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T.C. Memo. 2012-327

UNITED STATES TAX COURT

G.D. PARKER, INC., Petitioner v.

COMMISSIONER OF INTERNAL REVENUE, Respondent

Docket Nos. 20280-06L, 29268-09,

5020-10, 5044-10.

Filed November 27, 2012.

David M. Garvin, for petitioner.

Sergio Garcia-Pages and Timothy A. Sloane, for respondent.

MEMORANDUM FINDINGS OF FACT AND OPINION

HAINES, Judge: In these consolidated cases,1 respondent issued a notice of

determination and three notices of deficiency. After concessions2 the issues for

'These cases were consolidated for purposes of trial, briefing, and opinion.

2Respondent concedes that petitioner established that Vilanova, S.A., had a

(continued...)

SERVED Nov 27 2012

-2[*2] decision are: (1) whether G.D. Parker, Inc. (petitioner), is entitled to deduct a

capital loss of $12,624,219 from the sale of stock in 2004; and, as a result, whether

petitioner is entitled to a capital loss carryback of $3,089,131 for 2003 and a

capital loss carryover of $7Q22,827 for 2005; (2) whether respondent's Appeals

Office properly sustair ed respondent's filing of a notice of Federal tax lien with

respect to petitioner's self-assessed income tax liability for 2003; (3) whether

petitioner failed to report $1 million of income from the sale of partnership

interests in 2003, and lternatively, if the receipt of $1 million in 2003 is

determined to be a lo

, whether petitioner failed to include $1 million of

cancellation of indebt dness income for 2004; (4) whether petitioner is entitled to

deductions for depreci ion of $104,650, $85,610, and $84,089 for 2003, 2004,

and 2005, respectively; (5) whether petitioner is entitled to various deductions for

2(...continued)

basis of $12,746,730 in the BellSouth Peru, S.A. stock immediately before

petitioner allegedly ac uired the stock from Vilanova, S.A., on December 21,

2004. Respondent also concedes that petitioner reported its receipt of $7 million

from the sale of partnership interests in Miami Beach Marina Associates, Ltd., and

Conch Harbor Marina Associates, Ltd., including the $1 million it received during

2003, on its Federal income tax return for the taxable year 2004. Respondent

concedes that the amo nt of petitioner's withholding tax liability for constructive

dividends in 2003 is $80,100, not $87,300. Finally, respondent concedes that

petitioner is not liable for the additions to tax under secs. 6651(a)(1) and (2) and

6656 relating to unreported dividends.

-3[*31repair and maintenance expenses of $123,242, $50,000, and $9,623 for 2003,

2004, and 2005, respectively; (6) whether petitioner is entitled to miscellaneous

other deductions of $1,106,497, $468,938, and $304,718 for 2003, 2004, and

2005, respectively; (7) whether petitioner is liable for withholding tax under

sections 14423 and 1461 of $80,100, $90,000, and $90,000 for 2003, 2004, and

2005, respectively; and (8) whether petitioner is liable for accuracy-related

penalties under section 6662 for 2003, 2004, and 2005.

FINDINGS OF FACT

Some of the facts have been stipulated and are so found. Those exhibits

attached to the stipulations which were found relevant and admissible are

incorporated herein by this reference. At the time the petitions were filed,

petitioner was a Florida corporation with its principal place of business in Key

Biscayne, Florida.

1.

G.D. Parker, Inc., & Subsidiaries

Genaro Delgado Parker is a citizen and resident of the Republic of Peru. On

February 5, 1997, Mr. Parker incorporated petitioner under the laws of the State of

Unlëss otherwise indicated, all section references are to the Internal

Revenue Code (Code), as amended and in effect for the years at issue, and all Rule

references are to the Tax Court Rules of Practice and Procedure. Amounts are

rounded to the nearest dollar.

-4[*4] Florida. Vilanova, S.A. (Vilanova), a corporation organized under the laws

of the Republic of Panama, held all of the stock of petitioner. During the years at

issue petitioner filed consolidated Federal income tax returns as the common

parent of an affiliated group (GD Parker affiliated group). The members of the

affiliated group included M. Vanini Investments, Inc. (Vanini), G. D. P.

Investments, Inc. (GDP), and Stella-Mar, Inc. (Stella-Mar).

A.

Vanini

Vanini was a co poration organized under the laws of the State of Florida on

May 28, 1996. Petitioner owned all of the stock of Vanini during the years at

issue. Vanini owned a home in Key Biscayne Florida (Key Biscayne home),

during the years at isst e and in January 2000 purchased a home in Valdemossa,

Spain (Valdemossa ho:ne).

i.

Key Biscayne Home

The Key Biscayne home was a single-family home in Key Biscayne,

Florida. The.home wa a 23-room, luxury three-story house which included a

living room, a kitchen, a dining room, a dining area, a utility room, a den, a family

room, a patio with a balcony, seven bedrooms, and 7-1/2 bathrooms. It sat on

14,250 square feet of land and included 10,105 square feet of living area abutting

a double wide canal with access to Biscayne Bay and the Atlantic Ocean. The

-5[*5] ground floor of the home contained a four-car garage, a swimming pool, a

built-in spa, and an office.

During 2003, 2004, and 2005 Mr. Parker and his family were given rent-free

use of the Key Biscayne home. Lesli M. Loayza, Mr. Parker's daughter, resided at

the home throughout 2003, 2004, and 2005 while she attended Florida

International University. Jonathan S. Loayza, Mr. Parker's son, resided at the

home for least six months during 2003 and five months during 2005. In 2003 Mr.

Loayza attended St. Agnes Academy in Key Biscayne, and in 2005 he attended

Gulliver Academy in Coral Gables, Florida. Estrella Delgado Parker Vanini, Mr.

Parker's daughter, resided at the home for six months during 2003. She also

attended St. Agnes Academy in 2003. Marcella Vanini, Mr. Parker's wife, resided

at the home whenever she visited Miami, including at least five visits to Miami.in

April, July and August 2004, and February and September 2005. Mr. Parker

resided at the home whenever he visited Miami, including at least 11 visits to

Miami in May, June, September, October, and December 2003; in January,

February, June, and September 2004; and in February and September 2005. Mr.

Parker reserved a bedroom at the home exclusively for his use. Blanca A.

Gonzalez, the Parker family's personal maid, also lived at the Key Biscayne home

during 2003, 2004, and 2005.

-6[*6] Ms. Bruce, the Èdministrative assistant for the GD Parker affiliated group,

worked out of the Key Biscayne home. She used the office on the ground floor

five days a week. The office contained the records and files for the four

companies making up the GD Parker affiliated group. Ms. Bruce had exclusive

use of the ground floor office as none of Mr. Parker's family members used the

office space.

ii.

Valdemossa Home

The Valdemossa home was a two-story building on 31,090 square meters of

land on top of a mountain on the island of Mallorca, Spain, overlooking the

Mediterranean Sea. Mr. Parker used the Valdemossa home during 2003, 2004,

and 2005 as a vacatio home for approximately one month per year. Mr. Parker

used the yacht, the Stella Mar (described infra), while he was on vacation at the

Valdemossa home. Petitioner did not rent, or offer to rent, the Valdemossa home

to third parties during 2003, 2004, and 2005.

B. .

Stella-Mar

Stella-Mar was a corporation organized under the laws of the State of

Florida on February 6, 1997. Petitioner owned all the stock of Stella-Mar. StellaMar purchased a 78-foot Azimut yacht called the Stella Mar (yacht).

-7[*7] C.

GDP

GDP was a corporation organized under the laws of the State of Florida on

May 21, 1996. Petitioner owned 80% of the stock of GDP. In turn GDP held an

approximately 49% limited partnership interest in Conch Harbor and a 50%

limited partnership interest in Miami Beach Marina Associates. Conch Harbor

owned the Conch Harbor Marina in Key West, Florida. Miami Beach Marina

Associates owned the Miami Beach Marina in Miami Beach, Florida.

The following chart shows the holdings of the various entities.

-8[*8]

Vilanova, S.A.

Panamanian

corporation

100%

G.D. Parker,

Inc.

Florida

corporation

80

M. Vanini

Investments, Inc.

Florida

corporation

G.D.P.

Investmen ts, Inc.

Florida

corporation

Stella-Mar, Inc.

Florida

corporation

Miami Beach Marina

Associates LT D

Conch Harbor

Marina Associates

Florida limited

partnership

Florida limited

partnership

On December 5, 2003: GDP sold all of its partnership interest in Miami

Beach Marina Associates and Conch Harbor (partnership interests) to Robert

Christoph for $7 milli n. Mr. Parker negotiated the price and other terms of the

sale on behalf of GDP. The parties entered into an installment sale in which Mr.

-9[*9] Christoph paid $1 million to GDP in 2003 and $6 million to GDP in 2004.

Petitioner filed Forms 6252, Installment Sale Income, with both its 2003 and 2004

Federal income tax returns. The installment sale resulted in petitioner's reporting

capital gains of $3,089,131 for 2003 and $7,722,827 for 2004.4 Petitioner treated

the $1 million GDP received from Mr. Christoph in 2003 as an advance on the $7

million GDP was supposed to receive in sale proceeds in 2004. Consequently, his

accountants treated the $1 million as a loan and not income for 2003. Petitioner

reported the $1 million received in 2003 and the $6 million received in 2004 as $7

million of capital gain income on its 2004 consolidated Federal income tax return.

Morrison, Brown, Argiz & Farra, LLP (MBAF), prepared the GD Parker

affiliated group's U.S. Federal income tax returns. MBAF also provided tax

planning advice to Mr. Parker and the GD Parker affiliated group. Miguel G.

Farra is a partner at MBAF, a certified public accountant, and an attorney. On

September 1, 2004, Mr. Farra met with Mr. Parker to discuss the GD Parker

affiliated group's 2003 and 2004 Federal income tax returns. Mr. Farra informed

Mr. Parker that the GD Parker affiliated group would owe Federal income tax on

4The difference between the capital gains reported on petitioner's 2003 and

2004 Federal income tax returns and the cash received is due to petitioner's

claiming deductions for partnership losses which should have been carried

forward or otherwise limited.

- 10 [*10] approximately $7 million of gain for 2004 from the sale of the partnership

interests. Mr. Parker indicated to Mr. Farra that it was an inopportune time to

have to pay so much tax. The two men discussed ways to avoid paying tax on the

gain for 2004.

On September 17, 2004, Mr. Farra and Lief Novie, a certified public

accountant and an attorney working for MBAF in 2004, wrote a memorandum to

Mr. Parker in which MBAF determined that the best way to offset the $7 million

of capital gains for 2004 was to have Vilanova, petitioner's parent corporation,

contribute to petitioner in a section 351 transaction shares of stock.with a built-in

loss.5 MBAF included a warning that the IRS could disallow the loss deduction to

petitioner if Vilanova's transfer of the built-in loss asset did not have a legitimate

business purpose. The memorandum further warned that there was a proposal in

Congress to limit the transfer of built-in loss assets and that petitioner might not be

entitled to claim a tax loss from the disposition of the built-in loss asset if the

legislative proposal was implemented with an effective date prior to the date of

petitioner's acquisition of the built-in loss asset. On September 30, 2004, Mr.

