Introduction
If you have a rental property, whether it's a small 
strip center, a home you inherited from your parents, or just a vacation
 home that you rent during the off season, your rental losses are 
generally limited through the passive activity rules. The passive 
activity rules only allow losses from passive activities to offset 
income from passive activities. Some activities, like real estate 
rentals, are inherently passive. Other activities, such as a LLC or S 
corporation that operates a retail business isn't passive per se, but to
 the member or shareholder it's passive unless that individual 
materially participates in the activity. (For a definition of material 
participation, go to our article Material Participation.)
There's
 a special exception for rental real estate. If you can show you 
actively participate in the activity, losses of up to $25,000 a year can
 be used to offset ordinary income as long as your adjusted gross income
 (AGI) is $100,000 or less. For every $1 of AGI over $100,000, the 
$25,000 exemption is reduced by $0.50. Thus, if your AGI exceeds 
$150,000, none of the losses come under the exemption. Instead, the 
losses can only be used to offset passive income from rental real estate
 or carried forward to be used under the same rules in subsequent years.
 Any accumulated losses can also be deducted on the disposition of the 
property.
The $25,000 exemption may be cold comfort for many 
taxpayers. It's pretty easy to broach the $100,000 AGI threshold (which 
hasn't changed since it was put in the law in 1986). And, as a result, 
the limitation allows the losses to be used only when you're in a lower 
bracket.
 
Real Estate Professionals
Some investors have 
another option. "Qualifying taxpayers" also known as "real estate 
professionals" can deduct rental property losses without the limitations
 discussed above. For example, you've got three rental properties where 
the net losses from the properties total $75,000. If you qualify, the 
entire $75,000 can be deducted. A taxpayer is a real estate professional
 if:
The taxpayer owns at least one interest in rental real 
estate, more than one-half of the personal services the taxpayer 
performs in trades or businesses during the tax year are performed in 
real property trades or businesses in which the taxpayer materially 
participates, and the taxpayer performs more than 750 hours of service 
during the tax year in real property trades or businesses in which the 
taxpayer materially participates.
Real property trade or 
business, as defined here, means any real property development, 
redevelopment, construction, reconstruction, acquisition, conversion, 
rental, operation, management, leasing, or brokerage trade or business. 
If you are an employee of the business, the work only counts if you are 
at least a 5-percent owner at all times during the year. For example, 
you have a 50%-interest in an LLC in the construction business.
Taxpayers
 who have a number of properties may meet the 750-hour threshold by 
simply working on the properties. For example, Sue owns five 
single-family properties and a seven-unit strip mall. She also has at 
least one property she's rehabbing at all times. She not only does 
recordkeeping, banking, and administrative functions for the properties,
 she oversees maintenance, renovations, gets building permits, etc. Her 
time spent at these activities during the year exceeds 750 hours and, 
aside from a couple of hours a week working for her husband's business, 
that's her only trade or business. Sue qualifies as a real estate 
professional.
Fred is in much the same situation as Sue. He has a
 number of rental properties and materially participates in the 
management for 800 hours during the year. However, Fred is a attorney 
who spends 1,200 hours a year in his legal practice, almost all drafting
 leases and purchase and sale agreements for real estate. Since he 
doesn't spend more than one-half of his time performing personal 
services in the real property trade or businesses (he's in the legal 
profession), he doesn't meet the second part of the test above.
Some other points:
A
 husband and wife can't combine their time to meet the 750-hour 
requirement. One party has to meet the requirement on their own. Meeting
 the material participation requirement may not be easy. There are seven
 possible ways to do so, but it can still be difficult. For a complete 
discussion see our article Material Participation. Only your 
participation in rental real estate can be used to determine if you 
materially participate in the rental real estate activity. Material 
participation is much more than approving tenants, repair work, etc. and
 sending a check to the management company. If you hold the property in 
your own name or as the sole member of an LLC the ownership and grouping
 rules are simple. However, the grouping of rental activities can get 
more complicated if you have interests in pass-through entities such as 
partnerships or S corporations that hold real estate. Check with your 
tax advisor. Short-term rentals (where the average rental period is less
 than seven days at a time) such as a vacation home, aren't part of the 
rules here and participation in such an activity doesn't count toward 
meeting the 750-hour requirement. That's considered a separate trade or 
business.If you provide significant services to the tenants that are not
 usually provided with a lease of real estate, the activity may not be a
 rental. For example, you own a strip mall, and in addition to the usual
 maintenance, you organize special events for the center, help with 
cooperative advertising, etc.
