Cullifer v. Comm'r , 108 Tax Ct. Mem. Dec. (CCH) 408 ( 2014 )


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  •                         T.C. Memo. 2014-208
    UNITED STATES TAX COURT
    RICHARD H. CULLIFER, TRANSFEREE, Petitioner v.
    COMMISSIONER OF INTERNAL REVENUE, Respondent
    Docket No. 20177-11.                          Filed October 7, 2014.
    R issued a notice of transferee liability to P to collect N’s
    unpaid Federal income tax pursuant to I.R.C. sec. 6901. R argues that
    under Texas State law: (1) P has transferee liability with respect to a
    special dividend that N distributed to P and (2) P has transferee-of-
    transferee liability with respect to P’s proceeds from his sale of N
    stock.
    Held: P is a transferee under Federal law principles pursuant to
    I.R.C. sec. 6901.
    Held, further, under Texas State law, P has transferee liability
    with respect to the special dividend.
    Held, further, under Texas State law, P has transferee-of-
    transferee liability with respect to the proceeds from the sale of N
    stock.
    -2-
    [*2] William O. Grimsinger, Renesha N. Fountain, and Rita Renee Huey, for
    petitioner.
    Robert M. Morrison, Joseph A. Peters, Candace M. Williams, Katelynn M.
    Winkler, Courtney M. Hill, and Julie Ann P. Gasper, for respondent.
    MEMORANDUM OPINION1
    LARO, Judge: In a notice of liability, respondent determined that petitioner
    is liable for $9,030,205 plus interest as a transferee of the assets of Neches
    Industrial Park, Inc. (Neches or sometimes NIP). The underlying tax liabilities
    involved in this case are Neches’ Federal income tax deficiencies and penalties for
    the taxable years ending September 30, 2003 and 2004 (years at issue). Petitioner
    resided in Florida when he filed his petition.
    1
    This case was tried before Judge Diane L. Kroupa in September 2013. On
    June 16, 2014, Judge Kroupa retired from the Tax Court. On June 18, 2014, the
    Court issued an order informing the parties of Judge Kroupa’s retirement and
    proposing to reassign this case to another judicial officer of the Court for purposes
    of preparing the opinion and entering a decision based on the record of trial or,
    alternatively, allowing the parties to request a new trial. On July 17, 2014, both
    parties filed a response consenting to the reassignment of this case. On July 23,
    2014, the Court issued an order assigning this case to Judge David Laro.
    -3-
    [*3] The primary issue in this case is whether petitioner is liable for Neches’ tax
    liabilities for the years at issue as a transferee pursuant to section 6901.2 For the
    reasons stated herein, we hold that he is.
    Background3
    I.    Richard H. Cullifer
    Petitioner attended Florida State University for college and graduated with a
    degree in finance. After graduation petitioner worked at several banks, including
    in C&S Bank’s commercial banking program. While at C&S Bank, petitioner
    became acquainted with Henry Weitzman, whose business partner was a C&S
    Bank customer. Mr. Weitzman taught petitioner “the ropes” on real estate
    development. At some point, petitioner decided to leave the commercial banking
    business and to go into real estate development. Petitioner stayed in the real estate
    business and is currently a commercial real estate developer and operator.
    2
    Unless otherwise indicated, section references are to the Internal Revenue
    Code in effect for the years at issue, and Rule references are to the Tax Court
    Rules of Practice and Procedure.
    3
    Because of the reassignment of this case for purposes of preparing the
    opinion and entering the decision, we did not have an opportunity to observe the
    demeanor of witnesses. We therefore make no inferences of credibility except
    those which may be judged from the written record.
    -4-
    [*4] II.     Neches
    In 1992 Mr. Weitzman told petitioner about a business opportunity
    involving Cantex Chemicals, Inc. (Cantex), a company created to hold a chemical
    storage site that he and two partners had purchased in 1988. The site was in
    Beaumont, Texas, and included a port facility. Petitioner visited the site but
    decided not to pursue that opportunity because of personality conflicts with one of
    Mr. Weitzman’s business partners (Texas partner).
    In 1993 following the death of the Texas partner, Mr. Weitzman contacted
    petitioner regarding Cantex. Petitioner visited Cantex, but this time he was given
    a tour by William (Bill) Castleman, the on-site manager. After inspecting the
    docks, petitioner realized that Cantex was a unique facility that had potential. At
    around this time Ken Tummel, executive vice president of Continental Nitrogen
    Resources (CNR), alerted petitioner to opportunities in the ammonia storage and
    import business. On the basis of his research into the ammonia business petitioner
    learned that America’s demand for ammonia exceeded its supply. In addition,
    most American ammonia plants were built in the 1960s, energy inefficient, and
    located inland. Petitioner therefore concluded that there was an unmet market
    demand for coastal ammonia import and storage facilities.
    -5-
    [*5] In 1994 Mr. Weitzman bought out his partners’ interests in Cantex. Around
    that time petitioner became an officer and director of Cantex. The Cantex
    property was, as petitioner described, “absolutely a disaster”. Originally a
    fertilizer plant built in the late 1960s by the Mobil Chemical Agricultural Division,
    Cantex was full of asbestos and had concrete retainage ponds full of old
    chemicals, and its fertilizer production, bagging, and warehouse facilities had not
    been in use for decades. Petitioner hired an environmental remediation firm to
    clean up the entire site and disposed of everything on site with the exception of the
    warehouses, a 10,000-ton ammonia tank built by Chicago Bridge & Iron, pipe
    racks, rail tracks, a wooden dock, and an office building. Petitioner also built a
    new dock. Finally, petitioner purchased from Exxon an anhydrous ammonia
    storage facility with a 35,000-ton ammonia tank in Great Falls, Montana.
    Petitioner hired an engineering firm to dismantle the Exxon facility and
    reconstruct it on the Cantex site. Following petitioner’s rehabilitation plans, the
    Cantex site’s final storage capacity was approximately 45,000 tons.
    Petitioner did not like the name Cantex and renamed the company Neches
    Industrial Park, Inc., after the Neches River on which it was located. Petitioner
    was Neches’ sole officer and director, and in 1996 he became a 50% shareholder
    as well. The other 50% shareholder was Furtivus, Inc., a Canadian corporation
    -6-
    [*6] owned by the Weitzman family. Robert Thomas4 served as Neches’
    longstanding attorney, and accounting firm Funchess, Mills & White (Funchess)
    served as Neches’ accountant. Funchess prepared Neches’ quarterly and annual
    financial statements, employment tax returns, Federal and State income tax
    returns, and State franchise tax returns.
    Although Neches initially offered only ammonia storage services, over time,
    it provided sulfur, glycol, and liquid asphalt storage services as well. By 2000
    petitioner had grown Neches into a business with monthly revenue of $300,000 to
    $400,000. Neches’ tenants included DuPont, A&A Fertilizer, Ltd., CNR,
    ChemCycle, Inc., and Martin Gas Sales, Inc. (Martin).
    Petitioner worked at Neches full time until approximately 1998, returning to
    Florida every weekend to be with his family. In 1998 petitioner hired more
    employees to handle the day-to-day operations of Neches and transitioned to a
    business development role. Since petitioner’s business development work could
    be performed remotely, petitioner began working increasingly from his office in
    Jupiter, Florida. The office building was owned by Rich International, an S
    corporation wholly owned by petitioner. Starting around 1996 Rich International
    4
    Mr. Thomas is certified by the Texas Board of Legal Specialization in
    estate planning, probate law, and tax law. Over the past 25 years, Mr. Thomas has
    represented clients in over 100 corporate purchase and sale transactions.
    -7-
    [*7] began sending Neches monthly invoices for petitioner’s “management fees”.
    These management fees included petitioner’s travel and office expenses5 and were
    not subject to a written management agreement between Neches and Rich
    International.
    Starting in 2000 petitioner became interested in selling Neches. Between
    2000 and 2003, petitioner engaged in discussions with several companies--e.g.,
    Duke Energy, Buckeye Pipeline, Kinder Morgan Liquid Terminals, LLC (Kinder
    Morgan), and Kaneb Pipe Line Partners L.P.--regarding the possible sale of
    Neches.
    III.   MidCoast Investments, Inc.
    In June 2003 Jim Lelio, an executive at Kinder Morgan, introduced
    petitioner to Graham (Paul) Wellington of MidCoast Investments, Inc.
    5
    During this time petitioner was also engaged in the development and
    operation of a restaurant chain called Quarterdeck. Petitioner focused on real
    estate acquisition and development for the restaurants, while his partner, Paul
    Flanigan, handled the restaurants’ day-to-day operations. Because petitioner
    performed work for both Neches and the Quarterdeck restaurants out of his Florida
    office, petitioner charged half of the office expenses to Neches and the other half
    to Buffalo Holdings, Inc. (Buffalo Holdings), a C corporation petitioner created to
    invest in his restaurant business. These office expenses included salary and health
    benefits for petitioner’s secretary, as well as Rich International’s loan payments on
    the office building.
    -8-
    [*8] (MidCoast).6 MidCoast was looking for companies that fit a certain
    “acquisition profile”--i.e., C corporations that had recently experienced large
    taxable gain. Mr. Wellington explained to petitioner that buyers prefer to buy
    assets for a step-up in basis and that sellers prefer to sell stock, thus triggering
    only a single level of taxation. Mr. Wellington further explained that MidCoast
    could help buyers and sellers achieve the best of both worlds by buying a company
    shortly before or after its sale of assets. MidCoast would in turn employ high-
    basis, low-market-value assets--e.g., charged-off receivables--to offset the taxable
    gain from the asset sale in their “asset recovery business”. In addition, MidCoast
    would pay sellers a premium calculated on the size of the taxable gain. On July
    23, 2003, Mr. Wellington sent petitioner a letter stating:
    It was a pleasure speaking with you regarding MidCoast Investments’
    acquisition criteria. As discussed, MidCoast in [sic] interested in
    purchasing the stock of certain C-corporations. In instances where a
    C-corporation has sold its assets, MidCoast may have an interest in
    purchasing 100% of the stock for a price significantly higher than the
    shareholders might otherwise realize. MidCoast pursues these
    acquisitions as an effective way to grow our parent company’s asset
    recovery operations. It is important to note that after MidCoast
    completes its stock acquisition, the target company is not dissolved or
    6
    We observe that MidCoast has been involved in a number of transactions in
    cases that have come before us. See, e.g. Hawk v. Commissioner, T.C. Memo.
    2012-259; Feldman v. Commissioner, T.C. Memo. 2011-297; Starnes v.
    Commissioner, T.C. Memo. 2011-63, aff’d, 
    680 F.3d 417
    (4th Cir. 2012); Griffin
    v. Commissioner, T.C. Memo. 2011-61.
    -9-
    [*9] consolidated, but re-engineered into the asset recovery business
    and ultimately becomes an income producer for MidCoast.
    Enclosed was a MidCoast promotional brochure, which described its history,7 its
    target corporation profile, and the benefits that it provides.
    Between August 2003 and May 2004 petitioner and Mr. Wellington kept in
    routine contact. Petitioner kept Mr. Wellington informed about his efforts to sell
    Neches and even spoke highly of Mr. Wellington and MidCoast to potential
    buyers Martin Midstream Partners, L.P. and Kaneb Pipe Line Partners, L.P. In
    January 2004 petitioner told Mr. Wellington that a closing in 2004 “looks good”.
    In June or July 2004 Mr. Wellington and Donald Stevenson, director of
    corporate acquisitions of MidCoast Financial, Inc. (also MidCoast),8 met with
    7
    According to the promotional brochure, MidCoast Credit Corp. was
    founded in 1958 as a network of mortgage banking branches throughout the
    northeastern United States. In 1996 MidCoast Credit Corp. shifted its focus to the
    asset recovery business and became a buyer of “charged-off debt portfolios from
    major banking institutions”. In 1997 MidCoast Credit Corp. formed MidCoast
    Investments, Inc., to “identify and acquire corporations suitable for conversion
    into the asset recovery business”.
    8
    In May 2004 MidCoast Investments, Inc., sold all of its assets to MidCoast
    Financial, Inc. We refer to both entities as MidCoast. References to MidCoast for
    dates before May 2004 shall be to MidCoast Investments, Inc. References to
    MidCoast for dates after May 2004 shall be to MidCoast Financial, Inc.
    - 10 -
    [*10] petitioner in Jupiter, Florida.9 During this meeting petitioner inquired about
    transferee liability. Mr. Stevenson explained that as long as the corporation held
    enough assets to discharge its liabilities, no transferee liability would exist.
    IV.   Morgan Joseph & Co., Inc.
    Meanwhile, in July 2003 petitioner attended a Merrill Lynch seminar
    regarding investment banking for small businesses. At the seminar, petitioner met
    an investment banker at Merrill Lynch named John Stuart, who later introduced
    him to Omar Abboud, a managing director at the investment banking firm of
    Morgan Joseph & Co., Inc. (Morgan Joseph), who specialized in the chemical
    industry.
    In August 2003 petitioner spoke with Mr. Abboud about Neches’ history, its
    current financial state, its plans for future development and growth, and his desire
    to sell Neches. Mr. Abboud was impressed by petitioner’s success in developing
    Neches and believed that a number of companies would consider Neches an
    attractive acquisition target. Petitioner told Mr. Abboud and his associate, Kelly
    Walters, that many of Neches’ potential acquirers were master limited partnerships
    (MLP), which could not purchase Neches stock. Petitioner further explained that
    9
    Although Mr. Wellington had previously resigned from MidCoast
    Investments, Inc., during the sale to MidCoast Financial, Inc., he attended the
    meeting with petitioner at Mr. Stevenson’s request.
    - 11 -
    [*11] because of the low inside basis of Neches’ assets, an asset sale would not be
    tax efficient.10 Following their conversation, Mr. Abboud and Mr. Walters began
    researching “potential creative structure(s) that could mitigate or circumvent”
    petitioner’s conundrum.
    On September 11, 2003, Mr. Abboud and Mr. Walters held a conference call
    with petitioner to discuss a PowerPoint presentation prepared by the Morgan
    Joseph team. The PowerPoint presentation covered Neches’ valuation, potential
    buyers and their acquisition criteria, an efficient transaction structuring alternative,
    and the team’s recommendations. On a slide titled “Structuring Considerations”,
    the Morgan Joseph team explained why stock transactions were preferred by
    sellers, why asset transactions were preferred by buyers, and how to use an NOL
    intermediary as a “Tax-Efficient Alternative”. According to Morgan Joseph, the
    use of an NOL intermediary was an “[i]nnovative structure [which] maximizes
    cash to seller while eliminating need for additional investment by buyer in order to
    achieve passthrough status.” The Morgan Joseph team recommended that the best
    way for petitioner to maximize the value of Neches was for Morgan Joseph to
    create an “auction environment” through an “orchestrated sale process” to sell
    10
    In an email dated September 5, 2003, petitioner told Mr. Abboud that the
    inside basis of Neches’ assets was approximately $10 million and told Mr.
    Abboud to assume that his outside basis in Neches stock was zero.
    - 12 -
    [*12] Neches’ assets and then to hold a separate bidding contest “among various
    NOL companies who are interested in buying shell companies with post-sale cash
    and tax liabilities”.
    Following the conference call, petitioner decided not to hire Morgan Joseph
    because of his existing connections with many of the potential buyers and because
    of Morgan Joseph’s sizable retainer fees. However, petitioner stayed in contact
    with Mr. Abboud and kept Mr. Abboud updated on the status of various deals that
    he was working on.
    V.     Sale of Neches’ Operating Assets
    In April 2004 petitioner met with executives from Kinder Morgan regarding
    the sale of Neches’ assets. Negotiations lasted all day, and the parties reached a
    “hand-shake deal” at a baseball game of petitioner’s son. Kinder Morgan wished
    to close the transaction by June 1, 2004. On May 3, 2004, Neches and Kinder
    Morgan signed a nonbinding term sheet regarding the sale of Neches’ operating
    assets.
    On May 6, 2004, petitioner called Mr. Wellington of MidCoast and
    informed him of the asset sale to Kinder Morgan. On May 7, 2004, Mr.
    Wellington sent petitioner a letter requesting Neches’ most recent financial
    statements and tax returns, an updated tax basis of the assets being sold, and
    - 13 -
    [*13] various other financial information so that he could “revise the comparative
    stock acquisition exhibit premised on the $26m asset sale”. Mr. Wellington
    further represented that if he received the requested information by next week, he
    could “almost guarantee MidCoast will meet your intended timeframes and
    maximize your net proceeds”.
    The Kinder Morgan deal did not go through. Martin, one of Neches’
    tenants, held a right of first refusal to purchase Neches’ assets within 10 days of a
    purchase agreement. On May 11, 2004, Neches notified Martin of the pending
    sale to Kinder Morgan. On May 28, 2004, Martin notified Neches that it would
    exercise its right of first refusal. On June 1, 2004, Neches and Martin entered into
    a purchase and sale agreement in which Martin agreed to purchase for $25.5
    million all of Neches’ operational assets (including land, tanks, dock facilities,
    rails, buildings, pipelines, and all other physical facilities affixed to the land).
    Martin also purchased Neches’ intangible assets, including its contracts, goodwill,
    licenses and permits, intellectual property rights, and rights in insurance proceeds.
    Pursuant to the purchase and sale agreement, Neches retained its preclosing
    liabilities, including a prepaid lease obligation to Koch Nitrogen International Sarl
    - 14 -
    [*14] (Koch),11 litigation liability relating to a title dispute in a newly constructed
    ammonia tank,12 and environmental liabilities. In addition, the purchase and sale
    agreement required Neches to set aside funds from the purchase proceeds into
    various escrow accounts (collectively PAT and Koch escrows), including: (1)
    $300,000 in a “PAT Tank Repair Escrow” account;13 (2) $140,000 in a “Port
    Arthur Tank Escrow” account; and (3) $2,500,000 in a “Koch Lien Escrow”
    account.14
    11
    In or around 2000 Neches entered into a lease agreement with Duke
    Energy (Duke) scheduled to begin in November 2005. Pursuant to the lease
    agreement, Duke made a $2.5 million “prepaid rent” payment to Neches. When
    Koch purchased Duke, Duke assigned its Neches lease to Koch. Kinder Morgan
    was concerned that a natural disaster would render the Beaumont site unable to
    deliver on Neches’ lease obligations, and it negotiated for petitioner to be liable
    for such contingencies.
    12
    In late 2003 petitioner hired a company called Port Arthur to construct two
    ammonia storage tanks (PAT tanks), which were completed in early 2004. During
    water tests, one of the tanks experienced foundation failure. As a result of the
    construction defect, petitioner did not make the final payment on the PAT tanks,
    resulting in a mechanic’s lien of $138,000 on the tanks.
    13
    Pursuant to the purchase and sale agreement, Neches was responsible for
    the repair costs of the defective PAT tank. Thus, if repair costs were less than
    $300,000, Neches would be refunded the difference from the “PAT Tank Repair
    Escrow”. If repair costs exceeded $300,000, Neches would pay Martin the
    difference. Repair costs ultimately totaled $181,000, leaving the “PAT Tank
    Repair Escrow” with $119,000 belonging to Neches.
    14
    Pursuant to the purchase and sale agreement, unless Martin defaulted on
    (continued...)
    - 15 -
    [*15] Also on June 1, 2004, petitioner signed a noncompetition agreement with
    Martin which precluded him from entering the ammonia storage and handling
    business within the United States and from engaging in general terminaling
    services within 150 miles of the Gulf Coast for a term of 10 years. As
    consideration, Martin paid petitioner $1.5 million, with $1 million due at closing
    and $50,000 paid each year for 10 years.
    On June 1, 2004, Martin wired $26,284,778.02 in asset purchase proceeds
    to an escrow account at the Beaumont Title Co. On June 2, 2004, after various
    expenses had been paid and the PAT and Koch escrows had been funded from the
    asset sale proceeds, Beaumont Title Co. transferred $21,270,547.75 to Neches’
    Merrill Lynch bank account. Also on June 2, 2004, Beaumont Title Co.
    transferred $1 million to petitioner’s personal bank account.15
    Following the asset sale to Martin, Neches had no operating assets and
    could no longer operate as an ammonia facility. In connection with its purchase of
    14
    (...continued)
    the Duke lease agreement as a result of force majeure, Neches would receive from
    the escrow account $104,166.67 on the last date of each month starting on
    November 30, 2005, and continuing until no funds were left in escrow.
    15
    Petitioner did not report the $1 million as income on his personal 2004
    Federal income tax return.
    - 16 -
    [*16] the Neches assets, Martin also hired approximately half of Neches’
    employees. Shortly thereafter, Neches terminated the employment of its remaining
    employees.
    VI.   Stock Enhancement Transaction
    While the asset sale was pending, on May 13, 2004, Mr. Abboud told
    petitioner about a firm that “provides the same services as Midcoast albeit using a
    different structure. * * * The attraction to this group is that I believe they will pay
    you more than Midcoast for the stock of the company.” Mr. Abboud asked
    petitioner who he was using for tax counsel, and petitioner put Mr. Abboud in
    contact with Mr. Thomas and Keith Kelly, a certified public accountant (C.P.A.)
    and vice president of Funchess.
    On May 28, 2004, petitioner wrote to Mr. Thomas regarding his plans after
    the close of the Martin asset sale:16
    Robert, remember as we get into Pat Tank, Koch, etc - all escrow
    accounts, names need to be something besides Neches. Next step
    after Tuesday (assuming it happens) is to wind Neches down and sell
    Neches stock to “stock enhancement group”--NY wall street deal--I
    can explain this to you.
    16
    Petitioner waived in writing the attorney-client privilege as to Mr.
    Thomas’ representation in these transactions.
    - 17 -
    [*17] Petitioner understood that the buyer in a stock enhancement transaction
    viewed the acquired company’s tax liability as an asset that it could utilize. On
    July 2, 2004, petitioner explained the stock enhancement transaction to Mr.
    Thomas as follows:
    Stock enhancement is based entirely on tax liability. The fed & state
    tax liability is the magical amount of cash that has to be in Neches.
    * * * I was simply trying to find an easy path forward to getting
    Yacht Club,[17] escrows and misc A/R out of Neches in order to
    execute [the] stock enhancement deal.
    A.     Morgan Joseph Hired To Orchestrate Stock Enhancement Transaction
    At some point before June 7, 2004, petitioner received a letter of intent from
    MidCoast offering to purchase Neches at a $2.7 million premium--the purchase
    price in excess of Neches’ fair market value. Petitioner forwarded MidCoast’s
    offer to Mr. Abboud. Mr. Abboud was surprised that MidCoast had offered a
    premium representing 39% of Neches’ Federal tax liability, rather than the 33%
    that MidCoast traditionally used to calculate its premium payment.
    Morgan Joseph offered to orchestrate a sale of Neches’ stock for a $450,000
    fee. This fee was based on the difference between the premium offered by
    17
    Yacht Club Holdings, L.P. (Yacht Club), is a partnership engaged in the
    development of commercial office buildings. At the time, Yacht Club was owned
    90% by Neches and 10% by the Richard H. Cullifer Revocable Trust (RHC Trust),
    which petitioner had created.
    - 18 -
    [*18] MidCoast (39% of Neches’ Federal tax liability) and the premium offered by
    another company (65% of Neches’ Federal tax liability). On June 16, 2004,
    petitioner, as president of Neches, signed an engagement agreement to hire
    Morgan Joseph to render financial and advisory investment banking services for
    the sale of Neches stock.18
    B.     Mr. Thomas Sounds Warning Bells
    On June 18, 2004, Mr. Thomas wrote to petitioner expressing concerns
    about the viability of the stock enhancement transaction:
    After talking with Omar, I still have the same feeling that any buyer
    of the stock may not be able to get the tax benefits they think they
    will get if they ever get audited. But, that won’t be OUR issue as
    long as we carefully limit our reps and warranties in the sale
    agreement. * * *
    Mr. Thomas concluded:
    DO NOT SIGN ANY LETTER OF INTENT OR ANYTHING ELSE
    REGARDING A POTENTIAL NIP STOCK SALE UNTIL YOU
    LET ME REVIEW/BLESS IT FROM THE LEGAL END. WE
    DON’T WANT TO GET TRAPPED HERE.
    On June 29, 2004, Mr. Thomas wrote to Mr. Walters and Mr. Abboud
    seeking certain representations and warranties in a stock purchase and sale
    18
    Although petitioner signed the engagement agreement in his capacity as
    president of Neches, Morgan Joseph’s objective was to maximize the value of the
    Neches stock.
    - 19 -
    [*19] agreement, including: (1) petitioner would not warrant that MidCoast could
    achieve the desired tax outcome; (2) MidCoast would not be entitled to any
    purchase price reduction if, on audit, the desired tax outcome is not achieved; (3)
    MidCoast would bear the costs of a tax audit; and (4) MidCoast would indemnify
    petitioner against any tax claims arising from the transaction. That same day, Mr.
    Abboud replied stating:
    I don’t believe anyone will give you what you are requesting. It
    amounts to a road map for anyone challenging the deal.
    Richard is selling the stock of his company. If a buyer sees
    value in the tax attributes, whatever they are (NOL’s, etc), so be it.
    We wouldn’t ask for your specific protections in a straight stock sale
    under any other circumstances.
    I agree that Richard needs protection in the agreements, but I
