Newtonville Man Pleads Guilty to Cocaine Distribution

BOSTON - A Newtonville man pleaded guilty yesterday in federal court in Boston to a drug distribution offense involving cocaine.

Trevor Headley, 32, pleaded guilty to one count of possession with intent to distribute 500 grams or more of cocaine and two counts of distribution of and possession with intent to distribute cocaine. U.S. District Court Judge Allison D. Burroughs scheduled sentencing for June 23, 2026. Headley was arrested and charged in October 2025.

In August 2025, Headley distributed cocaine to an undercover law enforcement officer on multiple occasions. On Aug. 12, 2025, after arranging the first transaction through a series of communications, Headley met the undercover officer at a pre-arranged location and sold approximately 112 grams of cocaine. On Aug. 27, 2025, Headley conducted a second controlled transaction, this time distributing approximately 451 grams of cocaine.

Additionally, on recorded phone calls with the undercover officer in September 2025, Headley discussed obtaining an additional kilogram of cocaine for sale and expressed interest in obtaining firearms and machinegun conversion devices - stating that the firearms would be included as part of the negotiation, in exchange for the cocaine.

During a search of Headley's residence following his arrest in October 2025, approximately three kilograms of cocaine packaged for distribution, along with more than $32,000 in cash and other items consistent with drug trafficking were recovered.

The charge of possession with intent to distribute 500 grams or more of cocaine provides for a sentence of at least five years and up to 40 years in prison, at least four years of supervised release and a fine of up to $5 million. The charges of distribution of and possession with intent to distribute cocaine each provide for a sentence of up to 20 years in prison, at least three years of supervised release and a fine of up to $1 million. Sentences are imposed by a federal district court judge based upon the U.S. Sentencing Guidelines and statutes which govern the determination of a sentence in a criminal case.

United States Attorney Leah B. Foley; Thomas Greco, Special Agent in Charge of the Boston Field Division of the Bureau of Alcohol, Tobacco, Firearms & Explosives; Jarod A. Forget, Special Agent in Charge of the Drug Enforcement Administration in New England; and Boston Police Commissioner Michael Cox made the announcement today. Assistant U.S. Attorney John T. Dawley of the Organized Crime & Gang Unit is prosecuting the case.

This case is part of Operation Take Back America, a nationwide initiative that marshals the full resources of the Department of Justice to repel the invasion of illegal immigration, achieve the total elimination of cartels and transnational criminal organizations and protect our communities from the perpetrators of violent crime. Operation Take Back America streamlines efforts and resources from the Department's Organized Crime Drug Enforcement Task Forces and Project Safe Neighborhood.