Grouping Election
Generally,
 you have to meet the 750-hour and more than half of your personal 
services in the real estate activity for each property. However, you can
 make an election to group all your properties for purposes of meeting 
the requirement and deducting the losses. You can do this by filing a 
statement with your original return for the tax year for which the 
election is to first apply. Simply grouping the properties, deducting 
the net losses and checking the box on the second page of Schedule E 
won't meet the requirement. While there is no set wording, you must 
state the election is made under IRC Sec. 469(c)(7)(A) and that you want
 to group all your interests in rental real estate as a single rental 
real estate activity. The election, once made is irrevocable unless 
there's a material change in the your circumstances. Talk to your tax 
advisor.
In a recent revenue procedure (Rev. Proc. 2011-34, IRB 
2011-24) the IRS recognized that many taxpayers were not aware of the 
requirement to file a statement to group the properties. The revenue 
procedure provides a means for taxpayers to make a late election that 
will be considered as timely filed. In order to meet the requirements of
 the procedure, you must have filed consistently with having made an 
election on any return that would have been affected if you had timely 
made the election. You must have filed all required federal income tax 
returns consistent with the requested aggregation to be effective. You 
must also have timely filed the returns. A return will be treated as 
timely filed if the return is filed within 6 months after its due date, 
including extensions. You must also have a reasonable cause for failure 
to file the statement.
If you can't comply with the requirements 
of Rev. Proc. 2011-34, you may still be able to correct a late filed 
election, but you'll have to apply for a letter ruling.
Audit Issues
If
 you're audited you can expect the agent to scrutinize the facts to make
 sure you qualify as a real estate professional. If you have a regular 
job, meeting the more than one-half requirement will be difficult, and 
the IRS knows it. Meeting the 750-hour requirement is not easy, nor is 
the material participation requirement. The best approach is to keep a 
log or diary of your activities, detailing work performed, hours, etc. 
It'll help if you can substantiate your entry with receipts, invoices, 
etc. For example, a trip to the hardware store on 6/11 can be 
substantiated with a receipt for plumbing supplies. While there are 
other ways to substantiate your time, a well-kept, contemporaneous log 
or diary should forestall any questions by the agent.
Documentation is More Than Invoice and Canceled Check
Tax
 Court cases are often good guides to what happens in practice. In one 
recent case (C. Michael and Gwendolyn E. Willcock, T.C. Memo. 2010-75) 
the taxpayer lost several deductions. If some of the facts below sound 
familiar, you should be taking a look at your recordkeeping.
Car and Truck Expenses
The
 IRS denied the taxpayers' claimed deductions for car and truck expenses
 for tax years 2002 and 2003, respectively. In 2002 the taxpayers drove 
an Audi and a Land Rover, both of which were claimed to have been driven
 solely for business purposes. The taxpayer's wife had veneers (cosmetic
 dental applications) applied to her teeth by petitioner husband. The 
taxpayers claimed that any time petitioner wife drove anywhere in one of
 the vehicles she was "a walking, talking billboard for the dental 
office" because of the veneer work the husband had performed. 
Additionally, each vehicle had a license plate holder that displayed the
 name of the dental practice. The husband used the vehicles to perform 
various tasks for the dental practice, such as purchasing office 
supplies. During 2002 and 2003, the taxpayers owned four vehicles: a GMC
 Envoy, an Audi, a Land Rover, and a Chevy Tahoe. The wife testified 
that she drove the Audi until the lease expired, after which she drove 
the Land Rover.
The taxpayers started leasing the Land Rover on 
May 1, 2002, and the dental practice claimed deductions for lease 
payments with respect to both the Land Rover and the Audi during 2002. 
They leased the Audi until February 10, 2003. During 2002 and 2003 the 
taxpayers also reported a $750 monthly expense for "GMAC", which is 
reflected in their car and truck expenses for 2002 and 2003. It was 
unclear which vehicle these payments were for. The vehicles were owned 
or leased by the taxpayers individually, not by the dental practice; 
however, the dental practice claimed the deductions.