    would think that a Rep that the buyer is acquiring ALL liabilities
    other than x,y,z would suffice.
    On June 30, 2004, Mr. Thomas replied:
    Well, Omar, actually it just amounts to me looking out for my client.
    I’m not trying to kill a deal, make a sale or make a commission here.
    Where I am from, there is a time-honored axiom of high finance
    which goes like this: pigs git fat, and hogs git et.
    C.     Pre-Stock-Sale Asset Transfers
    After the sale of Neches’ operating assets to Martin and before the Neches
    stock sale, petitioner caused Neches to transfer many of its remaining assets to
    - 20 -
    [*20] entities controlled by petitioner and entities controlled by the Weitzman
    family--i.e., Furtivus, Inc. (Furtivus), Hawco, Inc. (Hawco), and Tapel Financial
    Corp. (Tapel).
    During May through August 2004 Neches made the following cash transfers
    to Rich International,19 Yacht Club and Buffalo Holdings:
    Recipient              Date              Amount
    Rich International         5/6/2004            $50,000
    5/24/2004             25,000
    Yacht Club                 5/7/2004             10,000
    5/24/2004             10,000
    6/4/2004            200,000
    7/31/2004            249,860
    8/3/2004             50,000
    Buffalo Holdings           6/4/2004            200,000
    In addition, on June 20, 2004, Neches assigned the $2.5 million “Koch Lien
    Escrow” account to Yacht Club. On July 6, 2004, Neches paid $39,481.36 to
    Toyota of Stuart for the purchase of a Toyota 4 Runner, which was recorded in its
    general ledger as a management fee to Rich International. Finally, on August 3,
    19
    These cash transfers are in addition to the management fees that Neches
    paid to Rich International for petitioner’s services and expenses.
    - 21 -
    [*21] 2004, Neches sold its 90% interest in Yacht Club to Buffalo Holdings, in
    exchange for a $3,294,382.14 promissory note from Buffalo Holdings.
    With respect to the Weitzman family, on June 3, 2004, Neches paid
    $1,562,952 to Hawco to retire its debts to Furtivus and Hawco. In addition, on
    June 14, 2004, Neches transferred $5,320,355.76 to Tapel.
    D.       Petitioner Selects MidCoast for Stock Enhancement Transaction
    On July 2, 2004, Mr. Abboud and Mr. Walters held a conference call with
    petitioner to discuss a bid summary that the Morgan Joseph team had prepared.
    The bid summary compared the purchase offers of three companies--Krilacon, Red
    Bridge, and MidCoast.
    Krilacon      Red Bridge        MidCoast
    Purchase price                     $11,552,083     $11,210,000     $10,523,753
    Assumed tax liability               $6,612,925      $6,856,660       $6,856,660
    Shareholder premium                 $4,212,925      $4,113,996       $3,428,330
    Percent of tax liability                  63.7             60                 50
    Premium amount over original
    MidCoast premium offer             $1,584,947      $1,486,018        $800,352
    Because petitioner had brought MidCoast “to the table”, Morgan Joseph’s fees for
    a stock sale to MidCoast was $275,000, rather than the $450,000 fee for a sale to
    Krilacon or Red Bridge, whose involvement Morgan Joseph had secured. In
    - 22 -
    [*22] addition to the purchase price, MidCoast agreed to reimburse petitioner for
    the $275,000 fee.
    Petitioner performed minimal due diligence for the stock sale. Although
    petitioner asked Mr. Thomas to check the bidders’ references, petitioner did not
    instruct any of his advisers to research the bidders’ financial situation, their history
    or operations, the status of previously acquired companies, how the desired tax
    outcomes would be achieved, or the legality of the stock enhancement concept.
    The MidCoast references Mr. Thomas called were Mark Fullmer, Gerald
    Mogg, and Robert Barron.20 Mr. Thomas did not ask any of the references what
    happened to the companies after the transaction, nor did he question them about
    the transaction’s tax aspects or potential risks.
    Even though MidCoast offered the lowest shareholder premium, petitioner
    ultimately selected MidCoast for the stock enhancement transaction. According to
    petitioner, MidCoast was his top choice because he had developed a level of
    comfort and familiarity with MidCoast from his prior interactions with MidCoast
    20
    Mr. Fullmer was an attorney who had represented a client in a recent stock
    sale to MidCoast. Mr. Mogg was a seller-side accountant involved in a prior stock
    sale. Finally, Mr. Barron had represented a client in the stock sale to MidCoast
    but was currently MidCoast’s attorney for the Neches stock sale.
    - 23 -
    [*23] and from seeing its name for many years on a building along I-95 in Palm
    Beach County, Florida.
    At the request of Morgan Joseph, MidCoast submitted a revised letter of
    intent dated July 9, 2004, for a proposed acquisition of 100% of Neches’ stock at a
    $3,814,729 premium. On July 9, 2004, petitioner, personally and as president of
    Furtivus,21 signed the revised letter of intent.
    On July 16, 2004, Mr. Thomas wrote to petitioner suggesting that he
    consider hiring an additional attorney to represent him in the stock sale to
    MidCoast. Mr. Thomas explained that he and MidCoast’s lawyers could start
    “digging in against each other” over certain terms which would “protect us if the
    Services comes calling” and “keep you from being any worse off than if you just
    dissolved NIP and took the cash.” Such terms include “Midcoast’s indemnity of
    you for any taxes, penalties, interest due on IRS audit of our 2003-2004 tax
    return” and an “agreement not to liquidate NIP and Midcoast for a period of years
    (3-5 maybe).”
    21
    Petitioner was appointed the president of Furtivus in spring of 2004 to
    facilitate the sale of Neches’ assets to Martin and to sign related documents.
    - 24 -
    [*24] E.     Petitioner Becomes 100% Shareholder of Neches
    Upon further reflection, Furtivus decided that it did not want to proceed
    with the MidCoast stock enhancement transaction. On August 16, 2004, Neches
    executed a stock redemption agreement to redeem Furtivus’ interest in Neches for
    $7,250,000. The stock redemption agreement was to be effective June 30, 2004,
    before the date on which Furtivus signed the MidCoast letter of intent. On August
    17, 2004, Neches wired the stock redemption payment to related-entity Hawco.
    F.     Special Dividend to Petitioner
    On August 19, 2004, petitioner, as sole director of Neches, caused Neches
    to declare a special dividend to himself of $3,727,121.10. In satisfaction of that
    dividend, Neches assigned to petitioner: (1) a Hibernia National Bank operating
    account of $7,171.58; (2) the “Port Arthur Tank Escrow” account of $140,000; (3)
    the “PAT Tank Repair Escrow” account of $119,000; (4) a Chemcycle loan
    receivable of $8,075.02; (5) insurance premium refunds of $158,492.47; and (6)
    the Buffalo Holdings promissory note of $3,294,382.14. The cumulative value of
    the assets distributed was $3,727,121.21.
    G.     Neches’ Balance Sheet as of August 24, 2004
    Following the Martin asset sale, William (Keith) Kelley of Funchess
    prepared Neches’ compiled financial statements as of August 24, 2004, and
    - 25 -
    [*25] calculated Neches’ tax liabilities as of that date. In performing these duties,
    Mr. Kelley did not audit Neches’ books nor review its general ledger for accuracy.
    Since Neches had not engaged in any transactions following the special dividend
    and before the stock sale, Neches’ balance sheet appeared as follows on both
    August 19 and 25, 2004.
    Assets
    Cash                                    $6,228,170
    Accrued interest receivable                 4,800
    Total Assets                            6,232,970
    Liabilities
    Accrued Federal income tax               5,972,050
    Prepaid estimated tax                    (243,000)
    Accrued Florida income tax                 18,992
    Accrued Texas franchise tax               746,542
    Total liabilities                       6,494,584
    Shareholder’s equity
    Total equity                            (261,614)
    In calculating Neches’ Federal income tax liability, Funchess did not reduce
    Neches’ taxable income by the accrued Texas franchise tax because that expense
    is not deductible until it is paid.
    - 26 -
    [*26] H.     MidCoast Stock Purchase and Sale Agreement
    Meanwhile, on August 4, 2004, Chandrakant Shah, part owner and manager
    of MidCoast, created Neches Holdings, LLC (Neches Holdings), to be the
    acquiring entity in the Neches stock sale transaction. MidCoast was Neches
    Holdings’ sole member and manager.
    On or around August 10, 2004, MidCoast sent Mr. Thomas a draft purchase
    and sale agreement (PSA) for the purchase of Neches stock. This agreement
    identified Neches Holdings as the buyer. Mr. Thomas was alarmed by this
    substitution and wrote to petitioner:
    One thing right off the top that should be a deal killer--where the hell
    did Midcoast go? If we do the deal with “Neches Holdings, LLC, a
    Delaware LLC” we might as well be going with “Red Bridge” or
    “Krilacon”. The business risk to you without Midcoast or other party
    with money is that there is no one there to step up and honor the
    indemnity for tax liabilities fye [(for year ending)] 9/30/04 which
    would otherwise be due on corp asset sale to Martin if IRS comes
    calling in 2005, or Neches Holdings does something screwey post
    stock sale that gets us in trouble with IRS or whoever. Seems to me
    Midcoast must be a party or at least guarantee the performance of all
    obligations, etc of Neches Holdings under the agreement.
    On August 25, 2004, a share purchase agreement was executed among
    MidCoast, Neches Holdings, Neches, and petitioner. The agreement provided that
    MidCoast would pay petitioner $3,486,433 in return for all outstanding Neches
    stock. The agreement further provided that Neches Holdings would be
    - 27 -
    [*27] responsible for filing and paying Neches’ State and Federal income tax
    liability for the fiscal year ending September 30, 2004 “to the extent that such tax
    liability is due given the Company’s post-closing business activities”. On the
    same day, Neches Holdings borrowed $3,386,433 from MidCoast by demand note.
    The law firm Berger Singerman acted as the escrow agent for the
    transaction. The purpose of the escrow arrangement was two-fold: to ensure that
    the cash would remain in Neches when ownership was transferred, and to ensure
    that Neches was being purchased using outside funds. Pursuant to the share
    purchase agreement, on August 25, 2004, Neches wired $6,232,970 and MidCoast
    wired $3,593,353 to a Berger Singerman trust account. On August 26, 2004,
    Berger Singerman wired $6,232,970 from its trust account to an account held by
    Neches. Also on August 26, 2004, Berger Singerman wired $3,486,433 into an
    account held by petitioner. On August 27, 2004, Berger Singerman wired the
    remaining $106,920 to MidCoast. After closing, MidCoast paid $275,000 to
    Morgan Joseph for petitioner’s investment banking fees. Petitioner did not report
    the gain from the sale of Neches stock on his personal 2004 Federal income tax
    return.22
    22
    An Internal Revenue Service (IRS) audit of petitioner’s 2004 personal tax
    return in 2007 revealed that petitioner had failed to report the $1 million
    (continued...)
    - 28 -
    [*28] VII.   MidCoast and Neches Holdings’ Post-Stock-Sale Transactions
    Following the stock sale and unbeknownst to petitioner, MidCoast and
    Neches Holdings engaged in a number of transactions to further remove assets
    from Neches and to offset its taxable gain.
    On August 31, 2004, Neches wired $5,317,970 to MidCoast in return for a
    demand note from Neches Holdings (first demand note). On September 23, 2004,
    Neches wired another $189,920 to MidCoast in return for another demand note
    from Neches Holdings (second demand note).
    On September 24, 2004, Neches Holdings sold Neches to Wilder Capital
    Holdings, LLC (Wilder), and as consideration, Wilder assumed the liabilities for
    the first and second demand notes. Wilder was owned by Craig Stone, Larry
    Austin, and Walter Schmidt, who also owned Bay Area Business Enterprises, Ltd.
    (BABE), the Starwalker Group, LLC (Starwalker), and Korea Star Distressed
    Asset Fund, LLC (Korea Star). On that same day, Neches declared a dividend to
    Wilder, distributing the first and second demand notes. Also on September 24,
    2004, Neches declared a special dividend to Craig Stone and Korea Star and wired
    22
    (...continued)
    noncompete payment and the gain from his sale of Neches stock. Shortly
    thereafter, petitioner paid the deficiency, penalties, and interest resulting from
    these omissions.
    - 29 -
    [*29] $500,000 to BABE as payment for the special dividend. These transactions
    left Neches with a negative cash balance.23
    On September 28, 2004, Wilder contributed a 90.39% interest in a Michael
    Carrie, Inc., loan (MCI loan) to Neches.24 The MCI loan was part of a portfolio of
    distressed debts purchased at auction by BABE for $300,000 on December 26,
    2003.
    VIII. Neches’ Federal Income Tax Return
    Neches’ Federal income tax return for the period ending September 30,
    2004, was signed by Craig Stone as president and was received by the IRS on
    April 11, 2005. On this return, Neches reported capital gain of $15,246,396 from
    the asset sale and $5,307,598 of rental income. To offset some of that gain,
    Neches claimed a loan basis of $17,870,854.81 in the MCI loan and a bad debt
    loss of $17,781,501. Neches claimed a $825,388 loss on its tax return for the
    period ending September 30, 2004. On May 10, 2005, the IRS received from
    Neches a Form 1139, Corporation Application for Tentative Refund, which
    23
    On September 10, 2004, before the stock sale to Wilder, Neches also wired
    $100,000 to Starwalker and $125,000 to BABE, entities affiliated with Wilder.
    24
    Michael Carrie, Inc., was a clothing manufacturer in the New Jersey area
    that had gone out of business in the late 1990s.
    - 30 -
    [*30] claimed an NOL carryback of $825,388 for the tax year ended September
    30, 2004. On June 13, 2005, the IRS issued a refund to Neches of $126,294,
    which was deposited into a BABE account a day later. In addition, the IRS had
    previously refunded Neches’ prepaid taxes of $243,000 on December 9, 2004,
    which had also been deposited into a BABE account on January 11, 2005.
    IX.   IRS Audit of Neches
    In 2007 and 2008 respondent conducted an investigation into Neches’
    taxable years ended September 30, 2003, and September 30, 2004. On April 8,
    2008, respondent mailed Neches a notice of deficiency, which disallowed a
    deduction for management fees of $976,076, a deduction for professional fees of
    $262,529, and a $17,781,501 bad debt loss for the MCI loan. The notice of
    deficiency was returned to the IRS unclaimed. Neches did not respond to
    respondent’s examination nor did it file a petition with the Tax Court in response
    to the notice of deficiency. On August 6, 2008, respondent assessed the tax and
    penalties set forth in the notice of deficiency for the years at issue.
    Penalty
    TYE Sept. 30           Deficiency            sec. 6662
    2003               $126,294              $50,518
    2004              6,363,993            2,489,400
    - 31 -
    [*31] Revenue Officer Jerry Young (RO Young) was assigned to collect on
    Neches’ outstanding tax. RO Young filed notices of Federal tax lien with the
    Texas and Florida secretaries of state and sent copies to Neches. He further sent
    Neches a Form 1058, Notice of Balance Due, informing Neches of its collection
    appeal rights. Neches did not respond to these letters.
    RO Young checked various Internal Revenue Service internal databases for
    bank accounts held by Neches and levied, mostly unsuccessfully, on the accounts
    that he had found. RO Young also investigated Neches’ tangible assets and
    determined that Neches had no tangible assets from which to collect.
    Accordingly, RO Young determined Neches’ tax liabilities for the years at issue to
    be noncollectible outstanding accounts.
    On January 6, 2009, respondent sent petitioner a letter informing him that
    the IRS was conducting a transferee liability examination of petitioner concerning
    Neches’ tax liabilities for the years at issue. On June 2, 2011, respondent sent
    petitioner a notice of liability.
    X.     Expert Witnesses
    The parties presented expert testimony on a number of disparate matters.
    Petitioner presented the report and testimony of expert witness S. Todd Burchett to
    prove that Neches was solvent at the time of the stock sale. Mr. Burchett is a
    - 32 -
    [*32] certified public accountant (C.P.A.), senior appraiser accredited by the
    American Society of Appraisers (ASA), and certified in financial forensics and
    accredited in business valuation by the American Institute of Certified Public
    Accountants (AICPA). Mr. Burchett maintained that under a solvency analysis,
    the Texas franchise tax is assumed to have been paid and therefore would be
    treated as a deductible expense. Treating the franchise tax as a deductible expense
    would have reduced Neches’ Federal income tax liability by $283,686, resulting in
    equity of $22,072. Accordingly, Mr. Burchett concluded that Neches was not
    insolvent as of August 19 and 25, 2004.
    Respondent presented the reports and testimonies of two expert witnesses--
    Francis Burns and Steven Hastings. Mr. Burns is a senior appraiser accredited by
    the ASA, is accredited in business appraisal review by the Institute of Business
    Appraisers, holds a master’s degree in finance and economics, and has over 25
    years of valuation experience. Mr. Hastings is a C.P.A., is certified in financial
    forensics by the AICPA, and has over 20 years of financial and valuation
    experience.
    Mr. Burns submitted two reports: one valuing Neches’ intangible assets as
    of August 25, 2004, and the other valuing a 90.39% interest in the MCI loan.
    With respect to Neches’ intangible assets, Mr. Burns noted that pursuant to its
    - 33 -
    [*33] purchase and sale agreement with Martin, Neches sold the following
    intangible assets: rights to intellectual property, including patents and trademarks;
    licenses and permits used in operation; accounts, instruments, and intangibles; and
    goodwill. Mr. Burns concluded that following the asset sale Neches no longer had
    any “going concern value” because it had disposed of all of its income-generating
    assets and had no continuing earning power. Mr. Burns further concluded that any
    “personal goodwill” arising from petitioner’s special skills or reputation could not
    be capitalized upon because such goodwill is generally nontransferable and
    unmarketable, petitioner had resigned from Neches, and petitioner had signed a
    10-year noncompete agreement precluding him from working in the ammonia
    storage industry. Finally, Mr. Burns concluded that Neches’ only identifiable
    intangible asset of value was its incorporation status and its previously incurred
    incorporation costs, which he estimated to be less $10,000.
    With respect to the value of a 90.39% interest in the MCI loan that Wilder
    contributed to Neches, Mr. Burns determined its value on the basis of a BABE
    collectibility assessment. The MCI loan had been acquired as part of a
    nonperforming loan portfolio by BABE on December 26, 2003. BABE paid
    $300,000 for the entire loan portfolio, which had a total outstanding balance of
    $139,225,253. The MCI loan, with an outstanding balance of $19,770,855,
    - 34 -
    [*34] represented 28.1% of the loans not designated “not collectable” or 55.2% of
    loans designated “collectible”. Accordingly, Mr. Burns valued the MCI loan at a
    midpoint value of $124,900 and calculated a 90.39% interest of the loan to be
    worth $112,900.
    Mr. Hastings also submitted two expert reports: one regarding industry due
    diligence standards for a sale of stock and the other regarding Wilder’s profit
    potential in contributing a 90.39% interest in the MCI loan to Neches.25 With
    25
    Mr. Hastings also opined on the business purpose and economic substance
    of the stock sale to MidCoast and Wilder’s contribution of the MCI loan interest.
    The economic substance and business purpose of a transaction is a mixed
    question of fact and law, but the ultimate determination of whether to
    recharacterize a transaction because it lacks economic substance or a business
    purpose is a matter of law exclusively within the purview of a court. See, e.g.,
    Shellito v. Commissioner, 
    437 Fed. Appx. 665
    , 669 (10th Cir. 2011) (“Whether
    the form over substance, economic substance, or similar doctrines apply, is a
    mixed question of fact and law; but the ultimate determination that such a doctrine
    applies is a matter of law which we review de novo.”), vacating and remanding
    T.C. Memo. 2010-41; Stobie Creek Invs. LLC v. United States, 
    608 F.3d 1366
    ,
    1375 (Fed. Cir. 2010) (“How a transaction is characterized is a question of law we
    review de novo. Accordingly, we review the trial court’s application of the
    economic substance doctrine without deference.”); Townsend Indus. Inc. v. United
    States, 
    342 F.3d 890
    , 898 (8th Cir. 2003) (holding that a business purpose existed
    as a matter of law “even if ‘business purpose’ were to be treated as a question of
    fact”); Compaq Computer Corp. v. Commissioner, 
    277 F.3d 778
    , 779-780 (5th
    Cir. 2001) (holding that whether a transaction has economic substance or a
    business purpose is a “legal conclusion” subject to de novo review), rev’g 
    113 T.C. 214
    (1999); Glass v. Commissioner, 
    87 T.C. 1087
    , 1172 (1986) (noting that
    in determining whether a transaction “lacked economic substance and was
    (continued...)
    - 35 -
    [*35] respect petitioner’s stock sale to MidCoast, Mr. Hastings opined that
    petitioner failed to meet industry standards for financial, legal, commercial, and
    integration planning due diligence. Mr. Hastings based his conclusion on the
    25
    (...continued)
    therefore a sham”, “we are here focusing our attention not on questions of fact but
    on a question of law”), aff’d sub nom. Lee v. Commissioner, 
    897 F.2d 915
    (8th
    Cir. 1989); cf. Shirar v. Commissioner, 
    916 F.2d 1414
    , 1417 n.3 (9th Cir. 1990)
    (noting that although “whether a transaction is lacking in economic substance is
    perhaps a mixed issue of law and fact”, such determination is reviewed “under the
    clearly erroneous standard because it is essentially a factual determination”
    (citations and quotation internal marks omitted.)), rev’g T.C. Memo. 1987-492.
    But see Nicole Rose Corp. v. Commissioner, 
    320 F.3d 282
    , 284 (2d Cir. 2003)
    (“Whether a transaction lacks economic substance is a question of fact that we
    review under the clearly erroneous standard.”), aff’g 
    117 T.C. 328
    (2001); ACM
    P’ship v. Commissioner, 
    157 F.3d 231
    , 245 (3d Cir. 1998) (“[W]e review * * *
    [the Tax Court’s] factual findings, including its ultimate finding as to the
    economic substance of a transaction, for clear error.”), aff’g in part and rev’g in
    part T.C. Memo. 1997-115; Rice’s Toyota World, Inc. v. Commissioner, 
    752 F.2d 89
    , 92 (4th Cir. 1985) (“Whether under this test a particular transaction is a sham
    is an issue of fact[.]”), aff’g in part, rev’g in part 
    81 T.C. 184
    (1983); Packard v.
    Commissioner, 
    85 T.C. 397
    , 428 (1985) (“[B]usiness purpose is a question of fact,
    [and] we must look to all of the facts and circumstances[.]”).
    An expert witness’ testimony “is admissible only insofar as it assists the
    trier of fact, through the application of scientific, technical, or specialized
    expertise, to understand the evidence or to determine a fact in issue”, and
    “opinions regarding the legal standards applicable to this case are outside of his
    competence and must be excluded.” City of Tuscaloosa v. Harcros Chems.,
    Inc.,158 F.3d 548, 565 (11th Cir. 1998); see also Montgomery v. Aetna Cas. &
    Sur. Co., 
    898 F.2d 1537
    , 1541 (11th Cir. 1990) (“A[n] [expert] witness also may
    not testify to the legal implications of conduct; the court must be the * * * only
    source of law.”) . Consequently, we give no weight to Mr. Hastings’ business
    purpose and economic substance analysis.
    - 36 -
    [*36] following facts: (1) petitioner failed to investigate MidCoast’s financial
    status and funding sources; (2) failed to research MidCoast’s legal standing and
    litigation record; (3) failed to research the business mechanics of the asset
    recovery business; and (4) failed to investigate the operations of previously
    acquired entities that had allegedly been converted into the asset recovery
    business.
    With respect to the MCI loan contribution, Mr. Hastings concluded that the
    potential for profit was virtually nonexistent. According to Mr. Hastings, an asset
    recovery firm generally expects to collect $3 for every $1 spent on a debt
    portfolio. One of the three dollars would pay for collection costs, another would
    pay for the investment itself, and the third would be profit. The loan portfolio
    purchased by BABE comprised 202 individual loans originated before Korea First
    Bank (KFB). While the exact ages of the loans are unknown, they were all
    originated before December 30, 1999. Mr. Hastings opined that the age of the
    KFB loans indicated a low probability of collection due to difficulties in locating
    the debtors and the likely existence of previous collection attempts. Mr. Hastings
    further noted that historical collections on the KFB loans had been low. Between
    January 1, 2000, and November 30, 2003, a total of $641,627 was collected on the
    entire loan portfolio, which represented a holding period collection rate of .46% of
    - 37 -
    [*37] the face amount or an annualized collection rate of .11%. No collections
    had occurred on the MCI loan. On the basis of these historic collection rates and
    Neches’ lack of collection efforts, Mr. Hastings concluded that Neches’ profit
    potential was “very limited”. In fact, Mr. Hastings’ profitability analysis showed
    that BABE and Neches would have had to collect 1.3% of the KFB portfolio’s
    valid loan balances to merely recoup its investment and collection costs.
    Mr. Hastings also opined that the contribution of only a portion of an
    individual loan was highly unusual in the asset recovery business because
    nonsyndicated loans of that size were considered illiquid investments, and thus not
    viable candidates for partitioning. Moreover, asset recovery firms typically did
    not service only portions of a particular loan.
    Discussion
    I.    Background and Mechanics of an Intermediary or “Midco” Transaction
    The transactions in this case have been described by the Commissioner as
    an intermediary transactions tax shelter (intermediary transaction). See Notice
    2001-16, 2001-1 C.B. 730, clarified by Notice 2008-111, 2008-51 I.R.B. 1299.
    Transactions that are the same or substantially similar to those described in Notice
    
