United States v. Darrah

132 F.4th 643 (2d Cir. 2025) · United States Court of Appeals for the Second Circuit · March 28, 2025 · No. 23-7001-cr

Summary

This Second Circuit opinion reviews the criminal sentence of Kenneth Darrah, who pleaded guilty to distributing child pornography. The court addresses three issues: the application of a five-level sentencing guideline enhancement for distribution in exchange for valuable consideration, the substantive reasonableness of the 106-month prison term, and a special condition of supervised release limiting the defendant to one internet-capable device. The court finds the enhancement was applied erroneously but harmlessly, affirms the sentence as substantively reasonable, and vacates the supervised release condition for impermissibly delegating judicial authority to the Probation Office.

Court
United States Court of Appeals for the Second Circuit
Writing for the Court
Dennis Jacobs; Walker, Circuit Judge; Jacobs, Circuit Judge; Merriam, Circuit Judge
Jurisdiction
United States Court of Appeals for the Second Circuit
Decision date
March 28, 2025
Docket number
23-7001-cr
Procedural posture
Kenneth Darrah appealed from a judgment of the United States District Court for the Northern District of New York entered after his guilty plea to distributing child pornography. He challenged the application of a five-level Sentencing Guidelines enhancement, the substantive reasonableness of his 106-month sentence, and a supervised-release condition limiting him to one internet-capable device.
Standard of review
Sentencing decisions are reviewed for procedural and substantive reasonableness under a deferential abuse-of-discretion standard. The imposition of a special condition of supervised release is also reviewed for abuse of discretion.
Precedential value
published and precedential
Parties
Kenneth Darrah v. United States of America
Disposition
other

Topics

sentencing guidelinessentencingprobationcriminal procedure

Practice areas

criminal lawfederal sentencingsupervised release

Questions Presented

  1. Whether the district court procedurally erred by applying the five-level increase under U.S.S.G. § 2G2.2(b)(3)(B) without evidence of an agreement to exchange valuable consideration.
  2. Whether the Guidelines-calculation error was harmless because the district court clearly stated that it would impose the same 106-month sentence regardless of the enhancement.
  3. Whether the 106-month below-Guidelines sentence was substantively unreasonable.
  4. Whether the district court impermissibly delegated judicial authority to the Probation Office by allowing it to determine whether and when Darrah could possess more than one internet-capable device during supervised release.

Holdings

  1. The amended version of § 2G2.2(b)(3)(B) requires proof that the defendant agreed, explicitly or implicitly, to an exchange with another person and knowingly distributed child pornography for the specific purpose of obtaining valuable consideration from that same person. A defendant's unilateral expectation or purpose is insufficient.
  2. The district court's erroneous application of the five-level enhancement was harmless because the court clearly and unambiguously stated that it would have imposed the same 106-month sentence without the enhancement.
  3. The below-Guidelines sentence of 106 months' imprisonment was substantively reasonable and did not constitute an abuse of discretion.
  4. A district court may not delegate to the Probation Office the authority to decide whether a supervisee may possess more than one internet-capable device. The district court itself must determine whether to impose the restriction and must support it with appropriate on-the-record findings.

Key quotations

Now a court must find an agreement. To do so, “a court must examine the purpose (or reasonably inferred purpose) of both parties, including the context of their discussions and circumstantial evidence such as their actions or comments.” (7)
The district court’s reliance on Darrah’s unilateral words, actions, and expectations does not satisfy the requirement that both parties need enter into an agreement. (9)
As a “special condition granting Probation discretion to decide whether or not to restrict a supervisee to a single internet-connected device,” it is “an impermissible delegation of the court’s judicial authority.” (17)

Factual background

Darrah exchanged messages for approximately two months with an undercover officer posing as the mother of a nine-year-old girl. He transmitted an audiovisual child-pornography file through Kik Messenger after seeking images of the purported child. The district court imposed a five-level Guidelines enhancement based on distribution for valuable consideration and limited Darrah to one internet-capable device upon supervised release, subject to later adjustment by the Probation Office.

Procedural history

The district court accepted Darrah's guilty plea, applied a five-level increase under U.S.S.G. § 2G2.2(b)(3)(B), imposed a below-Guidelines sentence of 106 months' imprisonment, and imposed a 20-year term of supervised release with special conditions. The Second Circuit held that the enhancement was improperly applied but that the error was harmless, affirmed the prison term, and vacated the supervised-release condition because it impermissibly delegated judicial authority to the Probation Office. The case was remanded for resentencing consistent with the opinion.

Remand instructions

Vacate Special Condition 8 insofar as it delegates authority to the Probation Office to determine how many internet-capable devices Darrah may possess. Remand to the district court to determine for itself whether the single-device limitation should be imposed based on appropriate on-the-record findings and, if not, to modify or vacate the condition. The 106-month term of imprisonment is affirmed.

Court Document

Open PDF
Loading document…