The Court 
noted a taxpayer is entitled to deduct transportation expenses incurred 
in carrying on a trade or business. Commuting expenses, however, 
incurred in going from a taxpayer's residence to his or her place of 
business and returning are nondeductible personal expenses. When a 
taxpayer uses a car for personal as well as for business purposes, he or
 she must allocate expenses between personal and business use. The 
taxpayers did not allocate their expenses.
The law requires that 
sufficient records be maintained to establish the amount of any 
deduction claimed. A taxpayer must indicate mileage, including total 
business, commuting, and other personal mileage, percentage of business 
use, date placed in service, use of other vehicles, after-work use, 
whether the taxpayer has evidence supporting claimed business use, and 
whether or not the evidence is written. The taxpayers did not provide 
this information.
Section 274(d)(4) provides that no deduction is
 allowed for listed property (e.g., cars, trucks) as defined by Section 
280F(d)(4) unless the taxpayer substantiates by adequate records or 
corroborative evidence (1) the amount of such expense, (2) the time and 
place of use, (3) the business purpose of the expense, and (4) the 
business relationship of the taxpayer to the persons using the property.
 Pursuant to Section 280F(d)(4) listed property includes, with certain 
exceptions, "any passenger automobile" or "other property used as a 
means of transportation".
The IRS denied these deductions, 
claiming that the taxpayers failed to adequately substantiate the 
expenses or provide information that the amounts were incurred as 
ordinary and necessary business expenses. In order to substantiate the 
expenses the taxpayers offered canceled checks and credit card bills for
 various items such as repairs and gas. Additionally, the taxpayers 
offered a series of handwritten calendars that detail their daily work 
schedules, but not the particular use of the vehicles for which expenses
 were claimed. They used their cars for personal as well as business 
purposes; however, the taxpayers claimed all use was business related 
because each vehicle had a license plate holder that displayed the name 
of the dental practice. They contended that even when the vehicles were 
being used for personal reasons they provided a valuable advertising 
service to the dental practice. They did not maintain records allocating
 personal and business use of their cars. They also commuted to the 
dental practice from their home daily, but did not make an allocation 
for any commuting to and from the dental practice.
The taxpayers 
failed to prove that the vehicles were used in the conduct of a trade or
 business as defined under section 162. In addition, they failed to 
maintain adequate records to substantiate the use of their vehicles 
under Section 274. The Court disallowed the deductions in full.
Section 179 Expense Deduction
The
 dental practice claimed Section 179 expense deductions for tax year 
2003 for $38,630. The IRS partially disallowed the section 179 expense 
deduction for 2003 claimed in regard to the GMC Envoy. On the dental 
practice's return, the taxpayers reported that the GMC Envoy was placed 
in service on November 18, 2003, and that it was used solely for 
business purposes. They purchased the GMC Envoy after the lease for the 
Land Rover expired. The lease on the Land Rover ended sometime after 
2003, i.e., in 2004. The Court noted it appeared that the taxpayers 
retained the Land Rover lease through 2003, and purchased the GMC Envoy 
after 2003. The GMC Envoy bore a license plate holder with the name of 
the dental practice. The GMC Envoy was titled in the taxpayers' names 
rather than in the name of the dental practice, which claimed the 
deductions.
Subject to certain restrictions, a taxpayer may elect
 to deduct as a current expense the cost of any Section 179 property, 
that is acquired by purchase, used in the active conduct of a trade or 
business and placed in service during the taxable year.
The 
dental practice claimed Section 179 deductions for tax year 2003 of 
$38,630. The IRS disallowed the Section 179 deduction claimed in 2003 
for the GMC Envoy the taxpayers claimed was used solely for business 
purposes. The Court noted it was unclear whether the taxpayers placed 
the item in service in 2003 or in 2004 after the lease on the Land Rover
 expired. They offered no other evidence to corroborate their claimed 
placed-in-service date. The Court sided with the IRS in denying the 
deduction.
Travel Expenses
The IRS disallowed travel 
expenses of $5,082 for 2002, which the taxpayers claim they incurred 
during a business trip to Hawaii for a dental conference. They were in 
Hawaii from May 3 through 12, 2002. They testified that the dental 
conference was held from May 7 through 10, 2002. The taxpayers presented
 the Court an invoice for the purchase of dental equipment which they 
claim they purchased in Hawaii during the conference. The invoice, 
however, states only when the equipment was purchased, not where it was 
purchased.