Farra prepared a Spanish translation of the September 17, 2004, memorandum.

5Discussed infra

- 11 [*11] On October 22, 2004, Congress passed the American Jobs Creation Act of

2004, Pub. L. No. 108-357, sec. 836(a), 118 Stat. at 1418, which added section

362(e) limiting the importation of built-in losses. Section 362(e) is effective for

transactions occurring after October 22, 2004.

2.

Mr. Parker's Foreign Corporations

A.

Tele2000

Mr. Parker also controlled a group of foreign corporations. This group

included Vilanova, petitioner's parent corporation. Mr. Parker organized these

foreign corporations before organizing petitioner and the GD Parker affiliated

group.

In 1990 Mr. Parker organized Telemovil, S.A. (Telemovil), a Peruvian

telecommunications company. Mr. Parker also organized a Panamanian

corporation, Vicmar, S.A. (Vicmar). Mr. Parker held all the shares of Vicmar.

Mr. Parker and Vicmar together owned approximately 73% of the outstanding

shares of Telemovil with the general public owning the remaining outstanding

shares of stock. On April 11, 1993, Telemovil changed its name to Tele2000, S.A.

(Tele2000).6 Tele2000 was a publicly traded company listed on the Lima Stock

6In 1999 Tele2000 changed its name to BellSouth Peru, N.A. (BellSouth

Peru). During November 2004 BellSouth Peru changed its name to

(continued...)

- 12 [*12] Exchange in Lima, Peru, that provided cellular telephone and paging

services in Peru. As of July 16, 1996, Mr. Parker owned approximately 33% of

Tele2000 and Vicmar owned approximately 39% of Tele2000. Vicmar also

owned.all of the stock of Vilanova.

The following c art shows the holdings of the various entities.

Genaro

Delgado

Parker

33%

100%

Vicmar, S.A.

Panamanian

corporation

Tele2000, S.A.

Peruvian

corporation

100%

Vilanova, S.A.

anamanian

c rporation

6(...COnlinued)

Comunicaciones Moviles del Peru, S.A. (Comunicaciones Moviles). On June 1,

2005, Comunicaciones Moviles changed its name to Telefonica Moviles, S.A.

(Telefonica Moviles Peru). Unless otherwise indicated, for purposes of this

opinion we refer to Telemovil, Tele2000, BellSouth Peru, Communicaciones

Moviles, and Telefonic|a Moviles Peru as "Tele2000 ".

- 13 -

[*13] B. ·

Sale of Tele2000 Shares to BellSouth

BellSouth Corp. (BellSouth) is a corporation organized under the laws of

the State of Georgia. In 1996 BellSouth entered into negotiations with Mr. Parker

and Vicmar as part of an effort to acquire a majority interest in Tele2000.

BellSouth created BellSouth Peru BVI, Ltd. (BellSouth Peru BVI), a corporation

organized under the laws of the British Virgin Islands, to hold the shares of stock

it purchased in Tele2000. On December 5, 1996, Mr. Parker, Vicmar, BellSouth

Peru BVI, and Tele2000 entered into a stock purchase agreement under which Mr.

Parker and Vicmar sold 37.28% of the outstanding shares in Tele2000 to

BellSouth Peru BVI for $71,280,000. As of January 7, 1997, BellSouth Peru BVI

had acquired from all shareholders, including the public, approximately a 60%

majority shareholder interest in Tele2000 while Mr. Parker and Vicmar retained

approximately a 40% minority interest.

BellSouth Peru BVI made substantial changes to Tele2000's management

structure and its accounting methods. Tele2000 began losing money, which

required it to make a capital call of $50 million in 1997 and another $50 million in

1998. In order to maintain its and Mr. Parker's approximately 40% minority

position in Tele2000, Vicmar purchased 13,333,333 additional shares for $1.50

per share in 1997 and 20 million shares for $1 per share in 1998.

- 14 [*14] On March 26, 1999, Mr. Parker, Vicmar, Vilanova, and BellSouth Peru BVI

entered into a second s ock purchase agreement (second stock purchase

agreement) under whi

BellSouth Peru BVI agreed to purchase all but

approximately 2% of

. Parker's, Vicmar's, and Vilanova's remaining shares of

stock in Tele2000. M . Parker, Vicmar, and Vilanova received 50 cents a share in

cash and the shares of TeleCable, S.A. (TeleCable), a·wholly owned subsidiary of

Tele2000. TeleCable is a corporation organized under the laws of the Republic of

Peru that provided television cable services in Peru. BellSouth had no.interest in

the cable business. After the close of the second stock purchase agreement, Mr.

Parker, Vicmar and Vilanova were left with 14,643,477 shares of Tele2000 stock

and all of the stock of TeleCable, now held as a wholly owned subsidiary of

Vicmar

As of July 18, 2001, BellSouth Peru BVI owned 97.4267% of the total

shares of stock in Tele2000. Vicmar held 12,746,730 shares of stock in Tele2000,

representing 2:09151% of the total shares of stock in Tele2000 (Tele2000 shares).

The Tele2000 shares were valued at $l iper share giving Vicmar a basis of

$12,746,7307 in the shares.

7The parties stip lated the basis attributable to the remaining Tele2000

shares.

- 15 [*15] The following chart shows the holdings of the various entities as of July 18,

2001.

TeleCable, S.A.

Peruvian

corporation

Genaro

Delgado

BellSouth

Corporation

Georgia

Parker

corporation

100%

100%

Vicmar, S.A.

BellSouth Peru

Panamanian

BVI, Limited

corporation

British Virgin

Islands corporation

Tele2000, S.A.

Peruvian

corporation

- 16 [*16] On November 29, 2002, Vicmar transferred ownership of the Tele2000

shares to Vilanova. The following chart shows the holdings of the various entities

as of November 29, 2002.

Genaro

Delgado

Parker

mo%

BellSouth

Corporation

Georgia

corporation

Vicmar, S.A.

Panamanian

corporation

100%

100%

BellSouth Peru

BVI, Limited

British Virgin

Islands corporation

100%

,

TeleCable, S.A.

Vilanova, S.A.

Peruvian

corporation

Panamanian

corporation

97.4267%

2.09151

Tele2000, S.A.

Peruvian

corporation

- 17 [*17] In 1999 the Superintendencia Nacional De Administraciòn Tributaria

(SUNAT)8 began an audit of Tele2000. SUNAT determined that Tele2000 had an

unpaid Peruvian tax liability of 165,320,885 Peruvian soles (approximately $50

million) for 1994 through 1.996, years in which Mr. Parker and Vicmar controlled

the company. In September 2000 Tele2000 settled its Peruvian tax liability

through an amnesty program agreeing to pay SUNAT 34,585,372 Peruvian soles

(approximately $10 million).

BellSouth Peru BVI and Tele2000 sought indemnification from Mr. Parker

and Vicmar for the approximately $10 million paid to SUNAT. They argued that

the tax liability was incurred during Mr. Parker and Vicmar's management of

Tele2000. Mr. Parker and Vicmar argued that BellSouth Peru BVI was solely

responsible for the tax liability because BellSouth Peru BVI had lost Tele2000's

1994, 1995 and 1996 tax records which substantiated the tax positions taken for

those years.

During 2001 and 2002 Tele2000, BellSouth Peru BVI, Mr. Parker, and

Vicmar engaged in settlement negotiations to resolve their various disputes,

.

including the dispute over the approximately $10 million payment to SUNAT. In

8SUNAT is an agency of the Peruvian Government responsible for

enforcing the Peruvian tax laws, similar to the Internal Revenue Service (IRS).

- 18 [*18] September 2001 Mr. Parker and Vicmar proposed contributing $5 million

towards Tele2000's $10 million settlement with SUNAT in exchange for

BellSouth Peru BVI's purchasing all of Mr. Parker's and Vicmar's stock in

Tele2000, including tl3e Tele2000 shares, for $2 a share ($29,286,954 for

14,643,477 shares). BellSouth Peru BVI rejected Mr. Parker and Vicmar's

settlement proposal.

.

In 2002 BellSouth and BellSouth Peru BVI began negotiating with

Telefonica Moviles, S.A. (Telefonica), a Spanish media conglomerate, to sell

Telefonica its Latin American operations, including Tele2000. Telefonica wanted

to acquire 100% of Tele2000, not just BellSouth Peru BVI's interest. Thus,

BellSouth Peru BVI resumed negotiations with Mr. Parker and Vicmar. On April

4, 2002, Mr. Parker and Vicmar again offered to sell their shares in Tele2000,

including the Tele200Ò shares, to BellSouth Peru BVI, this time for 35 cents per

share and BellSouth Peru BVI's agreement to drop its claim with regard to the $10

million paid to SUNAT. BellSouth Peru BVI rejected the offer, instead choosing

to handle the matter through arbitration.

On August 1, 2003, BellSouth Peru BVI and Tele2000 filed for arbitration

against Mr. Parker and Vicmar seeking $10 million in damages (arbitration) not

knowing that the Tele2000 shares had been transferred from Vicmar to Vilanova

- 19 [*19] on November 29, 2002. The arbitration took place in September 2004 in

New York City and was titled "BellSouth Peru BVI Limited and BellSouth Peru,

S.A. v. Corporacion Vicmar, S.A. and Genaro Delgado Parker". The arbitration

panel consisted of three attorneys from the law firm Hughes, Hubbard & Reed,

LLP. Petitioner, though not a party to the arbitration, paid the expenses associated

with the arbitration including Vicmar's (Vilanova's) attorney's fees.

Mr. Parker in turn sought legal advice about initiating a shareholder

derivative suit against BellSouth Peru BVI and Tele2000 in Lima, Peru. Mr.

Parker argued that BellSouth Peru BVI's poor management of Tele2000 had

caused the minority shareholders (i.e., Mr. Parker and Vilanova) to sustain a

substantial economic loss. Mr. Parker's attorney, James Vidalon Orellana,

recommended that Vilanova transfer the Tele2000 shares to a U.S. company

because Panamanian companies were viewed less favorably by the Peruvian

courts. Mr. Orellana recommended that they proceed by filing a complaint in

Vilanova's name and later amend the complaint to reflect new ownership of the

shares.

On December 10, 2004, Vilanova initiated a shareholder derivative suit

against Tele2000 and BellSouth Peru BVI in the 17th Civil Specialized Court of

Lima, Peru (shareholder derivative suit).

- 20 [*20] C.

Transfer of Tele2000 Shares to Petitioner

On August 30, 2004, Pedro Mujica Benavides, Vilanova's Peruvian

attorney, wrote a letter to petitioner on behalf of Vilanova proposing to make a

capital contribution to petitioner of the Tele2000 shares. The shares were valued

at $1 per share for a capital contribution of $12,746,730. On September 2, 2004,

at a special meeting of the board of directors of petitioner, Mr. Parker, as the sole

director of petitioner, íccepted Vilanova's contribution. That same day, Mr.

Parker, as president of petitioner, responded to the August 30, 2004, letter

accepting Vilanova's capital contribution. Vilanova confirmed receipt of

petitioner's September 2, 2004, acceptance and informed petitioner that it was

sending a letter of instructions to Sociedad Agente de Bolsa LatinoAmericana,

S.A. (LatinoAmericana),9 as transferor, requesting that it formalize the transfer.