    2001-16, supra
    , are identified as “listed transactions” for the purposes of section
    1.6011-4(b)(2), Income Tax Regs., effective January 19, 2001. See Notice 2001-
    - 38 -
    [*38] 16, supra; Notice 2008-111, secs. 1, 6, 2008-51 I.R.B. at 1299, 1301.
    Intermediary transactions have also been referred to as “Midco” transactions. See,
    e.g., Diebold Found., Inc. v. Commissioner, 
    736 F.3d 172
    , 175 (2d Cir. 2013),
    vacating and remanding Salus Mundi Found. v. Commissioner, T.C. Memo.
    2012-61.
    Ordinarily, shareholders of a C corporation can dispose of their interests in
    two ways: an asset sale or a stock sale. In an asset sale, the C corporation triggers
    the built-in gain in its appreciated assets, sec. 1001, and upon a liquidating
    distribution to the shareholders, triggers the built-in gain in the stock itself, secs.
    331, 1001. In addition, the corporation’s payment of the corporate level tax
    reduces the amount of cash available for distribution to the shareholders. In a
    stock sale, the shareholders sell their stock to a third party, the C corporation
    continues to own its appreciated assets, and the corporate-level built-in gain is not
    triggered. Generally, buyers prefer to purchase assets and receive a new basis
    equal to the purchase price, sec. 1012, whereas sellers disfavor the sale of assets
    because of the attendant corporate level tax. Because a stock sale merely defers
    the corporate level tax liability, however, a stock sale generally commands a lower
    sale price than an asset sale.
    - 39 -
    [*39] Midco or intermediary transactions are engineered to enable buyers to
    receive a fair market basis in the assets and for sellers to receive a purchase price
    that does not fully discount for the corporate level tax liability. Notice 2001-16,
    2001-1 C.B. at 730, describes an intermediary transaction as follows:
    These transactions generally involve four parties: seller (X) who
    desires to sell stock of a corporation (T), an intermediary corporation
    (M), and buyer (Y) who desires to purchase the assets (and not the
    stock) of T. Pursuant to a plan, the parties undertake the following
    steps. X purports to sell the stock of T to M. T then purports to sell
    some or all of its assets to Y. Y claims a basis in the T assets equal to
    Y’s purchase price. * * *
    Notice 2008-111, sec. 2, 2008-51 I.R.B. at 1299, elaborates on intermediate
    transactions as follows:
    An Intermediary Transaction involves a corporation (T) that
    would have a Federal income tax obligation with respect to the
    disposition of assets the sale of which would result in taxable gain
    (Built-in Gain Assets) in a transaction that would afford the acquiror
    or acquirors (Y) a cost or fair market value basis in the assets. An
    Intermediary Transaction is structured to cause the tax obligation for
    the taxable disposition of the Built-in Gain Assets to arise, in
    connection with the disposition by shareholders of T (X) of all or a
    controlling interest in T’s stock, under circumstances where the
    person or persons primarily liable for any Federal income tax
    obligation with respect to the disposition of the Built-in Gain Assets
    will not pay that tax (hereafter, the Plan). This plan can be
    effectuated regardless of the order in which T’s stock or assets are
    disposed.
    - 40 -
    [*40] Notice 2008-111, sec. 3, 2008-51 I.R.B. at 1300, further explains that as a
    component of an intermediary transaction “[a]t least half of T’s Built-in Tax that
    would otherwise result from the disposition of the Sold T Assets is purportedly
    offset or avoided or not paid.”
    The Court of Appeals for the Second Circuit has described one variation of
    a Midco transaction as follows:
    “Midco transactions” or “intermediary transactions” are
    structured to allow the parties to have it both ways: letting the seller
    engage in a stock sale and the buyer engage in an asset purchase. In
    such a transaction, the selling shareholders sell their C Corp stock to
    an intermediary entity (or “Midco”) at a purchase price that does not
    discount for the built-in gain tax liability, as a stock sale to the
    ultimate purchaser would. The Midco then sells the assets of the C
    Corp to the buyer, who gets a purchase price basis in the assets. The
    Midco keeps the difference between the asset sale price and the stock
    purchase price as its fee. The Midco’s willingness to allow both
    buyer and seller to avoid the tax consequences inherent in holding
    appreciated assets in a C Corp is based on a claimed tax-exempt
    status or supposed tax attributes, such as losses, that allow it to
    absorb the built-in gain tax liability. See I.R.S. Notice 2001-16,
    2001-1 C.B. 730. If these tax attributes of the Midco prove to be
    artificial, then the tax liability created by the built-in gain on the sold
    assets still needs to be paid. In many instances, the Midco is a newly
    formed entity created for the sole purpose of facilitating such a
    transaction, without other income or assets and thus likely to be
    judgment-proof. The IRS must then seek payment from the other
    parties involved in the transaction in order to satisfy the tax liability
    the transaction was created to avoid.
    Diebold Found., Inc. v. 
    Commissioner, 736 F.3d at 175-176
    .
    - 41 -
    [*41] The current case involves a twist to the intermediary transaction described
    above by the Court of Appeals for the Second Circuit. The tax mechanics of a
    Midco transaction, however, remain the same regardless of the order in which the
    stock sale and asset sale occurs. Notice 2008-111, sec. 2. Here, petitioner
    engaged in an asset sale before the stock sale. As a result, Neches had already
    recognized built-in gain and no longer owned any noncash assets. In both cases,
    the stock purchase price did not fully discount for the corporation’s tax liability.
    In this case, MidCoast’s profit comes indirectly from the asset buyer as the amount
    of cash left in Neches over the price the buyer paid for the stock. Finally, both
    variations of the transaction require Midco to prevail in offsetting the gain with
    losses in order for the transaction to succeed.
    II.   Legal Standard and Burden of Proof
    Under section 6901, the Commissioner may proceed against a transferee of
    property to assess and collect Federal income tax, penalties, and interest owed by a
    transferor. The Commissioner may collect a transferor’s unpaid tax from the
    transferee if an independent basis exists under applicable State law or State equity
    principles for holding the transferee liable for the transferor’s debts. Sec. 6901(a);
    Commissioner v. Stern, 
    357 U.S. 39
    , 45 (1958); Hagaman v. Commissioner, 
    100 T.C. 180
    , 183 (1993).
    - 42 -
    [*42] Section 6901 does not impose liability on the transferee but merely gives the
    Commissioner a procedure to collect the transferor’s existing liability.
    Commissioner v. 
    Stern, 357 U.S. at 42
    . State law determines the elements of
    liability, while section 6901 provides the remedy or procedure to be employed by
    the Commissioner as the means of enforcing that liability. Ginsberg v.
    Commissioner, 
    305 F.2d 664
    , 667 (2d Cir. 1962), aff’g 
    35 T.C. 1148
    (1961).
    Thus, section 6901 places the Commissioner in “precisely the same position as
    that of ordinary creditors under state law”. Starnes v. Commissioner, 
    680 F.3d 417
    , 429 (4th Cir. 2012), aff’g T.C. Memo. 2011-63. The applicable State law is
    the law of the State in which the transfer occurred. Commissioner v. 
    Stern, 357 U.S. at 45
    .
    The Commissioner may assess transferee liability under section 6901
    against a party only if three distinct requirements are met: (1) the transferor must
    be liable for the unpaid tax; (2) the party must be a transferee under section 6901
    pursuant to Federal tax law principles; and (3) the party must be subject to liability
    under the applicable State law or State equity principles. Swords Trust v.
    Commissioner, 142 T.C. __, __ (slip op. at 31) (May 29, 2014); see also Diebold
    Found., Inc. v. 
    Commissioner, 736 F.3d at 183-184
    ; Starnes v. 
    Commissioner, 680 F.3d at 427
    .
    - 43 -
    [*43] Section 6902(a) provides that the Commissioner bears the burden of
    proving that a person is liable as a transferee. See also Rule 142(d). Section
    6902(a) further provides that the Commissioner does not bear the burden of
    proving that the transferor is liable for the underlying tax liability. See also Rule
    142(d); cf. Rule 142(a)(1); Welch v. Helvering, 
    290 U.S. 111
    , 115 (1933) (holding
    that the Commissioner’s determinations are presumed to be correct, and the
    taxpayer bears the burden of proving them wrong).
    III.   Neches’ Federal Income Tax Liabilities
    Under section 6901(a) petitioner may challenge the underlying tax liability
    of Neches. See also United States v. Williams, 
    514 U.S. 527
    , 539 (1995)
    (“[C]ertain transferees may litigate the tax liabilities of the transferor; if the
    transfer qualifies as a fraudulent conveyance under state law, the Code treats the
    transferee as the taxpayer[.]”); L.V. Castle Inv. Grp., Inc. v. Commissioner, 
    465 F.3d 1243
    , 1248 (11th Cir. 2006).
    In the notice of deficiency to Neches, respondent disallowed deductions for
    management fees of $976,076, professional fees of $262,529, and a $17,781,501
    writeoff of the MCI loan. Petitioner argues that respondent is precluded from
    disallowing the management fees as a business expense of Neches because, during
    the audit of his 2004 personal tax return, the IRS made adjustments only to certain
    - 44 -
    [*44] management fee payments to the Yacht Club, by allocating 10% of those
    payments to the RHC Trust. Petitioner claims that therefore “[r]espondent’s
    attempt to recharacterize the management fees in this case is nothing more than a
    naked attempt to justify his litigating position”. We disagree.
    Petitioner appears to argue (without citing any legal authority for his
    proposition) that the IRS may not take inconsistent positions in determining the
    tax liabilities of two related taxpayers. However, we see no inconsistency in
    respondent’s positions. Whether a payment made by Neches is includible in
    petitioner’s income is a separate and distinct issue from whether that payment is an
    ordinary and necessary business expense of Neches. Petitioner bears the burden of
    establishing that respondent erred in disallowing Neches’ claimed management
    fees deduction. See sec. 6902(a); Rule 142(a), (d).
    At trial, petitioner testified that every month Rich International invoiced
    Neches for his management fees, which covered, among other things, his travel
    and Florida office expenses. Petitioner also produced and testified regarding three
    representative invoices dated December 29, 2003, January 29, 2004, and March
    29, 2004, for $6,143.17, $8,704.07, and $14,042.15, respectively. These invoiced
    amounts appear in Neches’ general ledger as well. On the basis of petitioner’s
    testimony, the representative invoices, and Neches’ general ledger, we find that
    - 45 -
    [*45] petitioner has established that the following management fees are ordinary
    and necessary business expenses of Neches under section 162(a)(1):
    Date                     Description                    Amount
    10/2/2003    Rich International, Inc.--Invoice: 370      $6,448.12
    l1/4/2003    Rich International, Inc.--Invoice: 372        5,647.75
    12/1/2003    Rich International, Inc.--Invoice: 374        7,302.86
    1/2/2004    Rich International, Inc.                      6,143.17
    2/3/2004    Rich International, Inc.--Invoice: 378        8,704.07
    3/3/2004    Rich International, Inc.--Invoice: 380        7,731.55
    4/5/2004    Rich International, Inc.--Invoice: 382      14,042.15
    5/4/2004    Rich International, Inc.--Invoice: 384        7,182.86
    6/9/2004     Rich International, Inc.--Invoice: 387        9,475.38
    7/2/2004    Rich International, Inc.--Invoice: 388        7,135.13
    Total                                                  79,813.04
    With respect to the remaining management fee entries, respondent argues that the
    general ledger is “replete with * * * large, round, unexplained transfers”. We
    agree. Petitioner has failed to substantiate, with documentary evidence or
    otherwise, the remaining management fee entries in Neches’ general ledger.
    Petitioner also disputes respondent’s disallowance of the professional fees
    claimed by Neches. However, petitioner has failed to provide any evidence to
    substantiate these fees and therefore has failed to meet his burden of proof.
    - 46 -
    [*46] Finally, petitioner does not dispute respondent’s disallowance of the bad
    debt loss for the MCI loan. Accordingly, we sustain respondent’s determinations
    regarding Neches’ tax liabilities for the years at issue, with the exception of
    $79,813.04 in management fee expenses.
    IV.   Transferee Status Under Section 6901
    Whether a person is a “transferee” within the meaning of section 6901 is
    “undisputedly [a question] of federal law”. See Starnes v. 
    Commissioner, 680 F.3d at 427
    .
    The term “transferee” is an expansive one that includes “donee, heir,
    legatee, devisee, and distributee”. Sec. 6901(h); see also sec. 301.6901-1(b),
    Proced. & Admin. Regs. (“[T]he term ‘transferee’ includes an heir, legatee,
    devisee, distributee of an estate of a deceased person, the shareholder of a
    dissolved corporation, the assignee or donee of an insolvent person, the successor
    of a corporation, a party to a reorganization as defined in section 368, and all other
    classes of distributees.”). Moreover, section 6901 clearly contemplates for
    “transferee” to include not just an initial transferee, but successive transferees (a
    transferee of a transferee) as well. See sec. 6901(c)(1) and (2) (providing differing
    periods of limitations for assessment depending on whether a person is an initial
    transferee or a transferee of transferee).
    - 47 -
    [*47] Petitioner does not argue that he is not a transferee under section 6901, and
    we deem that issue conceded. See Mendes v. Commissioner, 
    121 T.C. 308
    ,
    313-314 (2003). In addition, we hold that petitioner falls within the expansive
    definition of transferee set forth in section 6901. With respect to the special
    dividend and the other pre-stock-sale asset distributions, petitioner is a distributee
    of Neches. With respect to the proceeds from the sale of Neches stock, petitioner
    is a transferee of Neches Holdings, which itself is a distributee of Neches. Having
    established that petitioner is a section 6901 transferee under Federal law
    principles, we now address whether petitioner has transferee liability under Texas
    State law.26
    V.    Transferee Liability Under the Texas Uniform Fraudulent Transfer Act
    In deciding matters of State law, the Court of Appeals for the Eleventh
    Circuit has held: “In determining the law of the state, federal courts must follow
    the decisions of the state’s highest court, and in the absence of such decisions on
    an issue, must adhere to the decisions of the state’s intermediate appellate courts
    26
    Both parties agree that Texas law governs the issue of transferee liability
    because the transfers at issue occurred in Texas--i.e., Neches was incorporated in
    Texas, conducted business in Texas, had its principal place of business in Texas,
    declared its dividends and distributions in Texas, and had bank accounts in Texas.
    Moreover, both parties agree that an appeal of this case lies in the Court of
    Appeals for the Eleventh Circuit under sec. 7482(b) because petitioner resided in
    Florida when he filed his petition.
    - 48 -
    [*48] unless there is some persuasive indication that the state’s highest court
    would decide the issue otherwise.” Flintkote Co. v. Dravo Corp., 
    678 F.2d 942
    ,
    945 (11th Cir. 1982); see also Swords Trust v. Commissioner, 142 T.C. at ___
    (slip op. at 40) (citing Commissioner v. Estate of Bosch, 387 U .S. 456, 465
    (1967)) (holding that where a decision involves the applicability of State law, a
    Federal court must apply State law in the manner that the highest court of the State
    has indicated that it would apply the law), and Estate of Young v. Commissioner,
    
