinar with interactive Q&A
Structuring 1031 Like-Kind
Exchanges for Real Property Preserving Tax-Deferral Treatment for Transactions Involving Real Estate
Today’s faculty features:
1pm Eastern | 12pm Central | 11am Mountain | 10am Pacific
WEDNESDAY, APRIL 27, 2016
Joseph C. Mandarino, Partner, Smith Gambrell & Russell, Atlanta
Todd R. Pajonas, Esq., President, Legal 1031 Exchange Services, New York
Tips for Optimal Quality
Sound Quality
If you are listening via your computer speakers, please note that the quality
of your sound will vary depending on the speed and quality of your internet
connection.
If the sound quality is not satisfactory, you may listen via the phone: dial
1-866-873-1442 and enter your PIN when prompted. Otherwise, please
send us a chat or e-mail [email protected] immediately so we can
address the problem.
If you dialed in and have any difficulties during the call, press *0 for assistance.
Viewing Quality
To maximize your screen, press the F11 key on your keyboard. To exit full screen,
press the F11 key again.
FOR LIVE EVENT ONLY
Continuing Education Credits
In order for us to process your continuing education credit, you must confirm your
participation in this webinar by completing and submitting the Attendance
Affirmation/Evaluation after the webinar.
A link to the Attendance Affirmation/Evaluation will be in the thank you email
that you will receive immediately following the program.
For additional information about continuing education, call us at 1-800-926-7926
ext. 35.
FOR LIVE EVENT ONLY
Program Materials
If you have not printed the conference materials for this program, please
complete the following steps:
• Click on the ^ symbol next to “Conference Materials” in the middle of the left-
hand column on your screen.
• Click on the tab labeled “Handouts” that appears, and there you will see a
PDF of the slides for today's program.
• Double click on the PDF and a separate page will open.
• Print the slides by clicking on the printer icon.
FOR LIVE EVENT ONLY
An exchange is no longer an actual “swap”.
It is sale and purchase with very little difference than a non-1031 transaction.
Exchange documents create the transaction.
The gain from the relinquished property is deferred into the replacement property.
OVERVIEW AND MYTHS OF AN IRC §1031 TAX
DEFERRED EXCHANGES
6
HISTORY OF IRC §1031
Income tax first imposed in 1918 and required the recognition of a gain or loss on all dispositions of property.
In 1921 provisions were made for non-recognition of a gain or loss in certain circumstances. This is the precursor to the current IRC §1031.
In 1923 the Tax Reform Act of 1921 was limited in scope by excluding stocks, bonds, notes, choses in action, trust certificates, and other securities from non-recognition treatment.
Starker v. U.S. (9th Circuit Ct. of Appeals – 1979) – created ability to do an exchange on a delayed basis.
Tax Reform Act of 1984 – codifies Starker into statute, but establishes 45 and 180 day limitations.
7
INVESTOR MOTIVES
Consolidation / Management Relief
Diversification
Restart / Increase Depreciation
Cash Flow
Retirement Planning
Estate Planning
8
IRC §1031 TAX DEFERRED EXCHANGES
No gain or loss shall be recognized on the exchange of property held for productive use in a trade or business or for investment if such property is exchanged solely for property of like-kind which is to be held either for productive use in a trade or business or for investment.
Deferral of tax, NOT a tax free transaction.
9
LIKE KIND – REAL PROPERTY
LIKE KIND
Held for productive use in a trade or business.
or
Held for investment purposes.
INTENT
Intent: actions over a period of time.
11
EXCHANGES OF LESS THAN FEE INTEREST
Leases with at least 30 years remaining including renewal options.
Vendee’s interest in a land sale contract, but not a vendor’s interest.
An undivided interest in one property for an undivided or 100% interest in another property.
Air rights, easements, development rights, conservation easements.*
* Real property interest determined by state law.
12
RULES TO OBTAIN A COMPLETE DEFERAL
Purchase replacement property of equal or greater value to the relinquished property.
Reinvest all of the net proceeds from the relinquished sale into the replacement property purchase.
Obtain equal or greater financing on the replacement property as was paid off on the relinquished property.
Receive nothing except like-kind property.
14
BOOT DEFINED
The term “BOOT” does not appear anywhere in the Internal Revenue Code or Regulations.
If the Exchanger does not use all of its net cash or have equal or greater liability on the replacement property, there is boot.
If the Exchanger receives non-like kind property or uses exchange funds to pay for non-exchange transactional costs, there is boot.
