Pittsfield Man Sentenced to 30 Months in Prison for Cocaine Trafficking Conspiracy

BOSTON - A Pittsfield man was sentenced yesterday in federal court in Springfield, Mass. to 30 months in prison for conspiring to traffic large quantities of cocaine in Western Massachusetts.

Theodore Warren, a/k/a "Monty," 44, was sentenced by U.S. District Court Judge Mark G. Mastroianni to 30 months in prison to be followed by three years of supervised release. In July 2026, Warren pleading guilty to one count of conspiracy to distribute and possession with intent to distribute cocaine and four counts of distribution of and possession with intent to distribute cocaine. In December 2024, Warren was charged with his alleged co-conspirator Lavante Wiggins, the former Dean of Pittsfield High School.

According to the charging documents, Wiggins, the former Dean of Students at Pittsfield High School, allegedly operated a drug trafficking organization (DTO) that distributed large amounts of cocaine in and around the Pittsfield area. According to court documents, Warren was a trusted member of the DTO who served as a runner for Wiggins. In August 2024, Wiggins allegedly expressed concern that he was under investigation and that he would send Warren to complete drug sales and deliver cocaine. It is alleged that one of Wiggins' customers amassed a debt of more than $34,000 for cocaine that Wiggins provided on credit. Warren admitted that he, and allegedly Wiggins, then went about collecting that debt while continuing to supply large amounts of cocaine to that customer. In addition, Warren also admitted that he purchased more than one kilogram of cocaine, allegedly from Wiggins, over 15 different transactions.

United States Attorney Leah B. Foley and Ted E. Docks, Special Agent in Charge of the Federal Bureau of Investigation, Boston Division made the announcement. Valuable assistance was provided by the Holyoke, Springfield, Chicopee, West Springfield, Easthampton and Pittsfield Police Departments; Berkshire, Hampden and Franklin County Sherriff's Offices; Massachusetts State Police; and the Berkshire County District Attorney's Office. Assistant U.S. Attorney Neil L. Desroches, Chief of the Springfield Branch Unit, is prosecuting the case.

The details contained in the charging documents are allegations. The remaining defendant is presumed innocent unless and until proven guilty beyond a reasonable doubt in a court of law.