    110 T.C. 297
    , 300, 302 (1998).
    If the State’s highest court has not spoken on the subject, then we must
    apply what we “find to be the state law after giving ‘proper regard’ to relevant
    rulings of other courts of the State”. Commissioner v. Estate of 
    Bosch, 387 U.S. at 465
    . “‘Only where no state court has decided the point in issue may a federal
    court make an educated guess as to how that state’s supreme court would rule.’”
    Flintkote 
    Co., 678 F.2d at 945
    (quoting Benante v. Allstate Ins. Co., 
    477 F.2d 553
    ,
    554 (5th Cir. 1973)).
    A.     Texas State Law
    In 1987 Texas enacted the Uniform Fraudulent Transfer Act of 1984
    (UFTA) as chapter 24 of its Business and Commerce Code (TUFTA). Tex. Bus.
    & Com. Code Ann. sec. 24.001 (West 2009). Chapter 24 is nearly identical in
    - 49 -
    [*49] UFTA and TUFTA. Compare TUFTA ch. 24 with UFTA ch. 24. TUFTA
    sec. 24.012 provides: “This chapter shall be applied and construed to effectuate its
    general purpose to make uniform the law with respect to the subject of this chapter
    among states enacting it.” Moreover, Tex. Gov’t Code sec. 311.028 (West 2013)
    instructs that “[a] uniform act included in a code shall be construed to effect its
    general purpose to make uniform the law of those states that enact it.” Finally, the
    Supreme Court of Texas has held that in interpreting TUFTA, courts should
    “ensure that * * * [their] construction * * * is as consistent as possible with the
    constructions of other states that have enacted a Uniform Fraudulent Transfer Act
    containing a similar provision.” Nathan v. Whittington, 
    408 S.W.3d 870
    , 873
    (Tex. 2013). Accordingly, although we apply Texas State law, we shall give due
    consideration to the constructions of other States that have enacted UFTA.
    TUFTA has several separate and distinct fraud provisions--two constructive
    fraud provisions and one actual fraud provision. The first provision, TUFTA sec.
    24.006(a), is a constructive fraud provision that applies regardless of a transferor’s
    or transferee’s actual intent. E. Poultry Distribs., Inc. v. Yarto Puez, No. 3:00-CV-
    1578, 
    2001 WL 34664163
    , at *2 (N.D. Tex. Dec. 3, 2001). TUFTA sec. 24.006(a)
    provides: “A transfer made * * * by a debtor is fraudulent as to a creditor whose
    claim arose before the transfer was made * * * if the debtor made the transfer * * *
    - 50 -
    [*50] without receiving a reasonably equivalent value in exchange for the transfer
    * * * and the debtor was insolvent at that time or the debtor became insolvent as a
    result of the transfer”.
    The second provision, TUFTA sec. 24.005(a)(2), is another constructive
    fraud provision that applies regardless of a transferor’s or transferee’s actual
    intent. See First Nat’l Bank of Seminole v. Hooper, 
    104 S.W.3d 83
    , 85 (Tex.
    2003). TUFTA sec. 24.005(a)(2) provides:
    A transfer made* * * by a debtor is fraudulent as to a creditor,
    whether the creditor’s claim arose before or within a reasonable time
    after the transfer was made * * *, if the debtor made the transfer * * *
    without receiving a reasonably equivalent value in exchange for the
    transfer, and the debtor:
    *      *     *      *        *   *      *
    (B) intended to incur, or believed or reasonably should have
    believed that the debtor would incur, debts beyond the debtor’s ability
    to pay as they became due.
    Finally, the third fraud provision, TUFTA sec. 24.005(a)(1), is an actual
    fraud provision, which provides: “A transfer made * * * by a debtor is fraudulent
    as to a creditor, whether the creditor’s claim arose before or within a reasonable
    time after the transfer was made * * *, if the debtor made the transfer * * * with
    actual intent to hinder, delay, or defraud any creditor of the debtor”. TUFTA sec.
    - 51 -
    [*51] 24.005(b) sets forth 11 nonexclusive “badges of fraud” that may give rise to
    an inference of actual intent.27
    With these fraud provisions in mind, we now address whether any of the
    transfers made by Neches to petitioner, directly or indirectly, are fraudulent
    transfers under TUFTA.
    B.     Special Dividend and Other Pre-Stock-Sale Distributions
    1.     Transfers Made After June 1, 2004
    We first address whether distributions made by Neches between June 1,
    2004, and the stock sale are fraudulent transfers under TUFTA’s first fraud
    27
    Tex. Bus. & Com. Code ch. 24 (TUFTA), sec. 24.005(b) (West 2009)
    provides:
    In determining actual intent under Subsection (a)(1) of this
    section, consideration may be given, among other factors, to whether:
    (1) the transfer or obligation was to an insider; (2) the debtor retained
    possession or control of the property transferred after the transfer; (3)
    the transfer or obligation was concealed; (4) before the transfer was
    made or obligation was incurred, the debtor had been sued or
    threatened with suit; (5) the transfer was of substantially all the
    debtor’s assets; (6) the debtor absconded; (7) the debtor removed or
    concealed assets; (8) the value of the consideration received by the
    debtor was reasonably equivalent to the value of the asset transferred
    or the amount of the obligation incurred; (9) the debtor was insolvent
    or became insolvent shortly after the transfer was made or the
    obligation was incurred; (10) the transfer occurred shortly before or
    shortly after a substantial debt was incurred; and (11) the debtor
    transferred the essential assets of the business to a lienor who
    transferred the assets to an insider of the debtor.
    - 52 -
    [*52] provision, TUFTA sec. 24.006(a). Under this provision, a transfer is
    fraudulent as to a creditor if: (1) the creditor’s claim arose before the transfer was
    made; (2) the debtor did not receive a reasonably equivalent value in exchange for
    the transfer; and (3) the debtor was insolvent at that time or the debtor became
    insolvent as a result of the transfer.
    Respondent’s claim against Neches arose when Martin purchased its
    appreciated assets--i.e., June 1, 2004. After June 1, 2004, Neches transferred a
    number of assets to petitioner and to entities owned, wholly or in part, by
    petitioner.28 Following the asset sale to Martin, Neches transferred to Yacht Club
    $499,860 in cash and a $2.5 million Koch Lien Escrow account, 10% of which
    accrued to the benefit of the RHC Trust. During this period Neches also
    transferred $200,000 in cash to Buffalo Holdings and purchased a $39,481.36
    28
    In determining whether a party is a “transferee”, Texas courts have
    adopted a “legal dominion or control” test--i.e., a transferee is a party who has the
    right to put the money or asset to his own use. See, e.g., Newsome v. Charter
    Bank Colonial, 
    940 S.W.2d 157
    , 165 (Tex. App. 1996) (citing In re Coutee, 
    984 F.2d 138
    , 140-141 (5th Cir. 1993) (noting that under the dominion or control test,
    a party is a transferee if he gains legal dominion or control over the funds)). As
    the sole shareholder of Rich International and Buffalo Holdings, petitioner had full
    dominion and control over their operations and assets. Moreover, as the creator of
    the RHC Trust, petitioner had dominion and control over the trust’s assets.
    Finally, as of August 3, 2004, petitioner had full dominion and control over Yacht
    Club, which was owned 90% by Buffalo Holdings and 10% by the RHC Trust.
    Accordingly, under Texas State law, petitioner is a transferee with respect to
    transfers made to entities under his dominion and control.
    - 53 -
    [*53] Toyota vehicle for petitioner. Finally, Neches distributed a number of
    assets, which it had valued at $3,727,121.21, in satisfaction of a special dividend
    to petitioner. Neches did not receive any value, much less “reasonably equivalent”
    value, in exchange for these transfers. Finally, Neches became insolvent as a
    result of these transfers29--after distributing the special dividend, Neches’
    liabilities exceeded its assets by over $260,000.30 Accordingly, we conclude that
    Neches’ pre-stock-sale distributions made after June 1, 2004, including the special
    dividend, are fraudulent under TUFTA sec. 24.006(a).
    29
    These transfers were part of a series of transfers made to remove from
    Neches cash and noncash assets until only a “magical” amount of cash remained.
    For the purposes of determining insolvency, Texas courts have looked to whether
    related transfers, in the aggregate, rendered the debtor insolvent. See, e.g., Arriaga
    v. Cartmill, 
    407 S.W.3d 927
    , 928 , 932 (Tex. App. 2013) (finding that the debtor
    was insolvent after transferring two properties to his son “shortly after” his appeal
    was dismissed); Shelley v. Walnut Place Nursing Home, No. 05-94-01047-CV,
    