15
BALANCING THE EXCHANGE
Relinquished Replacement Boot
Contract Price $750,000 $600,000
Debt $400,000 $325,000 $75,000
Costs $50,000
Net Equity $300,000 $275,000 $25,000
100,000 Of Boot Is Recognized
16
SALE VS. EXCHANGE
1st Calculation: Net Adjusted Basis
Original Purchase Price (Basis) Add: Capital Improvements Less: Depreciation
$400,000 + 50,000 - 75,000
Equals: Net Adjusted Basis $375,000
2nd Calculation: Capital Gain
Today’s Sales Price Less: Net Adjusted Basis Less: Cost of Sales
$700,000 - 375,000 - 25,000
Equals: Capital Gain $300,000
3rd Calculation: Tax Due
Recaptured Depreciation Straight-line ($75,000 x 25%)
Federal Capital Gain ($225,000 x 15%)
State Tax ($300,000 x 5%)
$18,700 33,750 15,000
Total Tax Due $ 67,450
17
SALE VS. EXCHANGE
4th Calculation: Net Equity
Today’s Sales Price Less: Cost of Sales Less: Loan Balance
$700,000 - 25,000 -220,000
Equals: Gross Equity (gross purchasing power) $455,000
Less: Taxes Due and Payable Equals: Net Equity
- 67,450 $ 387,550
5th Calculation: Sale vs. Exchange
Sale $387,550 x 4 =
$1,550,200 Purchase Price
Exchange $455,000 x 4 =
$1,820,000 Purchase Price
18
EXCEPTIONS TO IRC §1031
Stock in trade or other property held primarily for sale
Stocks, bonds, or notes
Other securities or evidences of indebtedness or interest
Interests in a partnership
Certificates of trust or beneficial interest
Choses in action
19
EXCHANGE SAFE HARBORS
Use of Qualified Intermediary to create exchange transaction.
Use of Qualified Escrow or Trust to hold the proceeds from the exchange.
Use of a Guarantee or Security Arrangement to secure exchange proceeds.
Interest paid on the exchange proceeds.
20
STEPS TO PREPARE SALE CONTRACT
Start with contract you would normally use.
Add exchange cooperation clause language to contract.
If, for some reason, you do not want to disclose that the transaction is being structured as a 1031 exchange, include a clause allowing seller to “direct the payment of the purchase price.”
If seller is unwilling to sign Notice of Assignment form it should be mailed by certified mail to give proper notice.
You may deposit the contract deposit in your escrow account so long as it is contingent on the transaction closing.
21
EXCHANGE COOPERATION CLAUSE
Buyer hereby acknowledges that it is the intent of the Seller to structure its sale as a tax deferred exchange under IRC §1031. Seller covenants that this will not delay the close of the subject transaction nor cause the Buyer any additional expenses. The Seller’s rights under the purchase and sale agreement may be assigned to Legal 1031 Exchange Services, Inc., a Qualified Intermediary for IRC §1031 Tax Deferred Exchanges. Buyer agrees to cooperate with the Seller and the Qualified Intermediary to complete the exchange.
22
SETTLEMENT STATEMENT
Settlement statement is not “required” for a 1031 exchange but it is good practice to prepare one.
Seller should be listed as “Legal 1031 Exchange Services, Inc. as Qualified Inc. for Exchanger Name.
List the exchange fee in the Settlement Charges section of the settlement statement if using a HUD.
If exchanger is cutting a separate check for the fee it should be listed as POC.
23
DELAYED EXCHANGE STRUCTURE
EXCHANGER
BUYER SELLER
IDENTIFICATION PERIOD TIME PERIOD TO ACQUIRE REPLACEMENT PROPERTY
0 45
DAYS
180
DAYS
$ $
Sale Purchase
24
DELAYED EXCHANGE TIME LIMITS
45 DAY IDENTIFICATION RULE Exchanger has 45 days from the date of the sale of the first property to identify potential replacement property.
180 DAY EXCHANGE PERIOD
Exchanger has 180 days from the date of the sale of the first property, or the date upon which Exchanger has to file its Federal tax return for the year in which the relinquished property was sold, to complete the acquisition of all replacement properties.
25
DELAYED EXCHANGE TIME LIMITS
There are no individual extensions.
45 and 180 days are calendar days, not business days.
Time limits begin to run on the earlier of the date the taxpayer transfers the benefits or burdens of ownership of the first relinquished property to a buyer, or recording a deed evidencing a transfer, whichever occurs first.
26
IDENTIFICATION RULES
THREE PROPERTY RULE
Exchanger may identify up to three properties regardless of value.