On September 20, 200 , Mr. Parker as a representative of petitioner, wrote a letter .

to LatinoAmericana directing LatinoAmericana to transfer the Tele2000 shares to

petitioner in an over-t e-counter transaction. That same day, Federico Castro

Ramirez, as a representative of Vilanova, also wrote a letter to LatinoAmericana

9LatinoAmericana, a corporation organized under the laws of the Republic

of Peru, is a brokerage firm licensed to trade securities listed on the Lima Stock

Exchange.

- 21 [*21] directing it to transfer the Tele2000 shares to petitioner in an over-thecounter transaction.-

The physical stock certificate for the Tele2000 shares (Tele2000 stock

certificate) was being held in Vilanova's account with Lehman Brothers, Inc.

(Lehman), in Miami, Florida. Felix Perez, a senior vice president in the financial

services division of Lehman's Miami office handled Vilanova's account. On

September 17, 2004, Mr. Quesada, Vilanova's attorney, faxed a letter to Lehman

dated September 15, 2004, requesting Lehman to transfer the Tele2000 shares into

a Lehman account established for petitioner.

Mr. Perez, though.the account manager, was not authorized to make the

transfer. Lehman maintained a back office that was responsible for executing all

transfers of securities. Mr. Perez requested the back office to take the necessary

steps to transfer the stock to petitioner. Lehman's back office at first was unsure

how to transfer the Tele2000 shares. Eventually, it determined that the stock was

a local security which needed to be transferred in accordance with Peruvian law.

Lehman determined that Vilanova had to transfer the stock through the Lima

Stock Exchange.

On November 17, 2004, Mr. Parker sent a letter to Lehman on behalf of

Vilanova. Mr. Parker requested that Lehman complete the transfer of the

-22[*22] Tele2000 shares from Vilanova's account to petitioner's account and notify

the Lima Stock Exchange of the transfer. Lehman received the letter, and an

employee of Lehman

ade a handwritten note on the letter to make journal entries

moving the Tele2000 hares from Vilanova's account to petitioner's account.

Petitioner opened an account with Lehman sometime in November 2004. Lehman

issued an account statement to petitioner for the month of December 2004.'° The

December 2004 state ent was the first account statement that Lehman issued for

petitioner's account. The December statement contained a December 1, 2004,

journal entry transferring the Tele2000 shares into petitioner's account. The

statement also contained.a second journal entry on December 2, 2004, canceling

the December 1, 2004, journal entry. As a result, the Tele2000 shares never

entered petitioner's account.

On December 17, 2004, Lehman received a signed letter from Mr. Parker on

behalf of Vilanova. M . Parker requested that Lehman mail the Tele2000 stock

certificate to Lima, Peru. That same day, Lehman mailed the Tele2000 stock

certificate to Lima in accordance with Vilanova's instructions.

1°The exact date petitioner opened its account with Lehman is unknown.

The first financial statement available for petitioner's account with Lehman is the

December 2004 statem nt. Mr. Perez testified that the first statement for an

account becomes available in the month following the month in which the account

is opened.

- 23 [*23] On December 21, 2004, LatinoAmericana received delivery of the Tele2000

stock certificate from Lehman. The fair market value of the Tele2000 shares on

December 21, 2004, was $195,418 (12,746,730 shares valued at approximately 1.5

cents per share). On December 21, 2004, petitioner sent a letter to

LatinoAmericana confirming petitioner's September 20, 2004, order requesting

the transfer of the Tele2000 shares to petitioner. LatinoAmericana took a number

of steps on December 21, 2004, to transfer the Tele2000 shares to petitioner: (1)

LatinoAmericana executed the transfer in an over-the-counter transaction and

issued two transfer documents, one reflecting Vilanova's transfer of the Tele2000

shares and the other reflecting petitioner's receipt of the Tele2000 shares; (2)

LatinoAmericana informed Tele2000 of the transfer; (3) Tele2000 canceled the

Tele2000 stock certificate and issued a new certificate reflecting petitioner's

ownership of the Tele2000 shares; (4) Tele2000 registered the transfer in its stock

ledger; and (5) LatinoAmericana notified the Lima Stock Exchange of the transfer

and the Lima Stock Exchange reported the transfer in the Lima Stock Exchange

Daily Gazette.

D.

· Sale of Tele2000 to Telefonica

In March 2004 BellSouth entered into an agreement with Telefonica to sell

its Latin American operations, including its stock in Tele2000 for $5.8 billion.

- 24 [*24] Telefonica agreed to pay approximately 1.5 cents per share for Tele2000,

and BellSouth agreed to indemnify Telefonica for any ongoing litigation with

Tele2000's minority shareholders and to ensure that Telefonica would not have to

pay more per share to the minority shareholders than it paid to BellSouth Peru BVI

for its shares. BellSou h contacted Mr. Parker and informed him of the sale and

Telefonica's offer to purchase the Tele2000 shares for approximately 1.5 cents per

share. The sale of Bellsouth's Latin American operations to Telefonica was

finalized on October 28, 2004.

On December 16, 2004, BellSouth, Tele2000, Telefonica, Mr. Parker,

Vicmar, Vilanova, and petitioner entered into a share transfer and settlement

agreement (share transfer agreement). Petitioner was made a party to the share

transfer agreement at t e last minute after Mr. Parker represented to the other

parties that petitioner was the owner of the Tele2000 shares. Before Mr. Parker's

last-minute representation, BellSouth's attorney, Arthur Hillman, was unaware of

petitioner's existence. Petitioner agreed to sell the Tele2000 shares to Telefonica

for $195,418 (approximately 1.5 cents per share), and BellSouth Peru BVI and

Tele2000 agreed to seek dismissal of the arbitration. Vilanova also agreed to seek

dismissal of its sharehdlder derivative suit. On December 16, 2004, Vilanova filed

- 25 [*25] a motion in the 17th Civil Specialized Court of Lima, Peru, to dismiss its ·

shareholder derivative suit.

The sale was finalized on December 23, 2004. Telefonica paid $122,570 for

the shares ($195,418 less brokerage commissions, CONASEV fees, and sales tax).

Telefonica made payment to Mr. Parker, not petitioner. Petitioner reported the

sale of the Tele2000 shares on its 2004 Federal income tax return. Petitioner

reported a sale price of $122,570 and a basis in the Tele2000 shares of

$12,746,730 resulting in a capital loss of $12,624,219. Although respondent

concedes the sale price of the Tele2000 shares, he challenges petitioner's basis in

the Tele2000 shares and the deductibility of the capital loss on the various grounds

discussed infra.

On December 28, 2004, BellSouth Peru BVI, Tele2000, Mr. Parker, and .

Vicmar filed a stipulation of dismissal with the arbitration panel stating that the

parties had settled all claims raised in the arbitration. As a result, on January 7,

2005, the arbitration panel dismissed the claims without ruling on the merits of the

case.

- 26 [*26] 3.

Notice of Determination and Notices of Deficiency

A.

Notice of Determination (Docket No. 20280-06L)

Petitioner filed a delinquent consolidated Federal income tax return for

2003 on January 4, 2005. Petitioner reported, but did not pay, a tax liability of

$636,279. Petitioner also failed to make estimated páyments of tax for 2003. On

June 7, 2005, respondent filed a notice of Federal tax lien in Dade County,

Florida, with respect t petitioner's self-assessed tax liability for 2003. On or

about June 14, 2005, respondent mailed petitioner Letter 3172, Notice of Federal

Tax Lien Filing & Yo r Right to a Hearing Under IRC § 6320 (notice of Federal

tax lien). Petitioner timely filed Form 12153, Request for a Collection Due

Process or Equivalent Hearing. On July 14, 2006, respondent's Appeals Office

held a telephone conference with petitioner's representative, Rosa Bravo. During

the due process hearing, petitioner argued that it had sustained a capital loss on its

2004 Federal income tax return and had filed an amended Federal consolidated

income tax return for 2003 claiming a capital loss carryback which reduced its

2003 tax liability to zero. Petitioner timely filed its 2004 Federal consolidated

income tax return on March 15, 2005, along with an amended Federal

consolidated income tax return for 2003. Respondent did not process petitioner's

2004 return until May 9, 2005. As a result, petitioner's 2003 amended Federal

- 27 [*27] income tax return could not be processed when filed as the 2004 carryback

was not available. On September 12, 2006, respondent's Appeals Office issued a

notice of determination sustaining the filing of the notice of Federal tax lien. On

October 5, 2006, petitioner filed the petition in docket No. 20280-06L.

B.

Notice of Deficiency (Docket No. 29268-09)

On September 16, 2009, respondent issued to petitioner a notice of .

deficiency for 2005 which determined a Federal income tax deficiency of

$839,462 and an accuracy-related penalty of $335,785 under section 6662 based

upon petitioner's failure to substantiate its claimed basis in the Tele2000 shares.

Accordingly, the capital loss carryover of $2,660,117 claimed for 2005 was

disallowed. Respondent, alternatively, determined that the transaction in which

petitioner acquired the Tele2000 shares constituted an importation of a net built-in

loss under section 362(e). Therefore, under respondent's determination

petitioner's basis in the Tele2000 shares was equal to the fair market value of the .

shares immediately after acquisition, eliminating the claimed capital loss

carryover. Respondent also determined that the capital loss carryover was

disallowed under section 482 and the doctrine of Commissioner v. Court Holding

Co., 324 U.S. 331 (1945), and because the transfer of the Tele2000 shares served

no business purpose. Finally, respondent determined that petitioner failed to

- 28 [*28] substantiate various trade and business expenses under section 162. On

December 9, 2009, petitioner timely filed the petition in docket No. 29268-09.

C.

Notice of Deficiency (Docket No. 5044-10)

On December 10, 2009, respondent issued petitioner a notice of deficiency

which determined Federal income tax deficiencies of $793,692 and $2,888,443 for

2003 and 2004, respectively. Respondent also determined that petitioner was

liable for accuracy-rel ted penalties of $158,738 and.$1,102,840 for 2003 and

2004, respectively. Respondent determined that petitioner had failed to report $1

million of income during 2003 from the sale of its partnership interests.

Respondent alternatively argued that if the $1 million is determined to be a loan,

petitioner failed to report income from the discharge of indebtedness in 2004.

Respondent also determined that petitioner had failed to substantiate its claimed

basis in the Tele2000 shares. Thus, respondent disallowed the capital loss in 2004

and the capital loss carryback claimed for 2003. Respondent, alternatively,

determined that the capital loss claimed for 2004 and resulting capital loss

carryback claimed for 2003 were disallowed under sections 362(e) and 482 and

under the step transaction doctrine. Finally, respondent determined that petitioner

failed to substantiate various trade and business expenses under section 162. On

February 26, 2010, petitioner timely filed the petition in docket No. 5044-10

- 29 [*29] D.