    1995 WL 73094
    , at *5 (Tex. App. Feb. 23, 1995) (finding that the debtor was
    insolvent after transferring two properties after a lawsuit was initiated but before
    the judgment was rendered) (not designated for publication). Moreover,
    insolvency is to “be evaluated from the creditor’s perspective.” Nat’l Loan Invs.,
    L.P. v. Robinson, 
    98 S.W.3d 781
    , 784 (Tex. App. 2003).
    30
    We discredit Mr. Burchett’s opinion that Neches was solvent on August 19
    and 25, 2004. Mr. Burchett’s solvency opinion was contingent on the payment of
    Neches’ Texas State franchise tax liability. Neches’ Texas State franchise tax
    liability was never paid.
    - 54 -
    [*54]         2.    Transfers Made Before June 1, 2004
    Next, we address whether distributions made by Neches between May 3 and
    June 1, 2004, are fraudulent transfers under TUFTA’s second fraud provision,
    TUFTA sec. 24.005(a)(2). Unlike TUFTA’s first fraud provision, which applies
    only to fraudulent transfers with regard to existing creditors, TUFTA’s second and
    third fraud provisions apply to present and future creditors. Osherow v. Nelson
    Hensley & Consol. Fund. Mgmt., L.L.C. (In re Pace), 
    456 B.R. 253
    , 266 (Bankr.
    W.D. Tex. 2011). Compare TUFTA sec. 24.006(a) with TUFTA sec. 24.005.
    Under TUFTA’s second fraud provision, a transfer “is fraudulent as to a creditor,
    whether the creditor’s claim arose before or within a reasonable time after the
    transfer was made” (emphasis added) if: (1) the debtor did not receive reasonably
    equivalent value in exchange for the transfer; and (2) the debtor intended,
    believed, or reasonably should have believed that he would incur debts beyond his
    ability to pay. TUFTA sec. 24.005(a)(2).
    Neches made a number of transfers to entities controlled by petitioner
    before June 1, 2004--i.e., the date the Martin asset sale closed and the date on
    which respondent’s claim against Neches arose. In May Neches made transfers
    totaling $75,000 to Rich International and $20,000 to Yacht Club (10% of which
    is attributable to the RHC Trust). As with the earlier discussed transfers, Neches
    - 55 -
    [*55] did not receive any value, much less “reasonably equivalent” value, in return
    for these transfers.
    These transfers were made after Neches signed a nonbinding term sheet
    regarding the sale of its operating assets on May 3, 2004. Therefore, respondent’s
    claim, which arose within a month of the transfers, arose within a reasonable time
    after the transfers. See West v. Seiffert (In re Houston Drywall, Inc.), No. 05-
    95161-H4-7, 
    2008 WL 2754526
    , at *19 n.23 (Bankr. S.D. Tex. July 10, 2008)
    (holding that claim that arose one year after the transfer was within a “reasonable
    time” under TUFTA sec. 24.005(a)(2)); cf. Williams v. Performance Diesel, Inc.,
    No. 14-00-00063-CV, 
    2002 WL 596414
    , at *4 (Tex. App. April 18, 2002)
    (holding that although the definition of “reasonable time” under TUFTA is not
    specifically defined, the four-year statute of limitations suggests that a “reasonable
    time” is within four years).
    Finally, we find that Neches, through petitioner, intended to incur debts
    beyond its ability to pay. As of early May Neches had signed a term sheet for the
    sale of its operating assets. Petitioner knew that because of Neches’ low basis in
    its assets, Neches would incur substantial capital gain tax liability as a result of the
    sale. Moreover, during the pendency of the asset sale, petitioner intended to enter
    into a stock enhancement transaction as a “next step”. In fact, petitioner had kept
    - 56 -
    [*56] in routine contact with Mr. Wellington of MidCoast since August 2003 and
    had even told Mr. Wellington that an asset sale closing “looks good” in 2004.
    Petitioner understood that the shareholder premium in a stock enhancement
    transaction represented a percentage of the acquired corporation’s tax liability, and
    he knew that the buyer saw the tax liability as an asset that it could use.
    Moreover, petitioner intended to remove assets from Neches until only a “magical
    amount of cash” remained. We therefore conclude that at the very least, petitioner
    reasonably should have known that by entering into an asset sale followed by a
    stock enhancement transaction, Neches would incur tax liabilities beyond its
    ability to pay.
    Accordingly, we conclude that Neches’ pre-stock-sale distributions made
    after May 3, 2004, are fraudulent under TUFTA sec. 24.005(a)(2).
    C.    Sale of Neches’ Stock to MidCoast
    1.     Collapsing Transaction Under Texas State Law
    The parties have not cited, and we did not find, any cases in which a series
    of transactions was treated as a single transaction under TUFTA. Nonetheless,
    respondent contends that we should look to HBE Leasing Corp. v. Frank, 48
    - 57 -
    [*57] F.3d 623 (2d Cir. 1995), and Diebold Found., Inc. v. Commissioner, 
    736 F.3d 172
    ,31 to recharacterize (under Texas State law) the $3.76 million stock sale
    as a liquidating distribution of $6.23 million.
    In Bowman v. El Paso CGP Co., LLC, 
    431 S.W.3d 781
    , 788 (Tex. App.
    2014), the Court of Appeals of Texas explained:
    “Courts will generally look past the form of a transaction to its
    substance. ‘Thus an allegedly fraudulent conveyance must be
    evaluated in context; where a transfer is only a step in a general plan,
    the plan must be viewed as a whole with all its composite
    implications.’” Official Comm. Unsecured Creditors of Grand Eagle
    Cos. v. ASEA Brown Boverie, Inc., 
    313 B.R. 219
    , 229 (N.D. Ohio
    2004) (quoting Orr v. Kinderhill Corp., 
    991 F.2d 31
    , 35 (2d Cir.
    1993)).
    In Orr v. Kinderhill Corp., 
    991 F.2d 31
    , 35-36 (2d Cir. 1993), the Court of
    Appeals for the Second Circuit held that under the New York UFCA, a transfer of
    31
    Although HBE Leasing Corp. v. Frank, 
    48 F.3d 623
    (2d Cir. 1995), and
    Diebold Found., Inc. v. Commissioner, 
    736 F.3d 172
    (2d Cir. 2013), are analyzed
    under the Uniform Fraudulent Conveyance Act (UFCA), the predecessor statute to
    UFTA, they are nonetheless instructive to our analysis because the collapsing of
    transactions is a common law doctrine which would not have been supplanted by
    Texas’ adoption of UFTA. Cf. Waffle House, Inc. v. Williams, 
    313 S.W.3d 796
    ,
    802 (Tex. 2010) (holding that “the legislative creation of a statutory remedy is not
    presumed to displace common-law remedies”, that “abrogation of common-law
    claims is disfavored”, and that courts may only “construe the enactment of a
    statutory cause of action as abrogating a common law claim if there exists ‘clear
    repugnance’ between the two causes of action”). Moreover, UFTA (and TUFTA)
    expressly contemplates supplementation by the common law. UFTA sec. 10;
    TUFTA sec. 24.011 (“Unless displaced by the provisions of this chapter, the
    principles of law and equity * * * supplement its provisions.”).
    - 58 -
    [*58] property for corporate shares and a subsequent distribution of those shares
    by a debtor corporation should be viewed as a whole in determining whether the
    corporation received fair consideration. The court explained: “So viewed, the
    restructuring was not supported by fair consideration for, in effect, it was a
    gratuitous transfer of the New York Property by * * * [the debtor corporation].”
    Id. at 36.
    The Court of Appeals of Texas in 
    Bowman, 431 S.W.3d at 783
    , focused on
    the substance of what occurred between a debtor corporation and its shareholder to
    determine whether the corporation received reasonable equivalent value. The
    court held that because the shareholder allegedly transferred more money to the
    corporation than the corporation transferred to the shareholder in the aggregate,
    there was a genuine issue of material fact about whether the corporation received
    “reasonably equivalent value”.
    Id. at 788-789. - 59 - [*59]
    Mindful of TUFTA sec. 24.012,32 Tex. Gov’t Code sec. 311.028,33 direction
    from the Texas Supreme Court,34 and the Court of Appeals of Texas’ example in
    Bowman, we look to caselaw decided under New York UFCA as persuasive
    authority in determining whether the substance of the transactions in this case is
    that of a liquidating distribution.
    “It is well established that multilateral transactions may under appropriate
    circumstances be ‘collapsed’ and treated as phases of a single transaction”. HBE
    