200% RULE
Exchanger can identify an unlimited number of properties, provided that the total value of the properties identified does not exceed 200% of the value of all relinquished properties.
95% EXCEPTION
If Exchanger identifies more than three properties which are worth more than 200% of the value of all relinquished properties than Exchanger must acquire 95% of the value of all properties identified.
27
PROCEDURE FOR PROPER IDENTIFICATION
Identification must be made in writing.
Unambiguously describe the property.
Signed and dated by the taxpayer.
Received by midnight of the 45th day or postmarked by the 45th day.
Delivered to Exchanger’s Qualified Intermediary or to a party related to the exchange who is not a disqualified person.
28
EXCHANGE VESTING ISSUES
With very limited exception, the person or entity who relinquishes property must be the same person or entity to buy the replacement property.
A good rule of thumb is that you must have the same tax identification number on both sides of the transaction.
29
EXCHANGE VESTING ISSUES
EXCHANGES INVOLVING ENTITIES
When a person or entity has an ownership interest in an entity (corporation, partnership, LLC, etc.) which owns real estate, that person or entity does not own real estate. They own an interest in an entity which owns real estate.
This creates issues when less than 50% of the ownership interest wants to do an exchange.
An existing entity will be deemed a “new” entity by the IRS is more than 50% of the ownership changes.
30
EXCHANGE VESTING ISSUES
STRUCTURING DISOLUTIONS FOR EXCHANGES INVOLVING ENTITIES
If you dissolve an entity and make each former member a tenant in common they will be holding property for resale purposes unless done with property planning a year or more in advance of the contemplated sale (a/k/a drop and swap).
If more than 50% of members/shareholders/partners wish to the exchange the most expedient solution is to make a distribution at the closing and let the surviving members do the exchange in the name of the entity.
Major issue when less than 50% of the ownership interest wants to do an exchange.
An existing entity will be deemed a “new” entity by the IRS if more than 50% of the ownership changes.
31
SAFE HARBOR RESTRICTIONS
A/K/A WHEN CAN MY CLIENT GET ITS MONEY BACK?
Treasury Regulations provides that an Exchange Agreement must restrict the
Exchanger’s right to receive, pledge, borrow, or otherwise receive the benefits of the
exchange funds, except:
After the end of the 45 day Identification Period where the Exchanger does not have identified replacement property
If the Exchanger has purchased all identified replacement property and is beyond the 45th day.
If the Exchanger has identified replacement property then upon or after the occurrence, after the end of the identification period, of a material and substantial contingency that, 1. related to the exchange; 2. is provided for in writing; and 3. is beyond the control of the Exchanger and of any disqualified party, other than the party obligated to transfer the replacement property to the Exchanger.
After the end of the 180 day Exchanger Period.
32
PRIMARY RESIDENCE AND 1031
Primary
Residence
§1031
§1031
§1031
Mixed Use Property
Vacation home, second home, retirement home as replacement property.
Conversion of replacement property to a primary residence.
33
VACATION HOMES AND SECOND HOMES
Are vacation homes considered investment property or personal use property.
PLR 8103117 cited to structure vacation home sales and purchases as an exchange.
Moore v. Commissioner (T.C. Memo. 2007-134) made it clear that the property must be held for investment purposes, but did not clearly define of that standard might be applied.
Rev. Proc. 2008-16 limits its scope to “dwelling units” which are defined as “real property improved with a house, apartment, condominium, or similar improvement that provides basic living accommodations including sleeping space, bathroom and cooking facilities.
34
VACATION HOMES AND SECOND HOMES
Property must have a “qualifying use”:
Property must be owned by the taxpayer for at least 24 months immediately before the exchange “qualifying use period”
Within the “qualifying use period” in each of the two 12 month periods the taxpayer must:
Rent the dwelling unit to another person at fair rental for 14 days or more, and
Not personally use the property for greater than 14 days or 10% of the number of days the property was rented for in each 12 month period.
Unintended consequences of ruling.
35
PARKING ARRANGEMENTS
Reverse Exchange
Exchanger is acquiring Replacement Property before disposing of Relinquished Property.
Improvement Exchange
Exchanger wishes to use Exchange Funds to increase the value of the Replacement Property.
Reverse/Improvement Exchange
Exchanger wishes to acquire and improve Replacement Property before selling Relinquished Property.
36
Structuring 1031 Like-Kind Exchanges for Real Property
April 27, 2016
Joseph C. Mandarino Partner
Smith, Gambrell & Russell, LLP Atlanta, Georgia
• Reverse Exchanges
• Tenancy-in-Common (“TIC”) interests
• Delaware Statutory Trusts (“DSTs”)
• Related Party Exchanges
38
Overview
• In a simultaneous exchange, a taxpayer (the “exchangor”) sells property (the “relinquished property”) at the same time as he/she acquires new property (the “replacement property”).