Notice of Deficiency (Docket No. 5020-10)

On January 26, 2010, respondent issued petitioner a notice of deficiency

which determined Federal income tax deficiencies of $87,300, $90,000, and

$90,000 for 2003, 2004, and 2005, respectively. Respondent also determined that

petitioner was liable for the following additions to tax: $19,643, $20,250, and

$20,250 for 2003, 2004, and 2005, respectively, for failure to file withholding tax

returns under section 6651(a)(1); $21,825, $22,500, and $21,150 for 2003, 2004,

and 2005, respectively, for a failure to pay withholding tax under section

6651(a)(2); and $8,730, $9,000, and $9,000 for 2003, 2004, and 2005,

respectively, for failure to deposit withholding tax under section 6656.

Respondent has conceded all of the above additions to tax related to the

unreported dividends. Respondent determined that petitioner failed to withhold a

tax of 30% on constructive dividends paid to Mr. Parker. On February 25, 2010,

petitioner timely filed the petition in docket No. 5020-10.

A trial was held in Miami, Florida, in January 2011.

- 30 -

[*30]

I.

OPINION

Burden of Proof

As a general rul the taxpayer bears the burden of proving that the

Commissioner's deterniinations are erroneous. Rule 142(a)(1); Welch v.

Helvering, 290 U.S. 111, 115 (1933).

II.

Step Transaction Doctrine

Respondent claims that petitioner should be denied the capital loss

deduction claimed on its 2004 Federal income tax return under the step transaction

doctrine. Respondent argues that Vilanova always intended to sell the Tele2000

shares to Telefonica and that it simply interjected petitioner into the transaction to

obtain a U.S. Federal income tax benefit. Petitioner claims that each step in its

transaction had independent significance and a business purpose.

"Under the step transaction doctrine, a particular step in a transaction is

disregarded for tax purposes if the taxpayer could have achieved its objective more

directly, but instead included the step for no other purpose than to avoid U.S.

taxes." Del Commercial Props., Inc. v. Commissioner, 251 F.3d 210, 213-214

(D.C. Cir. 2001), aff' T.C. Memo.1999-411; see also Superior Trading, LLC v.

Commissioner, 137 T.C. 70, 88 (2011); Penrod v. Commissioner, 88 T.C. 1415,

1428-1430 (1987); Go don v. Commissioner, 85 T.C. 309, 324 (1985).

- 31 [*31] Courts have applied three alternative tests in deciding whether the step

transaction doctrine should be invoked in a particular situation; namely, (1) if at

the time the first step was entered into, there was a binding commitment to

undertake the later step (binding commitment test), (2) if separate steps constitute

prearranged parts of a single transaction intended to reach an end result (end-result

test), or (3).if separate steps are so interdependent that the legal relations created

by one step would have been fruitless without a completion of the series of steps

(interdependence test). See Penrod v. Commissioner, 88 T.C. at 1428-1430. More

than one test might be appropriate under any given set of circumstances; however,

the circumstances need satisfy only one of the tests in order for the step transaction

doctrine to apply. Associated Wholesale Grocers, Inc. v. United States, 927 F.2d

1517, 1527-1528 (10th Cir.1991)(finding end-result test inappropriate but ,

applying the step transaction doctrine using the interdependence test). We now

turn to the application of these three tests to the transaction involved herein.

A.

End-Result Test

We first consider application of the end-result test. The end-result test

combines into a single transaction separate events that appear to be components of

something undertaken to reach a particular result. Kornfeld v. Commissioner, 137

F.3d 1231, 1235 (10th Cir.1998), aff'a T.C. Memo.1996-472; Associated

- 32 [*32] Wholesale Grocers, Inc., 927 F.2d at 1523. Under the end-result test, if we

find that a series of cl sely related steps in a transaction is merely the means to

reach a particular end result, we will not separate the steps but instead will treat

them as a single transa tion. Superior Trading, LLC v. Commissioner, 137 T.C. at

88-89; see also King E ers., Inc. v. United States, 418 F.2d 511, 516 (Ct. Cl.

1969); Helvering v. Ala. Asphaltic Limestone Co., 315 U.S. 179 (1942); Morgan

Mfg. Co. v. Commissioner, 124 F.2d 602 (4th Cir. 1941), aff'g 44 B.T.A. 691

(1941); Heintz v. Comn1issioner, 25 T.C. 132.(1955); Ericsson Screw Mach.

Prods. Co. v. Commissioner, 14 T.C. 757 (1950).

The end-result test focuses upon the actual intent of the parties at the time of

the transaction. It is flexible and bases tax consequences on the substance of the

transaction, not on the formalisms chosen by the participants. "The intent we

focus on under the end result test is not whether the taxpayer intended to avoid

taxes. * * * Instead, the end-result test focuses on whether the taxpayer intended to

reach a particular resul by structuring a series of transactions in a certain way."

True v. United States, 190 F.3d 1165, 1175 (10th Cir. 1999).

Under the end-result test, there is no independent tax recognition of the

individual steps unless the taxpayer shows that at the time the parties engaged in

the individual step, its esult was the intended end result in and of itself. Id. If

- 33 [*33] this is not what was intended, then we collapse the series of steps and give

tax consideration only to the intended end result. Id.

That, from the outset, a sale of the Tele2000 shares was the end result

intended by Mr. Parker and Vilanova is shown by several key pieces of evidence.

Mr. Parker was actively trying to sell the Tele2000 shares on behalf of Vilanova

before transferring the shares to petitioner. Mr. Lacasa, Mr. Parker's attorney,

testified that as early as 2001 Mr. Parker was trying to sell the Tele2000 shares.

Mr. Parker engaged in negotiations with BellSouth in 2001 to sell BellSouth Peru

BVI the Tele2000 shares for $2 per share. The parties could not agree to terms,

and the negotiations ended. In 2002 BellSouth entered into negotiations with

Telefonica to sell Telefonica BellSouth's Latin American operations, including

Tele2000. Mr. Parker was made aware of the negotiations and of Telefonica's

desire to purchase 100% of the shares of stock of Tele2000. Telefonica intended

to delist Tele2000 from the Lima stock exchange and make it a private company,

essentially making the Tele2000 shares worthless. Mr. Parker, with this newfound knowledge, once again engaged BellSouth Peru BVI in negotiations to sell

the Tele2000 shares at 35 cents per share. BellSouth Peru BVI once again rejected

Mr. Parker and Vilanova's offer.

- 34 [*34] In March 2004 BellSouth and Telefonica finalized the sale of BellSouth's

Latin American operat ons, meluding Tele2000. Telefonica purchased BellSouth

Peru BVI's interest in Tele2000 for approximatelysl.5 cents per share. .As part of

the terms of the sale, EellSouth, agreed to indemnify Telefonica.for any ongoing

litigation relating to th: Tele2000 shares. BellSouth also agreed that Telefonica

would not have to pay more per share to Tele2000's minority shareholders than

they paid to BellSouth Peru BVI. BellSouth contacted Mr. Parker and informed

him of the terms of the sale. The sale essentially put a ceiling on the price of the

Tele2000 shares.

Mr. Parker was informed on September 1, 2004, by his accountants that

petitioner would owe income tax on approximately $7 million of long-term capital

gain for 2004 from the sale of the partnership interests. His accountants informed

him he could avoid pa ment of the tax on the sale of the partnership interests by

transferring the Tele2 00 shares to petitioner, thus allowing petitioner to use the

long-term capital loss from the sale of the shares to Telefonica. At the time of the

transfer of the Tele2000 shares to petitioner, a sale of the shares to Telefonica was

a foregone conclusion. The parties had negotiated terms and several drafts of an

agreement before petit oner's involvement in the sale. Mr. Hillman testified that

- 35 [*35] he was unaware of petitioner's involvement in the sale of the Tele2000

shares until the very last minute, when petitioner was added to the fmal agreement.

On December 16, 2004, BellSouth, Tele2000, Telefonica, Mr. Parker,

Vicmar, Vilanova, and petitioner entered into the share transfer agreement. On

December 23, 2004, Telefonica paid $195,418, minus fees, for the Tele2000

shares. The payment was made to Mr. Parker individually, not petitioner.

Consequently, under the end-result formulation of the step transaction

doctrine, it is clear from the record that, from the start, the acquisition of the

Tele2000 shares by petitioner and the subsequent sale to Telefonica were really

steps of a single transaction intended to be taken for the purpose of reaching the

ultimate result. Those steps constituted part of a prearranged plan to have

Telefonica obtain the Tele2000 shares while having the capital loss shifted to

petitioner. Had Telefonica acquired the shares directly from Vilanova, this shift in

the capital loss would not have occurred, and petitioner would have been obligated

to report a capital gain rather than a capital loss that it could carry back to prior

years. Petitioner may not avoid this result by employing mere formalisms thinly

disguised to mask its true intentions. See Brown v. United States, 329 F.3d 664,

672 (9th Cir. 2003) (courts have "readily ignored the role of the intermediary"

where "a party acts as a 'mere conduit' of funds-a fleeting stop in a predetermined

-36[*36] voyage toward a particular result"). Hence under the end-result test

petitioner's ownership of the Tele2000 shares must be ignored, with Telefonica

being viewed as havmg acquired the shares from Vilanova. .

Petitioner argues that there was a legitimate business purpose for

transferring the shares to petitioner. Specifically, petitioner argues that it needed

money to build a 4G cellular network in TeleCable and obtaining the Tele2000

shares would provide uch funding. However, petitioner's argument does not

account for the fact that TeleCable was not part of the GD Parker affiliated group.

TeleCable was a Peruvian corporation, wholly owned by Vicmar, a Panamanian

corporation. Moreove , there is no evidence in the record of a joint venture

between petitioner and TeleCable or any agreement at all regarding the

development of a 4G cellular network. In fact, Ms. Bruce testified that the

expenses incurred in the development of the 4G cellular network were TeleCable's

expenses and were categorized as such on the bank reconciliation reports created

by Ms. Bruce.

Petitioner also argues that as an American company it was in a better

position to maximize the value of the Tele2000 shares in the ongoing disputes

with BellSouth and BellSouth Peru BVI. The value of the Tele2000 shares was

- 37 [*37] fixed by Telefonica. The identity of the seller of the Tele2000 shares was

irrelevant to a determination of price.

Moreover, the existence of business purposes and economic effects relating

to the individual steps in a complex series of transactions does not preclude

application of the step transaction doctrine. True, 190 F.3d at 1176-1177.

To ratify a step transaction that exalts form over substance merely

because the taxpayer can either (1) articulate some business purpose

allegedly motivating the indirect nature of the transaction or (2) point

to an economic effect resulting from the series of steps, would

frequently defeat the purpose of the substance over form principle.

Events such as the actual payment of money, legal transfer of

property, adjustment of company books, and execution of a contract

all produce economic effects and accompany almost any business

_ dealing. Thus, we do not rely on the.occurrence of these events alone

to determine whether the step transaction doctrine applies. Likewise,

a taxpayer may proffer some non-tax business purpose for engaging

in a series of transactional steps to accomplish a result he could have

achieved by more direct means, but that business purpose by itself

does not preclude application of the step transaction doctrine. * * *

Id. at 1177.

