Douglas E. Hampton

CourtUnited States Tax Court
DecidedApril 10, 2025
Docket33493-21
StatusUnpublished

This text of Douglas E. Hampton (Douglas E. Hampton) is published on Counsel Stack Legal Research, covering United States Tax Court primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
Douglas E. Hampton, (tax 2025).

Opinion

United States Tax Court

T.C. Memo. 2025-32

DOUGLAS E. HAMPTON, Petitioner

v.

COMMISSIONER OF INTERNAL REVENUE, Respondent

__________

Docket No. 33493-21. Filed April 10, 2025.

P pleaded guilty to bribery, fraud, and money laundering in 2013, which ultimately led to the U.S. Marshals Service’s seizing money from P’s and his S Corp’s bank accounts in 2016. P deducted a flowthrough loss from the forfeiture of the S Corp’s portion of seized funds. R disallowed the loss deduction. Other issues in the case were abandoned by P or are computational.

Held: The forfeiture loss deduction disallowance is sustained for public policy reasons.

—————

David James Lewis and Terry J. Evans, for petitioner.

Michelle R. Gearity and John D. Davis, for respondent.

MEMORANDUM FINDINGS OF FACT AND OPINION

COPELAND, Judge: Petitioner, Douglas E. Hampton, pleaded guilty to charges of bribery, fraud, and money laundering in 2013, and the U.S. District Court for the Southern District of Ohio ordered Mr. Hampton to forfeit approximately $2.2 million of the resultant accretions to income and wealth. Thus in 2016 the U.S. Marshals

Served 04/10/25 2

[*2] Service seized money from several bank accounts held in the name of Mr. Hampton or his wholly owned corporation, Hampton Capital Management, Inc. (HCM), an electing small business corporation (S corporation). See I.R.C. §§ 1361 and 1362. 1 HCM claimed a loss deduction of $855,882 on its 2016 Form 1120S, U.S. Income Tax Return for an S Corporation, related to its portion of the asset seizures, and Mr. Hampton reported a corresponding passthrough loss on his 2016 Form 1040, U.S. Individual Income Tax Return, on account of HCM’s reported loss. The Commissioner determined that Mr. Hampton was not entitled to deduct the passthrough loss, and Mr. Hampton petitioned our Court for review of that determination.

FINDINGS OF FACT

Some of the facts are stipulated and are so found. We incorporate by this reference the parties’ Stipulation of Facts and the attached Exhibits. Mr. Hampton resided in Ohio when he timely filed his Petition.

Financial Services Business

Mr. Hampton began his career working for Merrill Lynch and Morgan Stanley. In 2002 he registered the trade name “Hampton Capital Management” in his personal capacity for use in his business activities. 2 In 2003 he incorporated HCM. Mr. Hampton was HCM’s sole owner, and he and an administrative assistant were HCM’s only employees.

As relevant here, Mr. Hampton was a registered representative for three separate broker-dealers from 2004 to 2013: First Montauk Securities Corp. (First Montauk) (2004–08), First Allied Securities, Inc. (2008–12), and First Allied Advisory Services, Inc. (2012–13). (We refer to both First Allied Securities, Inc., and First Allied Advisory Services, Inc., as “First Allied.”) In that capacity Mr. Hampton provided asset

1 Unless otherwise indicated, statutory references are to the Internal Revenue

Code, Title 26 U.S.C. (I.R.C. or Code), in effect at all relevant times, and Rule references are to the Tax Court Rules of Practice and Procedure. 2 The registration expired in 2013, and HCM took over registration of that

name at that time. 3

[*3] management, financial planning, and college planning services to retail and institutional clients. 3

Between 2009 and 2013 most or all of Mr. Hampton’s financial services earnings came in the form of commissions remitted by First Montauk, First Allied, and Viad Corp. Mr. Hampton received all commissions from the broker-dealers in his personal capacity. None of the payors ever named HCM as the recipient of a commission. HCM was never registered with the Securities and Exchange Commission or the Financial Industry Regulatory Authority (more commonly known as FINRA). For its part, HCM maintained brokerage accounts with First Allied from at least March 2010 to May 2016, through which it traded on its own account.