• In a forward exchange, the exchangor sells the relinquished property and at a later time acquires replacement property.
• In a reverse exchange, the exchangor acquires the replacement property before selling the relinquished property.
40
Reverse Exchanges
• The exchangor accomplishes a reverse exchange by having an intermediary – the exchange accommodation titleholder (“EAT”) – acquire the replacement property and hold (or “park”) it until the exchangor is able to sell the relinquished property.
• An EAT and a Qualified intermediary (“QI”) are different types of intermediaries with different rules.
• Typically, the EAT creates a single-purpose LLC for each replacement property that the EAT parks.
41
Reverse Exchanges
An exchangor may enter into a reverse exchange for a number of reasons.
• The replacement property may need to be acquired before the exchangor can complete the sale of the relinquished property.
– deposits
– financing contingencies
– relinquished property is time consuming to sell
• The exchangor may want specific improvements made to the replacement property and the current owner is unwilling to make them.
42
Reverse Exchanges – Parking
• Reverse exchanges are also referred to as “parking” arrangements.
• In the most common variant, the exchangor parks the replacement property with the EAT prior to the 1031 exchange.
• Later, the exchangor enters into a simultaneous exchange of the relinquished property for the replacement property.
43
Reverse Exchanges – Net Lease
• The exchangor and EAT will often enter into an agreement under which the exchangor will pay rent or otherwise cover all expenses of the replacement property. The exchangor will also be entitled to all income from the property.
• The EAT will charge a fee for all this, which will also be borne by the exchangor.
• Often, the agreement takes the form of a triple net lease.
44
Reverse Exchanges – Improvements
• If the exchangor desires improvements to be constructed on the replacement property an additional agreement is usually set up between the exchangor and the EAT.
• In its simplest form, the exchangor agrees to act as the general contractor for the EAT, with the EAT passing along the cost of the improvements to the exchangor.
45
Reverse Exchanges – Financing
• The exchangor will also need to provide funds to the EAT to allow it to purchase the replacement property.
• Generally, either the exchangor loans funds to the EAT, or a third party lender loans funds to the EAT. In the latter case, the parties may contemplate that the exchangor will assume the loan after the replacement property is transferred.
• Sometimes the replacement property is subject to an existing loan the EAT will assume or take subject to.
• While a loan from the exchangor is relatively straightforward, any attempt to use third party funding creates many difficult security and banking issues.
46
Reverse Exchanges – Closing Steps
• When the exchangor is ready to complete the transaction, the regular steps of a simultaneous 1031 exchange occur – the “trick” is that EAT is treated as a third party.
• Thus, the exchangor uses a QI to transfer the relinquished property to a buyer. The QI holds the sales proceeds.
• The QI then uses the sales proceeds to purchase the replacement property from the EAT, and transfers this property to the exchangor.
• The EAT uses the sales proceeds it receives from the QI to close out any funding arrangements that are not assumed or taken subject to.
47
Reverse Exchanges – EAT Rules
• Reverse exchanges rely on a finding that the EAT “holds” the replacement property.
• In Rev. Proc. 2000-37, the IRS set out a reverse exchange safe harbor and listed several conditions that mush be met in order to meet the EAT-holds-property requirement.
48
Reverse Exchanges – EAT Rules • The EAT must be unrelated to the exchangor. • The EAT must hold qualified indicia of ownership in the
replacement property. • Within 5 days of acquiring the replacement property, the
EAT and the exchangor must enter into an accommodation agreement which specifies that the EAT will be treated as the owner of the replacement property for tax purposes.
• The relinquished property must be identified within 45 days after the replacement property is acquired by the EAT.
• Within 180 days after the EAT acquires the property, it is transferred to the exchangor as replacement property. (Alternatively, it is transferred as relinquished property to a third party.)
• The combined period for holding the acquired property by the EAT cannot exceed 180 days.
49
Reverse Exchanges – Variations
• Rev. Proc. 2000-37 sets out safe harbor requirements – it does not purport to describe or define the limits of the law.
• Transactions occur outside the safe harbor.
• These non-conforming arrangements usually follow all but one of the requirements. For example, the most common difference is a holding period that exceeds the 180-day limit.
50
“TIC” Exchanges
• Recall that in order to qualify as a 1031 exchange, the replacement and relinquished properties must be of like kind.