    Leasing, 48 F.3d at 635
    (citing 
    Orr, 991 F.2d at 35-36
    ). In HBE 
    Leasing, 48 F.3d at 635
    , the court described a “paradigmatic scheme” under this collapsing doctrine
    in which “[o]ne transferee gives fair value to the debtor in exchange for the
    debtor’s property, and the debtor then gratuitously transfers the proceeds of the
    first exchange to a second transferee. The first transferee thereby receives the
    32
    TUFTA sec. 24.012 provides: “This chapter shall be applied and
    construed to effectuate its general purpose to make uniform the law with respect to
    the subject of this chapter among states enacting it.”
    33
    Tex. Gov’t Code sec. 311.028 (West 2013) instructs: “A uniform act
    included in a code shall be construed to effect its general purpose to make uniform
    the law of those states that enact it.”
    34
    In Nathan v. Whittington, 
    408 S.W.3d 870
    , 873 (Tex. 2013), the Supreme
    Court of Texas has held that in interpreting TUFTA, courts should “ensure that
    * * * [their] construction * * * is as consistent as possible with the constructions
    of other states that have enacted a Uniform Fraudulent Transfer Act containing a
    similar provision.”
    - 60 -
    [*60] debtor’s property, and the second transferee receives the consideration,
    while the debtor retains nothing.”
    These transactions can be collapsed if two requirements are met: (1) “the
    consideration received from the first transferee must be reconveyed by the debtor
    for less than fair consideration or with an actual intent to defraud creditors”; and
    (2) “the transferee in the leg of the transaction sought to be voided must have
    actual or constructive knowledge of the entire scheme that renders her exchange
    with the debtor fraudulent.”
    Id. Respondent argues that
    the true substance of the stock sale and subsequent
    transactions is a liquidating distribution to petitioner of $6.23 million. We
    disagree.
    The collapsing of a multilateral transaction into a single transaction is
    appropriate only where the outcomes of the multilateral transaction and the recast
    transaction are substantively similar.
    As petitioner correctly points out, before the stock sale petitioner held all of
    Neches’ stock with a value of negative $261,614, and MidCoast held $3,761,433
    in cash (i.e., $3,486,433 for Neches stock and $275,000 for professional fees
    petitioner owed to Morgan Joseph). Following the stock sale petitioner had
    $3,486,433 in cash, Morgan Joseph had $275,000 in cash, and Neches Holdings
    - 61 -
    [*61] held all of Neches’ stock. Both before and after the stock sale Neches held
    $6,232,970 in cash and owed $6,494,584 in Federal and State tax liabilities.
    Although MidCoast and Neches Holdings ultimately removed $5,732,890 in cash
    from Neches before selling it to Wilder, these distributions occurred after the stock
    sale and without petitioner’s knowledge. Even if we were to find that petitioner
    had constructive knowledge of these post-stock-sale distributions, petitioner was
    not a recipient of those distributions--MidCoast and Neches Holdings were.
    Therefore, we conclude that a liquidating distribution of $6.23 million to
    petitioner does not reflect the true substance of the stock sale and subsequent
    transactions.
    Respondent’s reliance on HBE Leasing and Diebold Found. is misplaced.
    First, HBE Leasing, is distinguishable from the current case. In HBE 
    Leasing, 48 F.3d at 636-637
    , the debtor gave a transferee a mortgage in return for mortgage
    proceeds of $250,000, which it immediately passed on to its majority shareholder.
    The court held that the net result of these transactions was that the transferee
    received a mortgage from the debtor, the majority shareholder received $250,000
    from the transferee, and the debtor itself received nothing. Finding that the
    transferee had constructive knowledge that the debtor might improperly funnel the
    mortgage proceeds to third parties
    , id. at 637,
    the court held that the two
    - 62 -
    [*62] transactions should be collapsed into a single transaction in which the
    transferee received a mortgage from the debtor and the debtor received nothing in
    return
    , id. at 635-637.
    Unlike the transferee in HBE Leasing, petitioner engaged
    in a transaction with a third party--i.e., MidCoast--not the debtor--i.e., Neches.
    Thus, the first prong of the test set forth in HBE Leasing is not satisfied.
    Moreover, in HBE Leasing, the transferee held a $250,000 mortgage regardless of
    whether the transactions were collapsed. In contrast, under respondent’s theory,
    petitioner would be deemed to have received $6.23 million in a liquidating
    distribution, rather than the $3.76 million (i.e., $3,486,433 in cash and the
    assumption of his $275,000 obligation to Morgan Joseph) he actually received.
    Diebold Found. is likewise distinguishable. In Diebold Found., Inc. v.
    
