United States v. Gregory Gentner

Court of Appeals for the Fourth Circuit·Decided May 28, 2026·No. 25-4140·Published

Opinion

PUBLISHED

UNITED STATES COURT OF APPEALS FOR THE FOURTH CIRCUIT

No. 25-4140

UNITED STATES OF AMERICA, Plaintiff – Appellee,

v.

GREGORY GENTNER, Defendant – Appellant.

No. 25-4165

UNITED STATES OF AMERICA, Plaintiff – Appellee,

v.

RICHARD BRASSER, Defendant – Appellant.

Appeals from the United States District Court for the Western District of North Carolina, at Charlotte. Max O. Cogburn, Jr., District Judge. (3:23-cr-00006-MOC-SCR-2; 3:23-cr- 00006-MOC-SCR-1)

Argued: March 20, 2026 Decided: May 28, 2026

Before KING, WYNN, and RUSHING, Circuit Judges.

Affirmed by published opinion. Judge King wrote the opinion, in which Judge Wynn and Judge Rushing joined.

ARGUED: Eric Jason Foster, LAW OFFICE OF RICK FOSTER, Asheville, North Carolina; Juan Chardiet, McLean, Virginia, for Appellants. Jason Poole, UNITED STATES DEPARTMENT OF JUSTICE, Washington, D.C., for Appellee. ON BRIEF: S. Robert Lyons, Katie Bagley, Joseph B. Syverson, Tax Division, UNITED STATES DEPARTMENT OF JUSTICE, Washington, D.C.; Russ Ferguson, United States Attorney, OFFICE OF THE UNITED STATES ATTORNEY, Charlotte, North Carolina, for Appellee.

KING, Circuit Judge:

Defendants Gregory Gentner and Richard Brasser (collectively, the “defendants”)

were each convicted by a jury in the Western District of North Carolina in 2024 for five separate felony offenses of failing to pay over to the federal Treasury tax money withheld from employee wages, commonly known as trust-fund taxes, in violation of 26 U.S.C. § 7202. 1 On appeal, the defendants challenge various aspects of the district court’s underlying proceedings, as well as the court’s denial of their motion for a new trial. As explained herein, because we are satisfied to reject each of the defendants’ appellate contentions, we affirm the criminal judgments.

I.

A.

1.

As background, when an employer pays the earnings of its employees, the employer is required by law to withhold certain taxes from the employees’ wages. See 26 U.S.C. §§ 3402, 3102. The employer is obligated to then pay over those withheld taxes of its employees to the federal government. Id. Because employers pay over those taxes to the

1

Section 7202 of Title 26 of the United States Code, which underlies each of the convictions challenged herein, provides, in relevant part, that “[a]ny person required under this title to collect . . . and pay over any tax imposed . . . who willfully fails to . . . pay over such tax shall . . . be guilty of a felony[.]” Per the Internal Revenue Code, such taxes are held in “trust for the United States” until the employer makes a federal tax payment of the withheld funds. See 26 U.S.C. §§ 7501(a), 3102, 3402.

Treasury on their employees’ behalf, the amounts paid over are commonly referred to as “trust-fund taxes.” See 26 U.S.C. § 7501(a) (establishing statutory requirement that such taxes “shall be held to be a special fund in trust for the United States”).

Those tax obligations and the proper reporting of their payments — accomplished by the employer’s submission of the trust-fund taxes to the government with an Internal Revenue Service (“IRS”) form known as “Form 941” — are required to be paid by the employer quarterly. See 26 U.S.C. § 6011(a) (establishing that persons liable for taxes “shall make a return or statement according to the forms and regulations prescribed by the [Treasury] Secretary”). 2 If an employer fails to properly pay over such trust-fund taxes as required, however, the IRS can seek both personal liability and criminal penalties against the responsible individuals.

2.

The foregoing federal tax obligations and the week-long trial of the defendants in Charlotte provide the bases of these criminal appeals. 3 The defendants were — during the relevant time periods — the two primary executives of a business named rFactr, Inc., a software company based in Charlotte. Defendant Brasser was rFactr’s Chief Executive

2

For tax purposes, a tax year is broken into four three-month calendar quarters. The Form 941s are due to be filed with the IRS at the end of the month that follows each tax quarter.

3

Because the defendants are appealing their criminal convictions, we recite the facts drawn from the trial evidence in the light most favorable to the prosecution. See United States v. Washington, 743 F.3d 938, 940 (4th Cir. 2014) (“On appeal from a criminal conviction, we recite the facts in the light most favorable to the government.”).

Officer, and defendant Gentner served as its Chief Operating Officer. In their respective corporate roles with that business entity, the defendants were responsible for rFactr’s financial affairs, which included filing by them of the required Form 941s with the IRS, and paying over rFactr’s employees’ withheld trust-fund taxes to the federal government.

Over a period of several years, the defendants struggled to meet those statutory obligations. More specifically, rFactr’s delinquencies in paying such trust-fund taxes began as early as 2013, prompting the IRS to interact with both defendants concerning rFactr’s trust-fund tax obligations, and to also seek collection of trust-fund taxes that had been withheld by rFactr but never paid over. During that same time period, the defendants assured the IRS on multiple occasions that each of them — and thus rFactr — was seeking to become current on rFactr’s withheld and unpaid trust-fund taxes, and that rFactr was in the process of retaining an outside payroll company to help handle its taxes. Nevertheless, rFactr’s non-payments of its withheld trust-fund taxes continued into early 2015, when the IRS filed a tax levy against rFactr, seeking to collect the withheld but unpaid trust-fund taxes.

Even after the March 2015 IRS levy, however, the trust-fund tax debts of rFactr continued to mount, and an outside payroll company that could have assisted was never retained. During the period in 2015 that the IRS levied on rFactr’s bank account, the defendants — as rFactr’s responsible executives — were given multiple warnings about the consequences of non-payments of trust-fund taxes. And those warnings came from IRS officials, as well as advisors retained by rFactr itself. One of those rFactr advisors, a man named Brown, explicitly urged the defendants to make the trust-fund tax deposits with

the “first funds that come through the door[.]” See J.A. 1565. 4 And Mr. Brown also warned each of the defendants that penalties, interest, and personal liability could attach to them in the event of continued non-payments of trust-fund taxes. Id. (email from Brown to defendants emphasizing rapidly growing trust-fund tax debts of rFactr and stating to the defendants “I run the risk of sounding preachy . . . but [I] wouldn’t be doing my job if I didn’t make sure that you understand the potential consequences of this”).

Unfortunately, those warnings from the IRS and Mr. Brown consistently fell on deaf ears. In August 2015, Brown advised the defendants that rFactr’s trust-fund tax debts to the United States had grown to approximately $300,000, prompting Brown to have concerns about his own personal liability. Undeterred by that reality, the defendants failed to pay over any of the withheld trust-fund taxes of rFactr employees for all of 2015, and then also for the first quarter of 2016, causing the company’s trust-fund tax debts to increase — and to then exceed $500,000, despite rFactr having received more than $2.4 million in revenue during that timeframe. As a result, the IRS advised the defendants in May 2016 that it intended to again levy on rFactr’s bank account for its unpaid trust-fund taxes.

Aware of the impending IRS tax levy and the potential consequences of their continued non-payments, the defendants applied in June 2016 for participation by rFactr and the defendants in what was called an IRS Voluntary Disclosure Program (the

Citations herein to “J.A. __” refer to the contents of the Joint Appendix filed by

4

the parties in this appeal.

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United States v. Gregory Gentner, (4th Cir. 2026).

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