• Generally, an interest in a partnership or other entity cannot serve as replacement or relinquished property.
• However, most types of real property interests are treated as of like kind to other real property.
• A tenancy-in-common (“TIC”) interest presents a problem under the tax rules.
• For example, in Bergford v. Commissioner, 12 F.3d 166 (9th Cir. 1993), the court held that a TIC ownership arrangement was a partnership.
52
TIC Relief
• The risk, then, is that an otherwise routine exchange of real estate for a TIC interest could fail if the TIC is treated as a partnership.
• To help resolve this problem, the IRS issued Rev. Proc. 2002-22 which listed the requirements under which it would find that a TIC arrangement was not a partnership.
• The following slides set out these 15 requirements.
53
TIC Ruling Conditions
1. Each co-owner must own title directly. 2. No more than 35 co-owners. 3. The TIC cannot file a partnership return or otherwise
hold itself out as an entity. 4. Co-owners may enter into a limited co-ownership
agreement governing re-sale of interests. 5. Co-owners must approve, by unanimous approval
certain major actions (hiring of manager, sale or lease of the property, etc. )
6. With certain exceptions, each co-owner must have right to transfer, partition and encumber its TIC interest unilaterally.
54
TIC Ruling Conditions
7. Upon sale of the property, the net proceeds must be distributed to the co-owners.
8. Generally, each co-owner must share in all revenues and all costs associated with the property pro rata based on its respective percentage TIC interest.
9. Each co-owner must share in all debt secured by blanket liens on the property pro rata based on its respective TIC interest.
10. A co-owner may issue an option to purchase its TIC interest provided the exercise price reflects the fair market value of the property as of the time the option is exercised.
11. Activities of co-owners are limited to those customarily performed in connection with the maintenance and repair of rental real property (“qualifying rents” test).
12. The co-owners may enter into management or brokerage agreements with a manager and/or agent which are subject to specific limitations.
55
TIC Ruling Conditions
13. All leases must be bona fide leases for federal tax purposes. Rents paid by a lessee must reflect the fair market value for the use of the property and must not depend, in whole or in part, on the income or profits derived by any person from the property leased.
14. The lender with respect to any debt that encumbers the property or with respect to any debt incurred to acquire a TIC interest in the property may not be a related person to any co-owner.
15. Subject to certain exceptions, the amount of any payment to the TIC sponsor for the acquisition of the TIC interest (and the amount of any fees paid to the sponsor for services) must reflect the fair market value of the acquired interest (or the services rendered) and may not depend, in whole or in part, on the income or profits derived by any person from the property.
56
TIC as a Solution
• TICs have grown in popularity because they solve several problems for 1031 exchanges of real estate.
• Moreover, Rev. Proc. 2002-22 ostensibly removes the tax risk that hobbled the development of the TIC industry.
57
TIC as Solution to Time Lines
• In order to qualify as a 1031 exchange, the taxpayer must meet strict deadlines for identification and transfer of the replacement property.
• A TIC interest can be a “safety” ID and in a pinch can be used to park 1031 proceeds on an extended basis.
58
TIC as Solution to Hunting
• One of the most time consuming aspects of a 1031 exchange is finding attractive replacement property.
• Because the TIC industry does a good job at listing and communicating its offerings, it is much simpler to find replacement TIC property.
59
TIC as Solution to Scaling
• To qualify for 1031 treatment, the taxpayer has to roll over into a specific amount of investment to cover all his/her gain.
• TIC investments are often easy to scale. As a result, it is generally the case that a TIC investment can be structured to cover all gain.
• Even if a taxpayer has identified a non-TIC interest to roll over into, a TIC interest can be used to bridge the gap if the main investment is not large enough.
60
TIC as Solution to Diversification
• TIC industry takes stable, income producing properties (i.e., fully-rented office buildings) and packages them for use as replacement property.
• Thus, a taxpayer holding investment property that does not produce income (i.e., raw land that is sold to a developer), can diversify into a different type of investment without triggering any tax.
61
DSTs – Basics • DST is a statutory creation – the Delaware Statutory
Trust Act. Do not confuse with common law trusts. • The owners of a DST are shielded from liability from
the debts and obligations of the DEST. • Each owner has an undivided interest in the DST’s
assets. • The DST is managed by a trustee. • The rights and obligations of the DST owners are set
out in a trust document (sometimes called an indenture).
• Historically, DSTs have been used as securitization vehicles for finance transactions.
63
DSTs – Tax Classification
• DST looks a lot like an LLC.
• If a DST were classified as a business entity, then it could never be utilized as replacement or relinquished property.