    Commissioner, 736 F.3d at 175-181
    , the following transactions occurred: (1)
    shareholders of Double D, a corporation which held primarily highly appreciated
    publicly traded securities and real estate, sold their Double D shares to Shapp II
    for $309 million; (2) Shapp II sold the publicly traded securities to Morgan
    Stanley, leaving Double D with $319 million in assets and a large capital gain tax
    liability; and (3) Shapp II distributed to the shareholders the $309 million, at least
    partially, from the proceeds of its sale of the publicly traded securities. The court
    held that if “the [above] transactions are collapsed, they will be treated as though
    - 63 -
    [*63] Double D sold all of its assets and made a liquidating distribution to the
    Shareholders”.
    Id. at 187.
    In Diebold Found., the cumulative effect of the
    transactions resulted in the shareholders’ receiving nearly 97% of the value of
    Double D’s assets. In such circumstances, collapsing the multiple business deals
    and recharacterizing sale proceeds as a liquidating distribution fairly reflects the
    true substance of the transactions. In contrast, petitioner received only 60% of the
    value of Neches’ assets. We therefore conclude that the true substance of the
    stock sale and subsequent transactions in this case is not that of a liquidating
    distribution to petitioner. Accordingly, we decline to recast the $3.76 million of
    stock sale proceeds as a $6.23 million liquidating distribution.
    Our inquiry does not end just because petitioner is a transferee of Neches
    Holdings rather than of Neches with respect to the stock sale proceeds. Petitioner
    may still be liable under a transferee-of-transferee theory.
    2.     Transferee-of-Transferee Liability
    Although petitioner is not an initial transferee of Neches’ cash holdings, he
    nonetheless has liability as a transferee of a transferee. In Sawyer Trust of May
    1992 v. Commissioner, 
    712 F.3d 597
    , 606, 612 (1st Cir. 2013), rev’g and
    remanding T.C. Memo. 2011-298, the Court of Appeals held that the Tax Court
    - 64 -
    [*64] overlooked transferee-of-transferee liability under UFTA35 and remanded to
    the Tax Court for further analysis under a transferee-of-transferee theory of
    liability.
    The facts in Sawyer Trust are similar to the facts of the current case. In
    Sawyer Trust of May 1992 v. 
    Commissioner, 712 F.3d at 599-602
    , a shareholder
    trust held a 100% interest in four C corporations with large built-in gains. Two of
    the corporations were taxi corporations and the other two were real estate
    corporations.
    Id. In order to
    generate the funds necessary to satisfy some large
    estate tax liabilities, the trustee decided to sell certain highly appreciated assets of
    the C corporations.
    Id. The trustee further
    decided to sell the stock in the
    corporations to Fortrend, an entity similar to MidCoast.
    Id. The stock sale
    involved the following steps: (1) “the corporations liquidated their assets and
    satisfied all of their nontax liabilities, leaving the corporations with nothing but
    cash and tax liabilities”; and (2) “Trust sold all of its stock in the corporations to
    various acquisition corporations [that] Fortrend had formed” for “a price equal to
    the value of the companies’ assets (which by that point consisted only of cash)
    35
    Like Texas, Massachusetts, the State whose substantive law controlled in
    Sawyer Trust of May 1992 v. Commissioner, 
    712 F.3d 597
    , 603 (1st Cir. 2013),
    rev’g and remanding T.C. Memo. 2011-298, also adopted the Uniform Fraudulent
    Transfer Act of 1984.
    - 65 -
    [*65] minus a percentage of the value of the companies’ Federal and State tax
    liabilities.” Sawyer Trust of May 1992 v. Commissioner, T.C. Memo. 2014-59, at
    *3-*4. In total, Fortrend paid the trust more than $32.4 million for the taxi
    corporations, whose combined net book value was only about $25.3 million, and
    about $23.4 million for the real estate corporations, whose combined net book
    value was only about $16.9 million.
    Id. at *4-*5.
    At the time of the stock sale, all
    four corporations were comfortably solvent: the two taxi corporations had about
    $39.6 million in cash and about $14.3 million of tax liability, and the two real
    estate corporations had about $27.5 million in cash and about $10.5 million of tax
    liabilities.
    Id. By yearend Fortrend
    had caused the four corporations to make
    numerous transfers that ultimately left them with a combined cash balance of
    approximately $690,000, while their combined tax liability remained at about
    $24.8 million.
    Id. As explained by
    the Court of Appeals for the First Circuit:
    If the IRS has a fraudulent transfer claim against * * *[the
    Fortrend acquisition vehicles], then the IRS is also a creditor of * * *
    [the Fortrend acquisition vehicles] under the Massachusetts Uniform
    Fraudulent Transfer Act. See
    id. [Mass. Gen. Laws
    ch. 109A] § 2
    (“creditor” is “person who has a claim”). And if it is a creditor of
    * * * [the Fortrend acquisition vehicles], the IRS can recover not only
    from * * * [the Fortrend acquisition vehicles themselves], but also
    from parties who received fraudulent transfers from * * * [the
    Fortrend acquisition vehicles]. * * *
    - 66 -
    [*66] Sawyer Trust of May 1992 v. 
    Commissioner, 712 F.3d at 607-608
    .
    On remand we found that the shareholder trust was liable as a transferee of a
    transferee, but limited the amount of recovery to the premium (value received in
    excess of the corporations’ fair market value) because the trust was a good-faith
    transferee.36 Sawyer Trust of May 1992 v. Commissioner, T.C. Memo. 2014-59.
    Under the facts of Sawyer Trust of May 1992 v. Commissioner, at *9, the initial
    fraudulent transfer occurred when Fortrend caused the companies to distribute its
    cash to the Fortrend acquisition entities, the initial transferees.37 At the time of
    these transfers, the IRS was already a creditor of the companies, and as a result of
    36
    Unlike the taxpayer in Sawyer Trust of May 1992 v. Commissioner, T.C.
    Memo. 2014-59, petitioner was not a good-faith transferee. See discussion supra
    p. 48, sec. V. pt. B.2. Moreover, petitioner would not have benefited from good-
    faith transferee status because he transferred an asset of negative value to Neches
    Holdings. See TUFTA sec. 24.009(d)(1) (“Notwithstanding voidability of a
    transfer * * * under this chapter, a good faith transferee * * * is entitled, at the
    transferee’s * * * election, to the extent of the value given the debtor for the
    transfer * * * [to] a reduction in the amount of the liability on the judgment.”).
    37
    Our use of the words “initial” and “subsequent” does not signify a
    temporal relationship. Rather, these words specify a relationship to the debtor--
    i.e., the initial transfer is a transfer by a debtor to a(n) (initial) transferee, and a
    subsequent transfer is a transfer from a transferee (whether initial or subsequent)
    to another (subsequent) transferee. In Sawyer Trust of May 1992, the debtors
    were the acquired corporations. The distribution of cash from the debtor to
    Fortrend/the Fortrend acquisition entities (initial transferees) was the initial
    transfer. The transfer of the stock purchase price from Fortrend/the Fortrend
    acquisition entities to the trust (subsequent transferee) was the subsequent transfer.
    Note that the “subsequent transfer” occurred before the “initial transfer”.
    - 67 -
    [*67] the transfers, became a creditor of the Fortrend acquisition entities as well.
    Id. The Court then
    found that the stock sale proceeds received by the trust was a
    fraudulent transfer from the Fortrend acquisition entities because the following
    factors were met: (1) Fortrend did not receive a reasonably equivalent value in
    exchange for the transfer and (2) Fortrend intended to incur, believed, or
    reasonably should have believed that it would incur, debts beyond its ability to pay
    as they became due.
    Id. at *9-*16.
    In performing its analysis, the Court did not
    distinguish between Fortrend and the Fortrend acquisition vehicles. Moreover, the
    Court found transferee-of-transferee liability even though the IRS did not become
    a creditor of the Fortrend acquisition entities until after the stock sale--i.e., upon
    the later-occurring “initial transfer” of cash from the acquired corporations to the
    Fortrend acquisition entities. This is because under UFTA sec. 4, a creditor’s
    claim can arise either “before or after the transfer was made”. Cf. TUFTA sec.
    24.005 (requiring the creditor’s claim to arise “before or within a reasonable time
    after the transfer was made”).
    Similarly, in this case, the initial transfer occurred when Neches distributed
    approximately $5.5 million to MidCoast (via Neches Holdings) following the
    stock sale. In each of these cash distributions, Neches received a demand note
    from Neches Holdings in the same amount. Accordingly, these distributions may
    - 68 -
    [*68] be viewed as transfers of cash from Neches to Neches Holdings, followed by
    subsequent transfers from Neches Holdings to MidCoast.
    At the time of these transfers, the IRS was a creditor of Neches,38 Neches
    was insolvent, and Neches did not receive any value in exchange.39 These
    38
    The IRS generally becomes a creditor of a taxpayer as of the date the
    obligation to pay the tax accrues. In this case, the IRS became a creditor of
    Neches for the capital gain of Neches’ assets at the time of the assets sale to
    Martin--i.e., June 1, 2004.
    In Zahra Spiritual Trust v. United States, 
    910 F.2d 240
    , 248 (5th Cir. 1990)
    (quoting Frees v. Baker, 
    16 S.W. 900
    , 901 (Tex. 1891)), the Court of Appeals for
    the Fifth Circuit explained:
    The Texas courts have given a broad construction to the term creditor,
    so that the [Texas Fraudulent Transfers] Act “protects the holders of
    unliquidated unmatured contingent claims.” See Burnett v. Chase Oil
    & Gas, Inc., 
    700 S.W.2d 737
    , 743 (Tex. App.--Tyler 1985, no writ).
    As the Burnett court put it, “[t]he existing creditors who may attack
    the transfer need not have been the owners of a fully matured and
    liquidated debt.”
    Id. “The character of
    the claim, if it is just and lawful, is
    immaterial. It need not be due; for, although the holder cannot
    maintain an action until it is due, he nevertheless has an interest in the
    property as a fund out of which the demand ought to be paid. . . . A
    contingent claim is as fully protected as one that is absolute.”
    39
    The Neches Holdings demand notes were valueless because MidCoast and
    Neches Holdings never intended to repay Neches. Shortly after the cash
    distributions, Neches Holdings sold Neches to Wilder in exchange for Wilder’s
    assumption of the demand note obligations. On that very same day, Wilder
    (continued...)
    - 69 -
    [*69] transfers were therefore fraudulent under TUFTA sec. 24.006(a), and, as a
    result, the IRS became a creditor of Neches Holdings on August 31, 2004, by
    virtue of its claim against Neches Holdings. See TUFTA sec. 24.002(4)
    (“‘Creditor’ means a person* * *who has a claim.”). As a creditor to Neches
    Holdings, the IRS can recover not only from Neches Holdings, but also from
    parties who received fraudulent transfers from it.40
    A slight wrinkle is introduced because the stock purchase funds came from
    a MidCoast account. We find that while the funds may have originated from
    MidCoast’s account, Neches Holdings actually paid for the Neches stock. On the
    date of the stock sale, Neches Holdings borrowed $3,386,433 from MidCoast by
    demand note. We further find that MidCoast contributed to Neches Holdings the
    difference between the demand note amount and the $3,761,433 paid to petitioner
    during the stock sale. Therefore, we must determine whether the $3,761,433 that
    Neches Holdings transferred to petitioner constitutes a fraudulent transfer.
    39
    (...continued)
    declared a dividend of the demand notes. At that point, both the receivable and
    obligation to pay were held by Wilder, which effectively canceled out the demand
    notes.
    40
    See also TUFTA sec. 24.009(b)(2) (in addition to initial transferees,
    liability may be imposed on “any subsequent transferee other than a good faith
    transferee who took for value”).
    - 70 -
    [*70]               a. Constructive Fraud
    Under TUFTA’s second fraud provision, a transfer “is fraudulent as to a
    creditor, whether the creditor’s claim arose before or within a reasonable time after
    the transfer was made” if: (1) the debtor did not receive reasonably equivalent
    value in exchange for the transfer and (2) the debtor “intended to incur, or
    believed or reasonably should have believed that the debtor would incur, debts
    beyond the debtor’s ability to pay as they became due.” TUFTA sec. 24.005(a)(2).
    First, the IRS became a creditor of Neches Holdings (i.e., on August 31,
    2004) within a reasonable time after its transfer to petitioner (i.e., on August 25,
    2004). Second, Neches Holdings received an asset of negative value in exchange
    for the transfer. Finally, Neches Holdings knew or should have known that its
    purchase of Neches would cause it to incur debts beyond its ability to pay. Like
    Fortrend in Sawyer Trust, Neches Holdings purchased Neches using
    approximately $3.4 million in loan proceeds and $0.36 million contributed by
    MidCoast. As a new entity formed solely to acquire Neches, Neches Holdings had
    no other assets or income. Therefore, Neches Holdings could not have repaid the
    $3.4 million loan and the $6.5 million in tax liabilities (with its $6.2 million in
    cash) unless its tax avoidance strategy succeeded.
    - 71 -
    [*71] Moreover, Neches Holdings could not have reasonably expected its tax
    avoidance strategy to succeed. First, Neches Holdings entered into these
    transactions against the backdrop of Notice 
    2001-16, supra
    , which designated
    these intermediary transactions as tax shelters.41 Second, Neches Holdings
    purchased Neches with the sole purpose of offsetting its large tax liabilities with
    acquired losses. “[T]he law is quite clear that transactions having no business
    purpose other than avoiding taxes will not be respected.” Sawyer Trust of May
    1992 v. Commissioner, at *12-*13 (citing Gregory v. Helvering, 
    293 U.S. 465
    ,
    469-470 (1935)). Consequently, Neches Holdings should have known that by
    purchasing Neches, it would incur debts beyond its ability to pay.
    b. Actual Fraud
    In addition to being constructively fraudulent, the transfer of the stock sale
    proceeds from Neches Holdings to petitioner is fraudulent under TUFTA’s actual
    fraud provision as well. Under TUFTA sec. 24.005(a)(1), a transfer is fraudulent
    as to a creditor if: (1) the creditor’s claim arose before or within a reasonable time
    41
    Mr. Wellington of MidCoast testified that MidCoast had developed a
    number of talking points in response to certain proclamations by the IRS and the
    Emerging Issues Task Force so that it could address the objections and concerns of
    sellers, who were worried about violating the tax laws.
    - 72 -
    [*72] after the transfer was made; and (2) if the debtor made the transfer with
    actual intent to hinder, delay, or defraud any creditor.
    As established above, respondent’s claim against Neches Holdings arose
    shortly (and within a reasonable time) after it transferred the stock sale proceeds to
    petitioner. In addition, we find that Neches Holdings’ sole purpose in entering
    into the stock sale and subsequent transactions was to profit by avoiding Federal
    tax liability. Therefore, we find that Neches Holdings had actual intent to “hinder,
    delay, or defraud” the IRS.
    In conclusion, petitioner received a fraudulent transfer from Neches
    Holdings of $3,761,433 and is therefore liable as a transferee of a transferee of
    Neches.
    VI.   Respondent’s Collection Efforts
    Petitioner argues that respondent may not collect Neches’ unpaid tax
    liabilities from petitioner because respondent failed to make reasonable collection
    efforts. In Zadorkin v. Commissioner, T.C. Memo. 1985-137, 
    49 T.C.M. 1022
    , 1028 (1985) (quoting Sharp v. Commissioner, 
    35 T.C. 1168
    , 1175 (1961)),
    we held that “[b]ecause transferee liability under section 6901 is a secondary
    liability, respondent must show that ‘all reasonable efforts were made to collect
    the tax liability from the transferor before proceeding against the transferee.’”.
    - 73 -
    [*73] With respect to the pre-stock-sale transfers, the transferor is Neches. We
    find that RO Young engaged in all reasonable efforts to collect from Neches. RO
    Young filed Federal tax liens on Neches’ assets in both Texas and Florida,
    searched various databases for assets belonging to Neches, and levied on the few
    assets that he had found. Moreover, petitioner does not argue that respondent’s
    collection efforts were unreasonable with respect to Neches.
    With respect to the stock sale proceeds, the transferor is Neches Holdings.
    “Where * * * the transferor is hopelessly insolvent, the creditor is not required to
    take useless steps to collect from the transferor. The reasonableness of the
    collection efforts depends upon the facts of the individual case.”
    Id. In this case,
    Neches Holdings was hopelessly insolvent after it distributed the cash it had
    received from Neches to MidCoast. At that time, Neches Holdings owed
    MidCoast approximately $3.4 million, it owed Neches approximately $5.5 million,
    and as a new entity formed solely to acquire Neches (itself an insolvent company),
    it had no other assets or income. Accordingly, we find that respondent acted
    reasonably in declining to take useless steps to collect from Neches Holdings.
    Petitioner argues that respondent may not collect from petitioner because he
    did not attempt to collect from Mr. Stone (shareholder of Wilder), his entities (i.e.,
    Wilder, BABE, Starwalker, and Korea Star), or his counterparties. Petitioner cites
    - 74 -
    [*74] no authority for his proposition that respondent had to pursue all potential
    transferees. We have held:
    It is well settled that a transferee is severally liable for the unpaid tax
    of the transferor to the extent of the assets received and other
    stockholders or transferees need not be joined. Phillips v.
    Commissioner, 
    283 U.S. 589
    [(1931)]. In the event that one
    transferee is called upon to pay more than his pro rata share of the
    tax, he is left to his rights of contribution from the other transferees.
    Estate of Harrison v. Commissioner, 
    16 T.C. 727
    , 731 (1951) (construing
    predecessor statute); see also Alexander v. Commissioner, 
    61 T.C. 278
    , 295
    (1974) (holding that “[t]ransferee liability is several” under section 6901).
    Because liability under section 6901 is several, respondent may proceed
    against any or all transferees. Accordingly, respondent may seek to collect from
    petitioner the lesser of: (1) the amount of fraudulent transfers under State law that
    petitioner received, directly or indirectly, from Neches and (2) the amount of
    Neches’ deficiencies, penalties, and interest. See Kreps v. Commissioner, 
    42 T.C. 660
    , 670 (1964), aff’d, 
    351 F.2d 1
    (2d Cir. 1965); Feldman v. Commissioner, T.C.
    Memo. 2011-297, 
    102 T.C.M. 612
    , 621 (2011) (“Transferee liability under
    section 6901 includes related additions to tax, penalties, and interest owed by the
    transferors.”); see also Schussel v. Werfel, 
    758 F.3d 82
    (1st Cir. 2014) (pertaining
    to the calculation of prejudgment interest on transferee liability.)
    - 75 -
    [*75] In reaching our holdings, we have considered all arguments made, and, to
    the extent not mentioned above, we conclude they are moot, irrelevant, or without
    merit.
    To reflect the foregoing,
    Decision will be entered under
    Rule 155.
    