Under the end-result test, there is no independent tax recognition of the

individual steps unless the taxpayer shows that at the time the parties engaged in

the individual step, its result was the intended end result in and of itself. If this is

not what was intended, then we collapse the series of steps and give tax

consideration only to the intended end result. Transferring the Tele2000 shares to

- 38 [*38] petitioner was never the end result. Even if we were to believe petitioner's

business purpose, it in and of itself contemplates the sale of the Tele2000 shares as

the end result, one which could be accomplished without the additional step.

Petitioner's arguments do not disturb our application of the step transaction

doctrine. The intermediate step is ignored, and petitioner is denied its claimed

capital loss deduction from the sale of the Tele2000 shares in 2004 and

consequently the carryback to 2003 and carryover to 2005.

B.

Binding Commitment Test and Interdependence Test

Having found the end-result test applicable, we need not discuss the

application of the binding commitment and interdependence tests to the facts of

these cases.

III.

Section 362(e)

Respondent altematively argues that the transfer of the Tele2000 shares

falls under section 362(e) and as a result petitioner's basis in the Tele2000 shares

is $195,418, thus eliminating petitioner's 2004 capital loss, 2003 capital loss

carryback, and 2005 capital loss carryover. Though both respondent and

petitioner spent most of their briefs arguing when the transfer of the Tele2000

shares occurred and whether the transfer fell under section 362(e), we do not need

to reach a decision with respect to the section 362(e) issue, having found that no

- 39 [*39] transfer occurred for purposes of Federal income tax law under the step

transaction doctrine.

IV.

.

Whether Appeals Properly Sustained Respondent's Filing of the Notice of

Federal Tax Lien

Section 6321 imposes a lien in favor of the United States upon all property

and rights to property belonging to a person who is liable for Federal taxes and

neglects or refuses to pay them after notice and demand for payment has been

made. Section 6320(a) and (b) provides that a taxpayer shall be notified in writing

by the Commissioner of the filing of a notice of Federal tax lien and provided an

opportunity for an administrative hearing. A hearing under section 6320 is

conducted in accordance with the procedural requirements of section 6330. Sec.

6320(c).

If a taxpayer requests a hearing in a lien case, the hearing is to be conducted

by the Commissioner's Appeals Office. Sec. 6320(b)(1). At the hearing the

Appeals officer must verify that the requirements of any applicable law or

administrative procedure have been met. Secs. 6320(c), 6330(c)(1). The taxpayer

may raise any relevant issue with regard to the Commissioner's intended

collection activities, including challenges to the appropriateness of the proposed

lien and collection alternatives. Sec. 6330(c)(2)(A). A taxpayer is expected to

- 40 [*40] provide all relevant information requested by Appeals for its consideration

of the facts and issues involved in the hearing, including financial statements.

Secs. 301.6320-1(e)(1), 301.6330-1(e)(1), Proced. & Admin. Regs. A taxpayer

may raise challenges to the existence or amount of the underlying tax liability if

the taxpayer did not receive a notice of deficiency or otherwise have an

opportunity to dispute he tax. Sec. 6330(c)(2)(B).

If a taxpayer's underlying liability is properly at issue, the Court reviews

any determination regarding the underlying liability de novo. Sego v.

Commissioner, 114 T.C. 604, 610 (2000); Goza v. Commissioner, 114 T.C. 176,

181-182 (2000). The Court will review all other determinations regarding the

proposed collection for abuse of discretion. Sego v. Commissioner, 114 T.C. at

610; Goza v. Commissioner, 114 T.C. at 181-182. Generally, we consider only

arguments and issues the taxpayer raised at the collection hearing or otherwise

brought to the attentio of the Appeals Office. Giamelli v. Commissioner, 129

T.C. 107, 112-113 (2007); Magana v. Commissioner, 118 T.C. 488, 493 (2002);

see also sec. 301.6330- (f)(2), Q&A-F3, Proced. & Admin. Regs.

Petitioner argue that respondent's Appeals Office incorrectly sustained

respondent's filing of notice of Federal tax lien because it ignored the fact that

petitioner's 2003 Fede al income tax liability had been eliminated by a capital loss

- 41 [*41] carryback derived from the sale of the Tele2000 shares in 2004. Petitioner

was entitled to dispute its self-assessed 2003 Federal income tax liability because

it had not received a notice of deficiency or otherwise had an opportunity to

dispute the tax. See Montgomery v. Commissioner, 122 T.C. 1, 10 (2004).

Having conducted a de novo review of petitioner's argument above, we find that

petitioner is barred by the step transaction doctrine from claiming a capital loss for

2004 from the sale of the Tele2000 shares and a resulting capital loss carryback

for 2003. Therefore, there is no capital loss carryback to offset petitioner's 2003

Federal income tax liability. Accordingly, we find that respondent's Appeals

Office's decision to ignore petitioner's capital loss carryback was not arbitrary and

capricious, and therefore respondent's Appeals Office correctly sustained the

notice of Federal tax lien.

V.

Installment Sale of Partnership Interests

GDP sold its partnership interests for $10,811,958, receiving $7 million in

cash." GDP reported $10,811,958 of income on its 2003 and 2004 Federal

income tax returns. One million dollars of the sale proceeds was paid to GDP in

2003, and the remaining $6 million was paid to GDP in 2004. Petitioner treated

the sale as an installment sale and reported a capital gain of $3,089,131 in 2003

"See supra note 4.

- 42 -

[*42] and a capital gain of $7,722,827 in 2004. The capital gain of $3,089,131 did

not include the $1 million GDP received in 2003. Respondent argues that

petitioner should have reported the $1 million received in 2003 as long-term

capital gain for 2003 and thus understated its long-term capital gain for taxable

year 2003 by $1 million. We agree.

Mr. Parker has taken inconsistent positions regarding the receipt ofthis $1

million. He admits that the $1 million was part of the proceeds from the sale of

the partnership interests but claims the $1 million was a loan, telling his

accountants to treat the $1 million as a loan. Petitioner has failed to provide any

evidence supporting the existence of a loan. Therefore, we find that the $1 million

GDP received in 2003 was not a loan, but rather payment in part for the sale of the

partnership interests. Thus, the $1 million was part of the installment sale and

should be treated as long-term capital gain on petitioner's 2003 Federal income

tax return. Because petitioner has to report the $1 million on its 2003 return,

petitioner may reduce its long-term capital gain on its 2004 return by $1 million.

VI.

Repair and Maintenance Expenses and Depreciation

Deductions are a matter of legislative grace, and the taxpayer must prove he

or she is entitled to the deductions claimed. Rule 142(a); New Colonial Ice Co. v.

Helverina, 292 U.S. 435, 440 (1934). Section 162(a) provides that "There shall be

- 43 [*43] allowed as a deduction all the ordinary and necessary expenses paid or

incurred during the taxable year in carrying on any trade or business". The

regulations specify that ordinary and necessary business expenses include "the

ordinary and necessary expenditures directly connected with or pertaining to the

taxpayer's trade or business". Sec. 1.162-1(a), Income Tax Regs. Taxpayers are

required to maintain records sufficient to establish the amounts of allowable

deductions and to enable the Commissioner to determine the correct tax liability.

Sec. 6001; Shea v. Commissioner, 112 T.C. 183, 186 (1999). Section 167(a)(1)

provides a depreciation deduction with respect to property used in a trade or

business. Section 262 specifically disallows deductions for personal, living, and

family expenses.

Respondent disallowed the following deductions related to the Valdemossa

home, the yacht, and the Key Biscayne home:

Deduction

2003

2004

2005

Repair and maintenance expenses

$123,242 $50,0.00

$9,623

Depreciation

104,650

84,089

85,610

Respondent argues that these expenses were not ordinary and necessary trade or

business expenses and that even if they were, petitioner has failed to substantiate

them. In order to determine whether these expenses were ordinary and necessary

- 44 [*44] trade or business expenses, we must first consider whether the ownership

and maintenance of the Valdemossa home, the yacht, and the Key Biscayne home

related primarily to persOnal Or business purposes.

In general, where the acquisition and maintenance of property such as a

yacht or a residence are primarily associated with profit-motivated purposes and

personal use can be said to be distinctly secondary and incidental, a deduction for

maintenance expenses and depreciation will be permitted. Int'l Artists, Ltd. v.

Commissioner, 55 T.C. 94, 104 (1970). Conversely, if the acquisition and

maintenance are primarily motivated by personal considerations, the deductions

must be disallowed. Süch expenditures are not ordinary and necessary trade or

1

business expenses and therefore fail to qualify as deductions under section 162.

Id. Moreover, the disallowance of personal expenditures is expressly mandated by

section 262.

The above prmciples apply to corporate as well as individual taxpayers. In

the former case, since the corporation cannot itself make personal use of the

property, the character of an expenditure is determined by reference to the benefit

conferred upon shareholders, officers, or other individuals in control of corporate

affairs. Int'l Trading Co. v. Commissioner, 275 F.2d 578 (7th Cir. 1960), aff'g

T.C. Memo. 1958-104. As in the case of individual taxpayers, the personal use by

- 45 [*45] a shareholder of corporate property renders expenditures therefor personal

and results in taxable income to the shareholder. However, where substantial

business and personal motives exist, allocation becomes necessary. Int'l Artists,

Ltd. v. Commissioner, 55 T.C. at 105.

A.

Valdemossa Home

Respondent argues that petitioner did not use the Valdemossa home in its

trade or business and therefore cannot deduct repair and maintenance expenses

,

and depreciation. Petitioner argues that the Valdemossa home was purchased as an investment and therefore the costs associated with maintaining the home should

be deductible. Petitioner was not in the business of buying and selling real estate.

Rather, petitioner claims it was in the business of attempting to develop the

infrastructure to bring a 4G cellular network through TeleCable to Peru. We do

not see how the purchase of the Valdemossa home aided in, or was used in,

petitioner's trade or business. Mr. Parker testified that he and his family used the

Valdemossa home as a vacation home for one month a year during 2003, 2004,

and 2005. There is no proof of business use in the record. The home was never

rented to third parties or used to generate any profits. As a result, we agree with

respondent that the Valdemossa home was not used in petitioner's trade or

business.and therefore all repair and maintenance expense and depreciation

- 46 [*46] deductions claimed on petitioner's 2003, 2004, and 2005 Federal income tax

returns associated with that home are disallowed.

B.

The Yacht

Much like the Valdemossa home, the yacht was used exclusively for

personal purposes by Mr. Parker and his family. Petitioner has failed to introduce

any evidence indicating that the yacht was used in its trade or business or

purchased with a profit motive. Therefore, we hold that all repair and maintenance

expenses and depreciation associated with the yacht and claimed on petitioner's

2003, 2004, and 2005 Federal income tax returns are disallowed.

C.

Key Biscayne Home

Respondent arg es that petitioner did not use the Key Biscayne home in its

trade or business and therefore cannot deduct repair and maintenance expenses

and depreciation associated with the Key Biscayne home. Specifically, respondent

argues that Mr. Parker and his family used the Key Biscayne home as a personal

residence during 2003, 2004, and 2005. Therefore, respondent argues that the

expenses associated with the home were personal and nondeductible under section

262.

Mr. Parker and is family used the home as their residence while in Miami.