• However, if a DST is classified as an investment trust, then the owners are treated as owning an indivisible portion of the underlying assets of the DST.
64
DSTs – Rev. Rul. 2004-86
• The IRS issued Rev. Rul. 2004-86 to address many of these issues.
• If properly structured, a DST will be treated as an investment trust.
• The IRS further determined that if a DST is classified as an investment trust, then an interest in a DST would be looked through.
• In essence, a interest in a DST owning only real estate will be treated as an interest in that real estate and can qualify as replacement or relinquished property.
65
DSTs – Key Facts • The key facts on investment trust classification relate to the limited
powers of the trustee. Generally, the trustee’s powers should be limited to the collection and distribution of income.
• In addition, certain powers will cause the DST to be treated as a business entity and interests in the DST will fail as replacement property:
– The power to dispose of all or parts of the DST’s assets and acquire new assets;
– The power to renegotiate the leases on the DST’s assets or enter into new leases
– The power to renegotiate or refinance the debt used to purchase the DST’s assets;
– The power to invest cash from operations in certain ways; or
– The power to make more than minor non-structural modifications to the DST’s assets (unless required by law).
66
DSTs – Advantages • A properly structured DST may present several advantages over a TIC.
• Number of owners. TICs are capped at 35 owners under the relevant IRS safe harbor. In contrast, a DST has potentially no limit (although most DSTs have a limit of 99 to 499 owners).
• Financing. Tic investors typically arrange their own financing. A DST can arrange its own financing on the underlying assets.
• Voting rights. DST owners have no voting rights; TIC owners have voting rights (unanimous approval means TIC owners often have veto rights).
• Owner liability. DST owners have no personal liability, while TIC owners do.
• Prevalence. TICs are a more developed industry, but that is changing.
67
Related Party Rules – General
• Under 1031(f), if a taxpayer and a related party enter
into an exchange and either property is disposed of
within two (2) years, then the exchange does not
qualify under Section 1031 for either party.
• If 1031(f) applies, any gain/loss is taxed at the time of
the subsequent disposition.
70
Who Are Related Parties
• A related person is any person bearing a relationship
to the taxpayer described in section 267(b) or
707(b)(1).
• Section 707(b)(1) relationships:
• a partnership and a person owning, directly or
indirectly, more than 50% of the capital interest, or
the profits interest, in such partnership, or
• two partnerships in which the same persons own,
directly or indirectly, more than 50% of the capital
interests or profits interests.
71
Section 267(b) Relationships – Part I
• Members of a family (brothers and sisters (whether by
the whole or half blood), spouse, ancestors, and lineal
descendants);
• An individual and a corporation more than 50% in
value of the outstanding stock of which is owned,
directly or indirectly, by or for such individual;
• Two corporations which are members of the same
“controlled group”;
• A grantor and a fiduciary of any trust;
[continued]
72
Section 267(b) Relationships – Part II
• A fiduciary of a trust and a fiduciary of another trust, if
the same person is a grantor of both trusts;
• A fiduciary of a trust and a beneficiary of such trust;
• A fiduciary of a trust and a beneficiary of another trust,
if the same person is a grantor of both trusts;
• A fiduciary of a trust and a corporation more than 50%
in value of the outstanding stock of which is owned,
directly or indirectly, by or for the trust or by or for a
person who is a grantor of the trust;
[continued]
73
Section 267(b) Relationships – Part III
• A person and a tax exempt organization which is
controlled directly or indirectly by such person or (if
such person is an individual) by members of the family
of such individual;
• A corporation and a partnership if the same persons
own (A) more than 50% in value of the outstanding
stock of the corporation, and (B) more than 50% of the
capital interest, or the profits interest, in the
partnership;
[continued]
74
Section 267(b) Relationships – Part IV
• An S corporation and another S corporation if the
same persons own more than 50% in value of the
outstanding stock of each corporation;
• An S corporation and a C corporation, if the same
persons own more than 50% in value of the
outstanding stock of each corporation; or
• Except in the case of a sale or exchange in
satisfaction of a pecuniary bequest, an executor of an
estate and a beneficiary of such estate.
[continued]
75
Section 267(b) Relationships – Part V
CRITICAL – all the above are subject to complex
constructive ownership rules!!
76
Basis Shifting
• Adam and Eve are spouses.
• Adam owns Blackacre with FMV of $100 and basis of $100.
• Eve owns Whiteacre with FMV of $100 and basis of $25.
• Eve would like to sell Whiteacre. If Eve sells Whiteacre,
she will have $75 gain.