From at least 2009 through 2013 Mr. Hampton and HCM reported the financial services earnings for tax purposes as follows:

1. Mr. Hampton included his commissions as gross receipts on Schedule C, Profit or Loss From Business, of his Form 1040. 4

2. Mr. Hampton then reported exactly the same amount as “Other expenses” on Schedule C and explained the expense deduction as “AMOUNTS ASSIGNED TO HAMPTON CAPITAL MANAGEMENT,” yielding zero Schedule C net profit.

3. HCM included exactly the same commission “AMOUNTS ASSIGNED” as gross receipts on its yearly Forms 1120S.

4. Mr. Hampton then reported a portion of HCM’s assigned commission earnings as wage income on his Form 1040.

3 It is unclear whether and, if so, to what extent Mr. Hampton used the trade

name “Hampton Capital Management” in his interactions with clients. 4 The “Business name” on each of the Schedules C for tax years 2009 and 2011–

13 is “DOUG HAMPTON,” and for tax year 2010 it is “DOUGLAS E HAMPTON.” Each of the 2009–13 Forms 1040 was filed jointly by Mr. Hampton and Jennifer L. Hampton; however, Ms. Hampton is not a party to this case. Mr. Hampton’s filing status for 2016 changed to single. 4

[*4] 5. HCM deducted as expenses “Compensation of officers” in an amount equal to or greater than the wage income from HCM reported by Mr. Hampton. 5

As HCM’s sole shareholder, Mr. Hampton reported HCM’s net profit as income via Schedule E, Supplemental Income and Loss, of his Form 1040.

Criminal Activity and Asset Forfeiture

In 2008 one of Mr. Hampton’s high school friends was appointed chief financial officer of the Office of the Treasurer of the State of Ohio. In February 2009 that friend was also appointed deputy treasurer of the State of Ohio. Mr. Hampton and the deputy treasurer then secretly devised the following plan: The deputy treasurer would ensure that Mr. Hampton was included on the list of brokers authorized to conduct securities trades on behalf of the State of Ohio and that a large amount of trading business was directed to Mr. Hampton. In return Mr. Hampton would send portions of the commissions he earned from trading for the State of Ohio to the deputy treasurer and two other individuals (friends and associates of the deputy treasurer), disguised as legal fees or business loans.

In carrying out the plan Mr. Hampton executed a series of trades for the State of Ohio between October 2, 2009, and August 31, 2010, receiving total commissions of approximately $3.2 million. During this same time Mr. Hampton paid approximately $524,000 of his commission earnings to the deputy treasurer and the two others involved in the plan.

The U.S. Government learned of the misappropriation and filed a criminal Information against Mr. Hampton in the U.S. District Court in 2013, alleging the above facts and charging Mr. Hampton with one count of “knowingly conspir[ing] and agree[ing] with [others] to commit offenses against the United States, including federal program bribery, honest services wire fraud, and money laundering.”

5 For tax years 2009–11 the HCM wages reported by Mr. Hampton exactly

equal HCM’s claimed deduction for “Compensation of officers.” HCM’s 2012 Form 1120S claimed a $50,000 deduction for “Compensation of officers,” while Mr. Hampton’s 2012 Form 1040 reported wages from HCM of only $33,000. HCM’s 2013 Form 1120S claimed an $11,070 deduction for “Compensation of officers,” while Mr. Hampton’s 2013 Form 1040 reported wages from HCM of only $1,070. 5

[*5] Mr. Hampton pleaded guilty to the conspiracy count, and in 2014 the district court sentenced him to 45 months of imprisonment, three years of supervised release, a $100 penalty, and forfeiture of approximately $2.2 million. 6 Mr.

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