Lesli M. Loayza, Mr. I arker's daughter, resided at the Key Biscayne home

- 47 [*47] throughout 2003, 2004, and 2005 while she attended Florida International

University. Jonathan S. Loayza, Mr. Parker's son, resided at the home for at least

six months during 2003 and five months during 2005 while he attended high . . 042

school in Miami. Estralla Delgado Parker Vanini, Mr. Parker's daughter, resided

at the home for six months in 2003 while she attended high school in Miami. Mr.

Parker and his wife used the home as their residence throughout 2003, 2004 and

2005 when they came to Miami. Finally, Blanca A. Gonzalez, the family's

personal maid, resided at the home throughout 2003, 2004, and 2005. Mr. Parker

and his family as well as Ms. Gonzalez were given full access to and use of the

premises for personal purposes. The only area of the home that Mr. Parker's

family did not have use of was the office on the ground floor where Ms. Bruce

worked and where petitioner's records and books were kept.

Expenses associated with the ground floor office are the only expenses

which may be deducted under section 162.° Petitioner may deduct repair and

maintenance expenses and depreciation based on the percentage of the home used

exclusively for the business, i.e. the square footage of the first floor office.

"Sec. 280A imposes additional rules on individuals and S corporations with

respect to home office deductions. Petitioner and Vanini are both C corporations;

therefore sec. 280A is inapplicable in the cases at hand.

- 48 -

[*48] VII.

Other Deductions

Respondent disEllowed the following other deductions from petitioner's

Federal income tax returns:

Other deductions

2003

2004

2005

Bank charges

$783

Contract labor

49,445

44,927

40,225

Miscellaneous expenses

4,025

---

58

---

7,069

3,734

Legal fees

630,000

---

---

Other rent and royaltý expenses

76,379 172,630

80,001

Office expenses

Professional fees

242,806 166,025

Other deductions from Conch Harbor

Telephone expenses

Travel expenses

Total other expenses

$1,506 $14,675

.

279,355

---

---

25

---

---

66,485

1,106,497 468,938 304,718

If the trial record provides sufficient evidence that the taxpayer has incurred

a deductible expense but the taxpayer is unable to substantiate adequately the

precise amount of the deduction to which he or she is otherwise entitled, the Court

may estimate the amount of the deductible expense and allow the deduction to that

extent (Cohan rule). Cohan v. Commissioner, 39 F.2d 540, 543-544 (2d Cir.

1930); Vanicek v. Commissioner, 85 T.C. 731, 742-743 (1985); Sanford v.

- 49 [*49] Commissioner, 50 T.C. 823, 827-828 (1968), aff'd per curiam, 412 F.2d 201

(2d Cir. 1969). In these instances, the Court is permitted to make as close an

approximation of the allowable expense as it can, bearing heavily against the

taxpayer whose inexactitude is of his or her own making. Cohan v.

Commissioner, 39 F.2d at 544. However, in order for the Court to estimate the

amount of an expense, the Court must have some basis upon which an estimate

may be made. Vanicek v. Commissioner, 85 T.C. at 742-743. Without such a

basis, any allowance would amount to unguided largesse. Williams v. United

States, 245 F.2d 559, 560-561 (5th Cir. 1957).

Petitioner has failed to substantiate most of its other expenses. Petitioner

introduced a number of documents into evidence, including tax returns, work

papers from its accountant, bank statements, and canceled checks. However,

petitioner failed to explain to the Court, in brief or at trial, which of these

documents and more specifically which of the thousands of pages before us

substantiate its claimed expenses. On the basis of our analysis of the evidence, we

find that petitioner is entitled to a contract labor deduction of only $15,000 for

2004. This expense was for payment to Ms. Bruce, petitioner's administrative

assistant. The payments are substantiated by two canceled checks in the amounts

of $9,000 on January 28 and $6,000 on September 3, 2004. All of petitioner's

- 50 [*50] other deductions are either unsubstantiated or unrelated to petitioner's trade

or business and thus

e denied.

Petitioner failed to substantiate its bank charges; therefore, those deductions

are denied. Petitioner failed to provide us a breakdown of its contract labor

expense. As mentioned above, all we could determine was that Ms. Bruce's salary

was included in this amount and only $15,000 for 2004 was substantiated.

Petitioner failed to provide any detail with regard to its miscellaneous expenses,

let alone substantiate those expenses. With regard to petitioner's office expenses,

we have a reply to an information document request in which petitioner's

accountants provide a breakdown of the office expense for 2004. However, a

simple chart of expenses paid without documentation of the actual payments is not

enough to substantiate the expenses. Therefore, petitioner is denied all deductions

related to its office expenses.

Petitioner claiméd legal fees paid to attorneys in relation to the arbitration

and the shareholder derivative suit. These legal fees were ordinary and necessary

trade or business expenses because petitioner was the owner of the Tele2000

shares at the time of the arbitration and shareholder derivative suits. However,

petitioner has failed to:substantiate most of the claimed legal fees. Though

petitioner provided a ledger, we are unable to rely on the information in it without

- 51 [*51] further support. The only support petitioner provided to the Court was two

checks. The first check was made out to Hughes, Hubbard & Reed for $50,000 on

December 8, 2003. The second check was made out to Lydia Quesada for $5,000

on December 4, 2003. Without additional proof of payment of the claimed legal

fees, we can award petitioner only a $55,000 deduction relating to the legal fees

for taxable year 2003.

Petitioner also claimed deductions for other rent and royalty expenses.

Once again petitioner failed to provide a breakdown of this category of expenses

and failed to provide the Court with evidence to substantiate any such expenses.

Petitioner claimed expense deductions for professional fees paid to independent

contractors hired to assist petitioner with the 4G cellular network. Similar to every

other expense deduction petitioner claimed, the amounts reported on petitioner's

tax returns do not correlate with any of the information introduced into evidence.

Regardless, we deny these deductions as petitioner has failed to prove it was in the

trade or business of developing a 4G cellular network; thus any expenses

associated with the development of such a network are not ordinary and necessary

trade or business expenses. Furthermore, it is unclear whether these independent

contractors performed services for petitioner or TeleCable. TeleCable is a

Peruvian corporation independent of petitioner. Mr. Parker as the indirect owner

- 52 [*521of both TeleCable and petitioner may not simply pay the expenses of his

Peruvian corporation with funds from.his Florida corporation and then reap the

benefits of a U.S. Federal income tax deduction.

Petitioner failed to provide a breakdown of the other deductions from Conch

Harbor or provide any information regarding these deductions, let alone provide

substantiating information. These deductions are denied. Finally petitioner's

claimed telephone expenses and travel expense deductions are denied. Petitioner

failed to introduce any evidence of when or where the.travel took place or who

was traveling.

VIII. Withholding Taxes on Constructive Dividends -

Respondent contends that Mr. Parker and his family's rent-free use of the

Key Biscayne and Valdemossa homes is a constructive dividend paid from Vanini

to Mr. Parker through he chain of petitioner, Vilanova, and Vicmar.

Section 301 requires a taxpayer to include in gross income amounts

received as dividends. Generally, a dividend is a distribution of property by a

corporation to its shareholders out of its earnings and profits. Sec. 316(a). A

dividend need not be formally,declared or even intended by a corporation. Noble

v. Commissioner, 368 F.2d 439, 442 (9th Cir.1966), ¡Lffg T.C.-Memo. 1965-84.

When a shareholder or his family is permitted to use corporate property for

- 53 [*53] personal purposes, the fair rental value of the property is includable in his or

her income as a constructive dividend to the extent of the corporation's earnings

and profits. Commissioner v. Riss, 374 F.2d 161, 166-167, 170 (8th Cir. 1967),

aff'a in part, rev'g in part T.C. Memo. 1964-190; Melvin v. Commissioner, 88

T.C. 63, 80-81 (1987), aff'd, 894 F.2d 1072 (9th Cir. 1990); Falsetti v.

Commissioner, 85 T.C. 332, 356 (1985). For a corporate benefit to be treated as a

constructive dividend, the item must primarily benefit the taxpayer's personal

interests as opposed to the business interests of the corporation. Ireland v. United

States, 621 F.2d 731 (5th Cir.1980); Palo Alto Town & Country Village, Inc. v.

Commissioner, 565 F.2d 1388 (9th Cir.1977), remanding T.C. Memo. 1973-223;

Commissioner v. Riss, 374 F.2d 161.

We held above that Mr. Parker and his family's use of the Valdemossa

home was a personal use of the home and that there was no corporate business

purpose to the use. Likewise we held that Mr. Parker and his family's use of the

Key Biscayne home, except for the office on the ground floor, was primarily for

personal use. The only evidence petitioner offered establishing the use of the Key

Biscayne home for a business purpose was Mr. Parker's self-serving testimony

that he used the upper levels of the Key Biscayne home as a facility to host

meetings and as an office to conduct petitioner's business. We need not accept

- 54 [*54] Mr. Parker's self-serving statements if they are questionable, improbable, or

unreasonable. See Quock Ting v. United states, 140 U.S. 417, 420-421 (1891);

Tokarski v. Commissioner, 87 T.C. 74, 77 (1986). Petitioner has failed to prove

that Mr. Parker did no derive personal benefit from the use of the Valdemossa and

Key Biscayne homes.

Respondent argues that the rent-free use of the Valdemossa and Key

Biscayne homes is a distribution from Vanini to petitioner, from petitioner to

Vilanova, and so on up the chain of corporations to Mr. Parker. Petitioner

contends that Mr. Parker paid rent for the use of the two homes and therefore there

is no distribution for the rent-free use of the homes. Petitioner reported rental

income from·the Key Biscayne home on its Federal income tax returns of $12,000,

$30,000, and $30,000 for taxable years 2003, 2004, and 2005, respectively.

Petitioner also reported rental income from the Valdemossa home on its Federal

income tax returns of 15,000, $24,000, and $24,000 for taxable years 2003, 2004,

and 2005, respectively! Petitioner argues that Mr. Parker paid this rent through the

reduction of a loan he had made to petitioner.

We found no evidence of a loan to petitioner in the record, and petitioner

submitted no evidence of a reduction of said loan as payment for rent.

Additionally, Vanini, riot petitioner, owned the Key Biscayne and Valdemossa

- 55 [*55] homes; thus rent should have been paid to Vanini, not petitioner. On the

evidence in the record, we do not believe Mr. Parker ever intended to pay rent for

his use of the two homes. Rental income was included in petitioner's Federal

income tax returns only at the behest of Mr. Parker's accountants. We find that

Mr. Parker's rent-free use of the home was a distribution from Vanini to petitioner,

followed by a distribution from petitioner to Vilanova, and so on up the chain of

corporations to Mr. Parker. Though the transaction took place in a single step

(i.e., Mr. Parker directly gaining a personal benefit from Vanini), given the

corporate structure, we find that the benefit and thus the distribution traveled up

the chain of corporations.

In Tollefsen v. Commissioner, 52 T.C. 671 (1969), aff'd, 431 F.2d 511 (2d

Cir. 1970), this Court determined that a distribution in a vertical chain of

corporations was a constructive dividend. Mr. Tollefsen owned 100% of

Tollefsen Brothers, Inc. (Tollefsen Bros.). Tollefsen Bros. in turn owned 100% of

Tollefsen Manufacturing Corp. (Tollefsen Manufacturing). Tollefsen

Manufacturing operated as a manufacturer of mineral shot and grit products. In

1960 Tollefsen Manufacturing sold its machinery, equipment, and other fixed

assets, together with all its rights to manufacture mineral shot and grit, to a third

party. After the sale, Tollefsen Manufacturing became inactive, holding only cash.