• If Adam and Eve enter into a like-kind exchange and swap
properties, Eve will take Blackacre with a tax basis of $25
and Adam will take Whiteacre with a tax basis of $100.
• If Adam sells Whiteacre, but for Section 1031(f), he would
have no gain on the sale.
77
Holding Period
• If a related party exchange occurs, both parties must
hold the received properties for two (2) years.
• BUT – the holding period is extended for any time
during which either party’s “risk of loss” with respect to
its property is substantially diminished by:
• the holding of a put with respect to such property,
• the holding by another person of a right to acquire
such property, or
• a short sale or any other transaction
78
Permitted Dispositions -- I Certain dispositions are permitted during the holding
period:
• a disposition after the earlier of the death of the
taxpayer or the death of the related person,
• a disposition that occurs in a compulsory or involuntary
conversion if the exchange occurred before the threat
or imminence of such conversion, or
• a disposition with respect to which it is established to
the satisfaction of the IRS that neither the exchange
nor such disposition had as one of its principal
purposes the avoidance of federal income tax.
79
Permitted Dispositions -- II • The third “out” has given rise to considerable
commentary.
• Because basis shifting is the stated rationale for
Section 1031(f), a transaction that does not implicate
basis shifting should be approved by the IRS.
80
Anti-Abuse Rule
• There is very little guidance on this rule.
• If a taxpayer overtly enters into a related party
exchange, the burden or “cost” is compliance with the
holding period rules.
• If a taxpayer attempts to avoid the related party rules in
form, but not in substance, then this anti-avoidance rule
prohibits any part of Section 1031 from applying.
• For example, the IRS takes the position that using a QI
to mask a direct exchange with a related party triggers
the anti-avoidance rule.
81
Authorities/Guidance
• Rev. Rul. 2002-83 -- Use of QI to avoid related party rules
triggers anti-avoidance rule.
• PLR 2002-51-008 -- Appears to sanction a related party parking
arrangement.
• PLR 2010-27-036 -- Related party exchange outside of Section
1031(f) and does not trigger anti-avoidance rule.
• PLR 2012-16-007 – Related party exchange ok where related
parties also enter into like-kind exchanges and hold replacement
property for two years.
• Teruya Brothers
• Ocmulgee Fields
• North Central Leasing
82
Teruya Brothers
Facts:
• TP corporation and related party subsidiary (“Sub”).
• First Swap:
• TP owned Prop1 with built-in-gain of $1.345 mm.
• Sub owned Prop2 with built-in-gain of $1.352 mm
• Sub sold Prop2 to QI – reported sale as a taxable
transaction.
• TP sold Prop1 to QI and took back Prop2 –
reported transaction as §1031 exchange.
83
Teruya Brothers
• Court held that use of QI did not take the transaction
out of the ambit of §1031(f) – the First Swap was
economically equivalent to an exchange directly
between TP and its related party subsidiary.
• TP argued that related party Sub recognized more
gain that TP would have on a taxable sale – therefore
the exchange met the exception under §1031(f)(2)(C)
because it did not have “as one of its principal
purposes the avoidance of Federal income tax.”
• Court noted that Sub had an NOL for year of sale so
Sub recognized less income that TP would have.
84
Teruya Brothers
• Court effectively held that taxpayers that use either
basis shifting or loss shifting are bound by the rules of
§1031(f).
85
Teruya Brothers
Facts:
• Second Swap:
• TP owned Prop3 with built-in-gain of $11.2 mm.
• Sub owned Prop4 and Prop5 with combined built-
in-loss of $4.6 mm.
• Sub sold Prop4 and Prop5 to QI – reported sale as
a taxable transaction.
• TP sold Prop3 to QI and took back Prop4 and
Prop5 – reported transaction as §1031 exchange.
86
Teruya Brothers
• Court again found that use of QI did not take the
transaction out of the ambit of §1031(f) – the First
Swap was economically equivalent to an exchange
directly between TP and its related party subsidiary.
• Here, appeared to fit within the basis shifting concern
that underlies §1031(f).
87
Teruya Brothers
• Note that in both swaps, the court appears to concede
that the use of QI meant that there was no direct
exchange and therefore the transaction would
otherwise not violate §1031(f)(1).
• However, the use of QI was an arrangement that
caused the transaction to fail under §1031(f)(4).
88
Ocmulgee
Facts:
• TP owned Prop1 with built-in-gain of $6.1 mm.
• LLC, a related party of TP, owned Prop2 with built-in-
gain of $4.2 mm.
• LLC sold Prop2 to QI – reported sale as a taxable
transaction.