Document Info

Docket Number: Docket No. 20177-11

Citation Numbers: 108 T.C.M. 408, 108 Tax Ct. Mem. Dec. (CCH) 408, 2014 Tax Ct. Memo LEXIS 204, 2014 T.C. Memo. 208

Judges: LARO

Filed Date: 10/7/2014

Precedential Status: Non-Precedential

Modified Date: 11/21/2020

Authorities (32)

Compaq Computer Corporation & Subsidiaries v. Commissioner , 277 F.3d 778 ( 2001 )

Frees & Son v. Baker , 81 Tex. 216 ( 1891 )

Kreps v. Commissioner , 42 T.C. 660 ( 1964 )

Glass v. Commissioner , 87 T.C. 1087 ( 1986 )

Mendes v. Comm'r , 121 T.C. 308 ( 2003 )

United States v. Williams , 115 S. Ct. 1611 ( 1995 )

Robert M. Montgomery v. The Aetna Casualty & Surety Company , 898 F.2d 1537 ( 1990 )

acm-partnership-southampton-hamilton-company-tax-matters-partner-in-no , 157 F.3d 231 ( 1998 )

In Re Pace , 456 B.R. 253 ( 2011 )

Burnett v. Chase Oil & Gas, Inc. , 1985 Tex. App. LEXIS 12430 ( 1985 )

Robert Ginsberg v. Commissioner of Internal Revenue , 305 F.2d 664 ( 1962 )

Estate of Young v. Commissioner , 110 T.C. 297 ( 1998 )

hbe-leasing-corporation-signal-capital-corporation-john-hancock , 48 F.3d 623 ( 1995 )

zahra-spiritual-trust-v-united-states-of-america-mudin-inc-and-dar , 910 F.2d 240 ( 1990 )

Rice's Toyota World, Inc. (Formerly Rice Auto Sales, Inc.) ... , 752 F.2d 89 ( 1985 )

Waffle House, Inc. v. Williams , 53 Tex. Sup. Ct. J. 809 ( 2010 )

Townsend Industries, Inc. v. United States , 342 F.3d 890 ( 2003 )

Estelle Benante, as Surviving Wife of Carl Benante, ... , 477 F.2d 553 ( 1973 )

Official Committee of Unsecured Creditors of Grand Eagle ... , 313 B.R. 219 ( 2004 )

Sidney Kreps v. Commissioner of Internal Revenue , 351 F.2d 1 ( 1965 )

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