The Court noted the taxpayers offered no probative 
evidence to substantiate their attendance at the seminar, nor did they 
offer any probative evidence to support the business purpose of the 
trip. The taxpayers produced no evidence supporting any of the expenses 
claimed, which included meals, first-class airline tickets, and taxi 
fees. The Court held the taxpayers failed to substantiate that their 
claimed expenses were in any way related to their dental practice. The 
Court allowed only the travel expenses allowed by the IRS.
Professional Fees
The
 taxpayers deducted professional fees of $10,080.50 for tax year 2002, 
which amount they claimed was paid to the pastor of the taxpayers' 
church. The taxpayers hired the pastor to instruct the wife in the areas
 of networking and marketing so that she could be a more effective 
salesperson and marketer for the dental practice. These instructional 
sessions purportedly occurred in the taxpayers' home and, for a brief 
period of time, over the telephone. They presented copies of Forms 
1099-MISC, Miscellaneous Income, in support of these claimed expenses 
for consulting. No Social Security number is listed for the pastor on 
either form, and no evidence was offered to confirm that the tax forms 
were actually delivered to the pastor. The pastor did not testify at 
trial. The taxpayer wife's testimony was contradictory. The Court held 
the taxpayers did not meet their burden of substantiating the 
expenditures and denied the deduction.
 
Janitorial Services Expense
The
 IRS reduced the dental practice's claimed janitorial expenses for both 
2002 and 2003. With respect to 2002, the dental practice claimed 
janitorial expenses of $20,226. The only expenses in dispute were 
certain expenses of $12,208 in connection with payments claimed to have 
been made to the "Sotelos", a landscaping service. The taxpayers 
testified that these expenses were reported on their 2002 income tax 
return, and represented expenses incurred for landscaping services 
provided to the dental practice. All of the invoices from the Sotelos 
were addressed to petitioners at their home address, and were not 
addressed to the dental practice, or sent to the dental practice 
address.
Of the disallowed amount, $1,500 represents an amount 
the taxpayers claim to have paid to their son on behalf of the 
condominium association where the dental office is located. The 
taxpayers claimed that they paid their son to provide landscaping 
upgrades to the dental practice. However, they presented no 
documentation supporting this claimed expense. The remaining $6,074 
reflected a payment to their son, as evidenced by a Form W-2 petitioners
 generated. The taxpayers provided no evidence of the services which 
their son purportedly provided for this amount.
The Court found 
the taxpayers failed to substantiate that these claimed expenses had a 
business purpose or that the services were even provided to their 
business, rather than to them personally. The Court disallowed the 
expenses.
Loan to Son
The IRS used the bank deposits 
method of proof to reconstruct the taxpayers income and determined 
unexplained deposits of $8,500 should be included in income. Deposits in
 a taxpayer's bank account are prima facie evidence of income, and the 
taxpayer bears the burden of showing that the deposits were not taxable 
income but were derived from a nontaxable source. The bank deposits 
method assumes that all money deposited in a taxpayer's bank account 
during a given period constitutes taxable income, but the Government 
must take into account any nontaxable source or deductible expense of 
which it has knowledge. The taxpayers claimed the $8,500 was repayment 
of a loan made to the taxpayers' son. The taxpayers were able to show 
two checks, one for $7,200 and another for $1,300 written on their son's
 account and deposited soon thereafter in their account. (The taxpayers 
also were able to show payments for $8,500 out of their account for the 
purchase of the car.)
Supporting Documentation
The case 
discussed above is far from unique. In fact, it's the type of issues 
CPAs encounter regularly. A canceled check and an invoice sometimes 
isn't sufficient to completely secure the deduction. Moreover, small 
businesses are particularly vulnerable to a challenge. Taxpayers often 
make it worse by mixing business and personal finances. Here are some 
points to keep in mind.