• TP sold Prop1 to QI and took back Prop2 – reported
transaction as 1031 exchange.
89
Ocmulgee
• As in Teruya, court implicitly conceded that the use of
a QI took the transaction out of §1031(f)(1).
• The court then turned to §1031(f)(4) – was the
transaction structured to avoid §1031(f)(1)?
• Citing Teruya, the court concluded that the transaction
was economically identical to a direct exchange
between TP and LLC.
• Court then considered whether avoidance of tax was a
principal purpose of the transaction.
90
Ocmulgee
• The court noted that TP would have paid tax on an
additional $1.8 mm in gain, and that by triggering gain
in LLC, a pass-through entity, what tax was triggered
was also subject to a lower tax rate.
• The court cautioned that it was possible that what
otherwise appeared to be a basis-shifting transaction
could, because of countervailing facts, lack a tax avoid
purpose.
• Finally, the court noted that it did not matter in the
analysis whether the use of a related party was pre-
arranged or not.
91
North Central
Facts:
• TP was the 99% subsidiary of Owner, a related party.
• TP operated an equipment leasing business.
Because it often disposed of used equipment and
acquired new equipment in replacement, it set up a
like-kind exchange program.
• During the period before the court, TP entered into
about 400 transactions that is reported as §1031
exchanges
92
North Central
Representative Transaction (1 of 2):
• TP owns Prop1 with FMV of $750 and built-in-gain of
$630.
• TP wants to Prop 2 from the equipment manufacturer
(unrelated party).
• TP sells Prop1 through QI to true third party.
• Third party pays $750 and acquires Prop1 through QI.
• Owner, the 99% owner of TP, buys Prop2 from the
equipment manufacturer (unrelated party) for $750.
• Under equipment manufacturer incentives, Owner
does not need to pay the $750 for six months.
93
North Central
Representative Transaction (2 of 2):
• Owner sells Prop2 to TP through QI and QI transfers
$750 to Owner.
• Owner pays equipment manufacturer $750 six months
later.
• TP reports the sale of Prop1 and acquisition of Prop2
as a §1031 exchange.
• Owner reports the acquisition and re-sale of Prop2 as
a taxable exchange.
94
North Central
• Court found the various steps in the exchanges
unnecessarily complex. In particular, the court could
not find reasonable ground for the involvement of
Owner.
• Court suggests that involvement of Owner was an
instance of overreaching.
• Specifically, the court suggests that the only purpose
for involving Owner was to take advantage of the six-
month payment delay: “In sum, [Owner] was not
necessary to the transactions at issue yet possessed
significant, unearmarked cash proceeds as a result of
the transactions.”
95
North Central
• Court found the unnecessary interposition of a party
(Owner) and the retention of cash proceeds by a
related party was sufficient to demonstrate that the
exchange program was structured to avoid
§1031(f)(1).
• Court also found that the use of a QI was
unnecessary. Although TP argued that the use of QI
permitted TP to come with the identification and
receipt safe harbors, the court upheld the factual
finding of the lower court that the intent of TP was to
use a QI to avoid §1031(f)(1).
96
North Central
• Note that if TP purchased the replacement property
directly from the equipment manufacturer the
transactions arguably would have qualified under
§1031.
• Moreover, as re-structured, such an exchange
program that utilized a QI would likely also have
passed muster.
• Given that, the court may have been correct that the
involvement of Owner suggests that the parties simply
wanted the free use of sale proceeds, even if only for
a short period.
97
Observations
• Related party exchanges are common.
• Diligence – are related parties present?
• Consider/weigh cost of holding period requirement.
• Use of QI will not defeat related party rules.
• But often the benefits of a QI are significant.
• Consider obtaining a PLR.
98
Observations
Lessons from case law:
• Basis shifting triggers §1031(f)(4) anti-avoidance
analysis – this was mentioned in legislative history.
• So does NOL shifting and tax rate shifting – this does
not appear to be mentioned in legislative history.
• Unfettered use of proceeds (even if only for short-
term) also appears to trigger anti-avoidance analysis.
• Courts will scrutinize structures that are overly
complex – interposition of unnecessary parties can
trigger anti-avoidance analysis.
99
Observations
Lessons from North Central:
• If you could have structured the transaction to fit within
§1031, courts will scrutinize the rationale for the
structure you ended up using.
• If that structure facilitates (1) basis shifting, (2) NOL
shifting, (3) tax rate shifting, or (4) access to sales
proceeds, then court will likely apply §1031(f)(4) anti-
avoidance analysis and often that will be fatal.
100
Top Related