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Trusts, Material Participation, and 
the Net Investment Income Tax 
The Frank Aragona Trust Case
142 T.C. No. 9 
UNITED STATES TAX COURT 
FRANK ARAGONA TRUST, PAUL ARAGONA, 
EXECUTIVE TRUSTEE, Petitioner v. 
COMMISSIONER OF INTERNAL REVENUE, 
Respondent 
Docket No. 15392-11. Filed March 27, 2014 
www.cga-cpa.com
FRANK 
ARAGONA 
TRUST 
SALVATORE 
ARAGONA 
DENTIST 
ANTHONY 
ARAGONA 
DISABLED 
CHARLES TURNBULL 
ATTORNEY/INDEPENDENT 
TTEE 
THESE TRUSTEES WERE 
FULL TIME EMPLOYEES OF 
HOLIDAY ENTERPRISES, A 
WHOLLY OWNED LLC 
PAUL ARAGONA 
FRANK S. 
ARAGONA 
ANNETTE 
ARAGONA 
www.cga-cpa.com
 How does a trust materially participate in an 
activity? 
 Can a trust qualify as a real estate professional? 
www.cga-cpa.com
Material Participation 
o Section 469(h)(1) 
 Regular 
 Continuous, and 
 Substantial 
www.cga-cpa.com
Treasury Regulations 1.469-5T 
1) The individual participates in the activity for more than 500 hours 
during such year; 
2) The individual's participation in the activity for the taxable year 
constitutes substantially all of the participation in such activity of 
all individuals for such year; 
3) The individual participates in the activity for more than 100 hours 
during the taxable year, and such individual's participation in the 
activity for the taxable year is not less than the participation in the 
activity of any other individual for such year; 
4) The activity is a significant participation activity for the taxable 
year, and the individual's aggregate participation in all significant 
participation activities during such year exceeds 500 hours; 
www.cga-cpa.com
Treasury Regulations 1.469-5T 
5) The individual materially participated in the activity for any five 
taxable years during the ten taxable years that immediately 
precede the taxable year; 
6) The activity is a personal service activity, and the individual 
materially participated in the activity for any three taxable years 
preceding the taxable year; or 
7) Based on all of the facts and circumstances, the individual 
participates in the activity on a regular, continuous, and 
substantial basis during such year. 
www.cga-cpa.com
Real Estate Professional Exception 
o Section 469, all rental real estate activities are passive 
o Except, for “Real Estate Professionals” (Section 
469(c)(7)(B)) 
 more than one-half of the personal services performed in 
trades or businesses by the taxpayer during such taxable 
year are performed in real property trades or businesses in 
which the taxpayer materially participates, and 
 such taxpayer performs more than 750 hours of services 
during the taxable year in real property trades or businesses 
in which the taxpayer materially participates. 
www.cga-cpa.com
o How does a trust materially participate in an 
activity? 
 “Considering the activities of all six trustees in their 
roles as trustees and as employees of Holiday 
Enterprises, LLC, the trust materially participated in its 
real-estate operations.” 
www.cga-cpa.com
o Can a trust qualify as a real estate professional 
under Sec. 469(c)(7)? 
 “As to whether the trust qualifies for the section 
469(c)(7) exception, however, the IRS has limited its 
arguments to the two arguments discussed above, 
namely (1) that trusts are categorically barred from 
qualifying under the section 469(c)(7) exception, and 
(2) that the trust did not materially participate in real-property 
trades or businesses. In the context of the 
arguments raised in this case, therefore, we hold the 
trust meets the section 469(c)(7) exception for the 
years at issue.” 
www.cga-cpa.com
LONG-TERM 
CAPITAL GAIN 
RENTAL RE LOSSES 
$0 NET 
INCOME 
Example: Electing Small Business Trust (ESBT) 
with $1,000,000 of long-term capital gain and 
$1,500,000 of rental real estate losses 
Trust does not materially participate in the rental 
real estate activities. 
$237,546 of tax ($200,000 of capital gains tax & 
$37,546 of NIIT) 
$1,500,000 of passive activity loss suspended, 
carried forward 
www.cga-cpa.com
NET 
OPERATING 
LOSS 
$0 NET 
INCOME 
Example: ESBT with $1,000,000 of long-term capital 
gain and $1,500,000 of rental real estate losses 
Trust elects to group all rental real estate activities 
under Treas. Reg. §1.469-9, trust participates in the 
rental activities and the trust qualifies as a real 
estate professional under Sec. 469. 