Keep it all business. You'll reduce 
questions from the IRS (and make your accountant's job easier) if you 
keep your business account all business. For many small business owners 
that's tough to do. Many owners are perpetually short of cash to pay 
their personal expenses. If you must, you may be better off writing one 
large check (e.g., the annual real estate tax for your home and don't 
try to deduct it) rather than a bunch of small ones. The one large one 
will be easier to trace and it won't look like you're trying to deduct 
personal expenses.
Keep good deposit records. If you're paid by 
check or cash, be able to match deposits with invoices. Try to deposit 
funds daily. That's especially important if you have a significant 
number of transactions each day. Document deposits from non-sale 
sources. For example, the business needs a cash infusion; you loan it 
$5,000. Document the loan and make sure the check is deposited at or 
about the same time. Keep a copy of the check and the bank statement 
showing the amount so you can trace the funds from your personal (or 
other business, etc.) account to the business account. Keep records of 
asset sales, repayment of loans to shareholders or employees, etc.
Expenses
 paid personally. Instead of getting that cell phone in the business 
name, you do it personally because you can save $6 per month. Great, but
 now you've made your accounting more complicated. You should probably 
pay the expense personally and put in an expense report for the amount. 
Make sure you can show the business use. Talk to your accountant for his
 suggestions. Unless there's some compelling reason to pay it 
personally, do it through the business.
Travel and entertainment.
 Always an IRS hot point. You should know what you need--time, place, 
amount, person entertained, business discussed, etc. But you may want to
 take it further. If there's any chance of it looking like pleasure, 
keep a detailed diary. For example, business trip to Plattsburgh, NY in 
January? No one is going to suspect a pleasure motive (unless you have 
family there). You can probably get away with the normal IRS 
requirements. Business trip to Fort Lauderdale the next week? Keep a 
diary. Obvious you were on business? To you maybe, but not to an IRS 
agent. Be even more careful if you're actually combining business and 
pleasure on the same trip. Seminars? Use the diary and keep the 
workbooks, notes, etc. from the lectures.
Details of work 
performed. The plumber you called to install a new sink in the office 
could just as easily put a new tub in your home. The auto repair shop 
could work on the business truck or your personal auto. Get a detailed 
invoice showing the work performed, the location, vehicle 
identification, etc. And make sure you send out 1099s (if applicable) at
 the end of the year. Have invoices mailed to the appropriate 
address--business or personal.
Items purchased with dual purpose.
 Some businesses use items that could be used personally. In some cases,
 that could be "listed property" such as cameras, computers, audio 
equipment, etc. You need to keep a diary of business vs. personal usage.
 (There are exceptions; check with your accountant.) But there are other
 items that don't show up on the IRS list where you could be questioned.
 Be sure you can document the business use. Gas purchases for the 
business vehicle--record in a diary and keep with the vehicle.
Consider
 standard mileage method. In some cases you might come out ahead using 
the standard mileage method (see our article Standard Mileage or Actual 
Expenses?). Even if you don't, the IRS can't challenge your expenses, 
only your business mileage if you use the standard mileage method.
Document
 confusing issues. You've got two car loans from the Chatham National 
Bank--one for your personal vehicle, one for the business. You 
diligently write a personal check for your car and a business check for 
the business truck. But if you're audited could you prove which was 
which? Keep a copy of the loan documentation along with details of the 
purchases. Same thing for business credit card payments. Make sure you 
can match the monthly statement to the check or withdrawal amount for 
the business card.
Conflicting documentation. If you keep 
contemporaneous records, chances are you won't have this problem. But on
 more than one occasion we've seen court cases where the court looks 
beyond the plane ticket and credit card statement, etc. In one case the 
court looked at the taxpayer's car log showing he drove 500 miles to a 
distant city on the same day a plane ticket showed he flew there. Or a 
trip to the bank on a Sunday. Reconstructing records later often results
 in these problems. And it won't be just that one 500-mile car trip 
that's disallowed. The court threw out his log, finding it unreliable.
More information. For more information on documentation, see our article Expense Documentation.
Kenneth
 Hoffman counsels Entrepreneurs, Professionals and Select Individuals in
 taking control of their taxes, and businesses. Discover how I can help 
you overcome your tax and business challenges. To start the conversation
 or to become a client, call Kenneth Hoffman at (954) 591-8290 Monday - 
Friday from 8:30 a.m. to 1:00 p.m. for a no cost consultation, or drop 
me a note.
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