- 56 [*56] Mr. Tollefsen began making cash withdrawals from Tollefsen

Manufacturing during 1960 after completion of the sale. The cash withdrawals

were reflected on the ooks of Tollefsen Manufacturing as loan receivables, and

Mr. Tollefsen issued

llefsen Manufacturing interest-free promissory notes in

exchange for the withdrawals. The Commissioner issued Mr. Tollefsen a notice of

deficiency assessing tax for unreported dividend income in the amount of the

withdrawals.

This Court found that the withdrawals were not loans but were in effect

dividends from Tollefsen Bros. to Mr. Tollefsen. In so finding, the Court stated:

It is clear that [1 .] Tollefsen exercised complete control over

Tollefsen Manu acturing through the ownership of all the stock in its

parent company Tollefsen Bros. He was able to siphon off the assets

of Tollefsen Manufacturing only because * * * [he] owned 100

percent of the stock of Tollefsen Bros. and the latter owned 100

percent of the stock of Tollefsen Manufacturing. In every real sense

the funds in que tion came to him through Tollefsen Bros.,

notwithstanding that two steps (a transfer from Tollefsen

Manufacturing to its parent, followed by a transfer from the parent to

Tollefsen) were ompressed into a single step, the transfer of funds

directly to [Mr.] Tollefsen. We find, therefore, that the withdrawals in

issue were in su stance distributions to Tollefsen Bros. from its

subsidiary Tollefsen Manufacturing, with a resulting constructive

dividend to petitioners, the sole shareholders of Tollefsen Bros. * * *

Id. at 681.

- 57 [*57] Similarly, Mr. Parker exercised complete control over Vanini through his

ownership of the intervening corporations, Vicmar, Vilanova, and petitioner. Mr.

Parker and his family were able to use the two homes without paying rent because

he owned 100% of Vicmar, which owned 100% of Vilanova, which owned 100%

of petitioner, which owned 100% of Vanini. Much as in Tollefsen, four steps

(transfers from (1) Vanini to petitioner, (2) petitioner to Vilanova, (3) Vilanova to

Vicmar, and (4) Vicmar to Mr. Parker) were compressed into a single step, Mr.

Parker and his family's rent-free use of Vanini's two homes. Therefore, we find

that the rent-free use of the homes was in substance distributions to petitioner from

Vanini, followed by distributions to Vilanova from petitioner, followed by

distributions to Vicmar from Vilanova, and finally, distributions to Mr. Parker

from Vicmar.

The amount of the distribution to Mr. Parker is the fair rental value for one

month's use of the Valdemossa home in each of 2003, 2004, and 2005 and the fair

rental value for the full-year use of the Key Biscayne home in 2003, 2004, and

2005, taking into account that the office on the ground floor was used solely for

business purposes. Respondent concedes that the fair rental values for the

Valdemossa home were $15,000, $24,000, and $24,000 for taxable years 2003,

- 58 [*58] 2004, and 2005, respectively. Both petitioner and respondent offered expert

reports and testimony as to the fair rental value of the Key Biscayne home.

Petitioner submitted the testimony of Cecilia Samaja. Ms. Samaja is a real

estate broker and sales associate in Florida. Ms. Samaja is not a licensed real

estate appraiser. Having reviewed Ms. Samaja's report and her testimony, we do

not find that her report is credible and therefore reject in whole her opinion.

Respondent relics on the expert report of Edward N. Ames" to determine

the fair rental value of the Key Biscayne home in 2003, 2004, and 2005. Mr.

Ames' report finds fair rental values of $21,000, $23,000, and $23,000 per month

for 2003, 2004, and 2035, respectively. These rent amounts were for full use of

the home including the office on the ground floor. Mr. Ames is a licensed

appraiser. His expert report was thorough. He listed and described comparables

and explained his metl-odology to the Court. We find the fair rental values

determined by Mr. Ames to be fair measures of the rent that should have been

charged for use of the Key Biscayne home during 2003, 2004, and 2005.

However, these fair rental- amounts did not take into account the exclusive

"Edward N. Ames was employed by respondent as a field specialist. He is

licensed in Florida as a certified general real estate appraiser, a registered real

estate broker, and a licensed mortgage broker. He also is an MAI member of the

Appraisal Institute.

- 59 [*59] business use of the first floor office and therefore must be adjusted. For

purposes of entering decisions in these cases, we will order the parties to prepare

the requisite computation under Rule 155 to determine the fair rental values

excluding the square footage of the first floor office.

In order to determine the amounts of the constructive dividends distributed

from petitioner to Vilanova, we will order the parties to compute as part of their

computations under Rule 155 petitioner's earnings and profits for 2003, 2004, and

2005 and to determine the amounts of the distributions outlined in this opinion

that are treated as dividend income, return of basis, and long-term capital gain.

See secs. 301 and 302.

Except as provided in section 881(c)," section 881(a) imposes a tax of 30%

on, inter alia, dividends received from U.S. sources by a foreign corporation" to

the extent the dividend received is not effectively connected with the conduct of a

trade or business within the United States. Section 1442(a) generally requires the

payor of interest subject to the tax imposed by section 881(a) to deduct and

"Sec. 881(c) is not relevant to these cases.

"A "foreign corporation" is a corporation that is not organized in the United

States or under the law of the United States or of any State. Sec. 7701(a)(4) and

(5). Vilanova is a corporation organized under the law of the Republic of Panama,

and petitioner is a corporation organized under the law of Florida.

- 60 [*60] withhold that ta: 041

at the source. If the payor does not do so, it becomes liable

for such taxes under section 1461. Petitioner paid a constructive dividend to the

extent of its earnings and profits emanating from Mr. Parker's use of the

Valdemossa and Key Biscayne homes. Petitioner failed to withhold a tax equal to

30% of the dividends distributed to Vilanova in 2003, 2004, and 2005. We hold

that petitioner, having failed to make the proper withholding under section 1442,

is liable for the tax under section 1461 in accordance with the Rule 155

computation of earnings and profits.

IX.

Penalties

A.

Accuracy Related Penalties in General

Respondent determined that petitioner is liable for accuracy-related

penalties under section 6662 for 2003",.2004, and 2005. Section 6662(a) and

(b)(1)-(3) and (e) imposes a 20% accuracy-related penalty upon any underpayment

of tax resulting from: (1) negligence or disregard of the rules or regulations; (2)

substantial understaten ent of income tax; or (3) substantial valuation

misstatement.

An underpayme t is due to a taxpayer's negligence where the taxpayer fails

to make a reasonable attempt to comply with the provisions of the Code. Sec.

6662(c). An understat ment is substantial if it exceeds the greater of 10% of the

- 61 [*61] tax required to be shown on the return or $5,000. Sec. 6662(d)(1)(A).

There is a substantial valuation misstatement where the value of any property (i.e.

the basis in the Tele2000 shares) reported on a return is 150% or more of the

amount determined to be the correct amount of the property's adjusted basis. Sec.

6662(e)(1)(A). Finally, the section 6662(a) penalty is increased to 40% when the

underpayment of tax is the result of a "gross valuation misstatement". Sec.

6662(h). However, no penalty is imposed under section 6662 if there is

reasonable cause for the underpayment of tax and the taxpayer has acted in good

faith. Sec. 6664(c)(1).

B.

Burden of Production

The Commissioner bears the burden of production with respect to the

taxpayer's liability for the section 6662(a) penalty and must produce sufficient

evidence indicating that it is appropriate to impose the penalty. See sec. 7491(c).

Once the Commissioner meets his burden of production, the taxpayer must come

forward with persuasive evidence that the Commissioner's determination is

incorrect or that the taxpayer had reasonable cause or substantial authority for the

position. Rule 142(a); Higbee v. Commissioner, 116 T.C. 438, 447 (2001).

- 62 [*62] C.

Penalty Determinations

1.

2003

For 2003 respondent adjusted petitioner's taxable income to include an

additional $1 million of capital gain net income and disallowed $1,134,389 of

repair and maintenance expenses, depreciation, and other deductions. The result,

as set out in the notice of deficiency, was a deficiency in tax of $793,692.

Respondent determined petitioner was liable for an accuracy-related penalty of

$158,738 under section 6662(a) attributable to (1) negligence or disregard of rules

or regulations under section 6662(b)(1); or (2) a substantial understatement of

income tax under section 6662(b)(2).

2.

2004

For 2004 respondent adjusted petitioner's taxable income to include an

additional $7,722,822 f capital gain net income and an additional $1 million of

other income16 and dis llowed $604,548 of repair and maintenance expenses,

depreciation, and othe deductions. The result, as set out in the notice of

deficiency, was a deficiency in tax of $2,888,443. Respondent determined

petitioner was liable for an accuracy-related penalty of $52,536 under section

16This other income is a determination of cancellation of indebtedness

income argued in the alternative by respondent. We have found there was no

cancellation of indebtedness income for 2004.

- 63 [*63] 6662(a) attributable to (1) negligence or disregard of rules or regulations

under section 6662(b)(1); or (2) a substantial understatement of income tax under

section 6662(b)(2). Respondent also determined that petitioner was liable for a

$1,050,304 accuracy-related penalty relating to its capital gáin net income on

account-of a gross valuation misstatement under section 6662(a), (b)(3), and (h).

3.

2005

For 2005 respondent adjusted petitioner's taxable income to include an

additional $2,660,177 of capital gain net income and disallowed $398,430 of

d

repair and maintenance expenses, depreciation, and other deductions. The result,

as set out in the notice of deficiency, was a deficiency in tax of $839,462.

Respondent determined that the underpayment of tax was attributable to a gross

valuation misstatement under section 6662(a), (b)(3), and (h). Accordingly,

respondent imposed an accuracy-related penalty of $335,785 for 2005.

Respondent alternatively argues that if we do not find a gross valuation

misstatement for 2005, petitioner is liable for an accuracy-related penalty under

section 6662(a) of $164,220 attributable to (1) negligence or disregard of rules or

regulations under section 6662(b)(1); or (2) a substantial understatement of

income tax under section 6662(b)(2).

-64[*64] D.

Negligence

Respondent argùes that petitioner's underpayments of tax resulting from

petitioner's claimed re air and maintenance expenses, depreciation, and other

deductions for 2003, 2Ò04, and 2005 are the result of petitioner's negligence and

thus subject to the accúracy-related penalty under section 6662(a). Respondent

argues that he met his burden of production under section 7491(c) by showing that

petitioner failed to keep adequate records to substantiate most of petitioner's

repair and maintenance expenses, depreciation, and other deductions in

accordance with the requirements of section 162. We agree.

However, petitióner was able to substantiate some repair and maintenance

expenses and depreciation associated with the Key Biscayne home, certain legal

fees, and a small portion of salary it paid to Ms. Bruce. Accordingly, we find that

petitioner is subject to he accuracy-related penalties with respect to all claimed

deductions except those few deductions mentioned above that were substantiated.