$0 tax is due 
The $1,000,000 long-term capital gain is offset by 
$1,000,000 of rental real estate losses. The excess 
$500,000 loss generates an net operating loss which 
can be carried back two years or carried forward 
twenty years. 
www.cga-cpa.com

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Aragona Presentation

  • 1. Trusts, Material Participation, and the Net Investment Income Tax The Frank Aragona Trust Case
  • 2. 142 T.C. No. 9 UNITED STATES TAX COURT FRANK ARAGONA TRUST, PAUL ARAGONA, EXECUTIVE TRUSTEE, Petitioner v. COMMISSIONER OF INTERNAL REVENUE, Respondent Docket No. 15392-11. Filed March 27, 2014 www.cga-cpa.com
  • 3. FRANK ARAGONA TRUST SALVATORE ARAGONA DENTIST ANTHONY ARAGONA DISABLED CHARLES TURNBULL ATTORNEY/INDEPENDENT TTEE THESE TRUSTEES WERE FULL TIME EMPLOYEES OF HOLIDAY ENTERPRISES, A WHOLLY OWNED LLC PAUL ARAGONA FRANK S. ARAGONA ANNETTE ARAGONA www.cga-cpa.com
  • 4.  How does a trust materially participate in an activity?  Can a trust qualify as a real estate professional? www.cga-cpa.com
  • 5. Material Participation o Section 469(h)(1)  Regular  Continuous, and  Substantial www.cga-cpa.com
  • 6. Treasury Regulations 1.469-5T 1) The individual participates in the activity for more than 500 hours during such year; 2) The individual's participation in the activity for the taxable year constitutes substantially all of the participation in such activity of all individuals for such year; 3) The individual participates in the activity for more than 100 hours during the taxable year, and such individual's participation in the activity for the taxable year is not less than the participation in the activity of any other individual for such year; 4) The activity is a significant participation activity for the taxable year, and the individual's aggregate participation in all significant participation activities during such year exceeds 500 hours; www.cga-cpa.com
  • 7. Treasury Regulations 1.469-5T 5) The individual materially participated in the activity for any five taxable years during the ten taxable years that immediately precede the taxable year; 6) The activity is a personal service activity, and the individual materially participated in the activity for any three taxable years preceding the taxable year; or 7) Based on all of the facts and circumstances, the individual participates in the activity on a regular, continuous, and substantial basis during such year. www.cga-cpa.com
  • 8. Real Estate Professional Exception o Section 469, all rental real estate activities are passive o Except, for “Real Estate Professionals” (Section 469(c)(7)(B))  more than one-half of the personal services performed in trades or businesses by the taxpayer during such taxable year are performed in real property trades or businesses in which the taxpayer materially participates, and  such taxpayer performs more than 750 hours of services during the taxable year in real property trades or businesses in which the taxpayer materially participates. www.cga-cpa.com
  • 9. o How does a trust materially participate in an activity?  “Considering the activities of all six trustees in their roles as trustees and as employees of Holiday Enterprises, LLC, the trust materially participated in its real-estate operations.” www.cga-cpa.com
  • 10. o Can a trust qualify as a real estate professional under Sec. 469(c)(7)?  “As to whether the trust qualifies for the section 469(c)(7) exception, however, the IRS has limited its arguments to the two arguments discussed above, namely (1) that trusts are categorically barred from qualifying under the section 469(c)(7) exception, and (2) that the trust did not materially participate in real-property trades or businesses. In the context of the arguments raised in this case, therefore, we hold the trust meets the section 469(c)(7) exception for the years at issue.” www.cga-cpa.com
  • 11. LONG-TERM CAPITAL GAIN RENTAL RE LOSSES $0 NET INCOME Example: Electing Small Business Trust (ESBT) with $1,000,000 of long-term capital gain and $1,500,000 of rental real estate losses Trust does not materially participate in the rental real estate activities. $237,546 of tax ($200,000 of capital gains tax & $37,546 of NIIT) $1,500,000 of passive activity loss suspended, carried forward www.cga-cpa.com
  • 12. NET OPERATING LOSS $0 NET INCOME Example: ESBT with $1,000,000 of long-term capital gain and $1,500,000 of rental real estate losses Trust elects to group all rental real estate activities under Treas. Reg. §1.469-9, trust participates in the rental activities and the trust qualifies as a real estate professional under Sec. 469. $0 tax is due The $1,000,000 long-term capital gain is offset by $1,000,000 of rental real estate losses. The excess $500,000 loss generates an net operating loss which can be carried back two years or carried forward twenty years. www.cga-cpa.com