E.

Gross Valuation Misstatement

Section 6662(b)(3) imposes a 20% penalty on that portion of an

. underpayment which r sults from a substantial valuation misstatement. There is a

substantial valuation misstatement if the value of any property reported on the

return is 150% or more of the amount determined to be the correct amount and the

- 65 [*65] portion of the underpayment for the taxable year attributable to the

substantial valuation misstatement exceeds $5,000. Sec. 6662(e)(1)(A), (2).

Section 6662(h) increases the penalty to 40% in the case of a gross valuation

misstatement. There is a gross valuation misstatement if the value is 200% or

more of the value determined to be the correct amount. Sec. 6662(h)(2)(A)(i). By

its terms, the gross valuation misstatement penalty applies only when an

underpayment is "attributable to" a valuation misstatement. Sec. 6662(a), (b)(3),

(e)(2), (h).

1. Gustashaw v. Commissioner,

Absent stipulation otherwise, these cases are appealable to the Court of

Appeals for the Eleventh Circuit. That Court of Appeals in Gustashaw v.

Commissioner, 696 F.3d 1124 (11th Cir. 2012), af£g T.C. Memo. 2011-195,

recently joined the majority of Courts of Appeals by holding that the gross

valuation misstatement penalty applies to underpayments attributable to overstated

bases in property when a transaction is disregarded because it lacks economic

substance."

"See Alpha I, L.P., ex rel. Sands v. United States, 682 F.3d 1009, 10261031 (Fed. Cir. 2012); Fid. Int'l Currency Advisor A Fund v. United States, 661

F.3d 667, 671-675 (1st Cir. 2011); Merino v. Commissioner, 196 F.3d 147, 157159 (3d Cir. 1999), af£g T.C. Memo. 1997-385; Zfass v. Commissioner, 118 F.3d

(continued...)

- 66 [*66] In Gustashaw the taxpayers entered into custom adjustable rate debt

structure transactions (CARDS transactions) to shelter income resulting from the

exercise of stock options. As part of the CARDS transaction, the taxpayers

created an inflated fictional basis in property acquired in a foreign currency

transaction which was later sold at a loss when taking into account the property's

inflated basis.18

In Gustashaw the taxpayer conceded the deficiencies in income tax for all

years at issue and challenged only the application of the valuation misstatement

penalties. The taxpay r argued that because the CARDS transaction lacked

economic substance, tliere was no value or basis to misstate which would trigger

the valuation misstatement penalties and.the penalties should not apply as a matter

of law, relying òn Gair er v. Commissioner, 893 F.2d 225 (9th Cir. 1990), af('g

T.C. Memo. 1988-416, and Todd v. Commissioner, 862 F.2d 540 (5th Cir. 1988),

affg 89 T.C. 912 (198 ).

"(...continued)

184, 190-191 (4th Cir. 1997), af_f'g T.C. Memo. 1996-167; Illes v. Commissioner,

982 F.2d 163, 167 (6th Cir. 1992), aff'g T.C. Memo. 1991-449; Gilman v.

Commissioner, 933 F.2d 143, 151 (2d Cir. 1991), aff'g T.C. Memo. 1989-684;

Massengill v. Commissioner, 876 F.2d 616, 619-620 (8th Cir. 1989), af['g T.C.

Memo. 1988-427.

18For a detailed escription of the contours of a prototypical CARDS

transaction, see Kerman v. Commissioner, T.C. Memo. 2011-54.

- 67 [*67] In affirming the Tax Court, the Court of Appeals for the Eleventh Circuit

specifically rejected the reasoning of the Court of Appeals for the Fifth and Ninth

Circuits, applied the gross valuation misstatement penalty, and held that the "rule

rests upon the fact that the abusive tax shelter is built upon the basis misstatement,

and the transaction's lack of economic substance is directly attributable to that

misstatement." Gustashaw v. Commissioner, 696 F.3d at 1136.

2.

The Cases at Bar

The cases at bar do not involve a sham transaction. Unlike the Gustashaw

case, where no economic loss occurred, these cases involve Vicmar's actual

payment of $12,746,730 for the Tele2000 shares, which were later sold for

$195,418. Respondent has conceded that Vilanova had a basis of $12,746,730 in

the Tele2000 shares. The sale of the Tele2000 shares resulted in actual economic

loss.

In contrast to the transactions in Gustashaw, Vilanova's contribution of the

Tele2000 shares to petitioner was not intertwined with any overvaluation

misstatement. This Court would have disregarded the transfer of the Tele2000

shares under the step transaction doctrine regardless of the basis petitioner claimed

in the Tele2000 shares. Stated differently, our determination of the applicability

- 68 [*68] of the step transaction doctrine has nothing to do with any possible

.

overvaluation or misstatement of petitioner's basis in the Tele2000 shares.

We have applied the step transaction doctrine to disregard Vilanova's

contribution of the Tel 2000 shares to petitioner for U.S. Federal income tax

purposes. Consequent y, for U.S. Federal income tax purposes, we have

disallowed petitioner's claimed capital loss for 2004 and claimed capital loss

carryover for 2005. TLus, we find that petitioner's underpayments of tax are not

"attributable to" a valuation misstatement because the amount of basis petitioner

claimed in the Tele2000 shares did not affect our application of the step

transaction doctrine.

Petitioner's underpayment for 2005 was also attributable to the

disallowance of deduc ions for repair and maintenance expenses, depreciation, and

other deductions. BecÀuse the repair and maintenance expenses, depreciation, and

other deductions claim d for 2005 did not depend on disputed valuation or basis

statements, any underpayments of tax resulting from their disallowance cannot be

based on gross valuation misstatements. See Jaroff v. Commissioner, T.C. Memo.

2004-276. However, the disallowed deductions for repair and maintenance

expenses, depreciation; and other deductions are subject to the negligence penalty

unless reasonable cause can be proved.

- 69 [*69] On the basis of the foregoing, we find that petitioner is not liable for the

40% accuracy-related penalty for a gross valuation misstatement for 2004 and

2005.

F.

Reasonable Cause

Section 6664(c)(1) provides that no penalty is imposed under section 6662

with respect to any portion of an underpayment if it is shown that there is.

reasonable cause for such portion and the taxpayer has acted in good faith. The

taxpayer bears the burden of establishing that it acted with reasonable cause and in

good faith. Calloway v. Commissioner, 691 F.3d 1315, 1334 (11th Cir. 2012),

aff'g 135 T.C. 26 (2010). . The decision as to whether the taxpayer acted with

reasonable cause and in good faith depends upon all the pertinent facts and

circumstances. Sec. 1.6664-4(b)(1), Income Tax Regs. The most important factor

is the extent of the taxpayer's effort to determine its proper tax liability. Id.

Circumstances indicating that a taxpayer acted with reasonable cause and in good

faith include "an honest misunderstanding of fact or law that is reasonable in light

of all of the facts and circumstances, including the experience, knowledge, and

education of the taxpayer." IL

We find that petitioner has not acted with reasonable cause and in good faith

with respect to the various trade or business expense deductions claimed.

- 70 [*70] Petitioner deducted business expenses which it has been unable to

substantiate and has not attempted to substantiate. Petitioner caused its various

U.S. entities to purchase assets for the personal use of its shareholder, Mr. Parker,

and his family without any regard for the fact that corporate funds were being

used.

042Petitioner

then attempted to obtain a tax break from the use of these funds.

Given the circumstances, we find that petitioner has not acted with reasonable

cause and in good faith with respect to these deductions and is therefore liable for

the accuracy-related penalty as to these deductions under sectioi16662(a) for 2003,

2004, and 2005, as described above.

However, we find that petitioner has acted with reasonable cause and in

good faith with respect to the capital loss denied for 2004 and the capital loss

carryback and carryover disallowed for 2003 and 2005, respectively. A taxpayer

may meet his burden of establishing that he acted with reasonable cause and in

good faith by showing that he reasonably relied in good faith on the advice of an

independent professional, such as a tax adviser, lawyer, or accountant, as to the

transaction's tax treatment. United States v. Boyle, 469 U.S. 241, 251 (1985); sec.

1.6664-4(c), Income Tax Regs.

The professional advice must meet several requirements. First, the taxpayer

must show that the advice was based on "all pertinent facts and circumstances and

- 71 [*71] the law as it relates to those facts and circumstances." Sec. 1.6664-4(c)(i),

Income Tax Regs. Second, the advice relied upon must not be based on any

"unreasonable factual or legal assumptions," and must not "unreasonably rely on

the representations, statements, findings, or agreements of the taxpayer or any

other person." Sec. 1.6664-4(c)(ii), Income Tax Regs. Third, the reasonableness

of any reliance turns on the quality of the advice and whether, under the

circumstances, it was objectively reasonable for the taxpayer to rely on that

advice. See Gustashaw v. Commissioner, 696 F.3d at 1139; 106 Ltd. v.

Commissioner, 684 F.3d 84, 90 (D.C. Cir. 2012), aff'g 136 T.C. 67 (2011).

Petitioner relied on the advice of its accountants and attorneys in preparing

its 2003, 2004, and 2005 returns claiming the capital loss and the capital loss

carryback and carryover and put forth an argument that Vilanova had indeed

transferred the Tele2000 shares to petitioner in September 2004 and thus incurred

a capital loss for 2004. Petitioner's accountants wrote a memorandum of law to

petitioner in which it advised.petitioner that Vilanova could transfer the Tele2000

shares to petitioner before the enactment of section 362(e) and be entitled to a

carryover basis in the Tele2000 shares. Vilanova began taking steps to transfer

the Tele2000 shares to petitioner before the enactment of section 362(e).

Petitioner and its accountants and lawyers all believed that the Tele2000 shares

- 72 [*72] had been transfeired before the enactment of section 362(e), thus allowing

petitioner to claim a carryover basis in the Tele2000 shares.!9 We believe the

advice petitioner recei ed from its accountants at MBAF took into account all of

the facts and circumstances of the transaction and the law as it related to those

facts and circumstances. Further we.do not believe that MBAF's advice was

based on unreasonable factual or legal assumptions. Finally, we fmd it reasonable

for petitioner to rely on the advice of MBAF in deducting the capital loss

disallowed for 2004 and the capital loss carryback and carryforward disallowed

for 2003 and 2005, resþectively. As a result, we find that petitioner acted with

reasonable cause and in good faith with respect to the 2004 capital loss, the 2003

capital loss carryback, and 2005 capital loss carryover. Therefore, petitioner is not

liable for the accuracy4related penalty under section 6662(a) and (h) with respect

to these losses for 200 , 2004, and 2005, as described above.

In reaching our 1 oldings herein, we have considered all arguments made,

and, to the extent not mentioned above, we conclude they are moot, irrelevant, or

without merit.

19We note that v e have not ruled on the issue of whether petitioner received

the Tele2000 shares fr m Vilanova before the enactment of sec. 362(e) because

the issue is irrelevant when the end-result step transaction doctrine is applied.

- 73 [*73] To reflect the foregoing,

Decisions will be entered under

Rule 155.

This is a copy of a public record, reproduced as it was published. It is not legal advice, and it may not be the version a court would rely on. Check the official source before you cite it.

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