A Pittsfield man pleaded guilty on July 19 in federal court in Springfield to conspiring to traffic large quantities of cocaine in Western Massachusetts.
Theodore Warren, also known as “Monty,” age 42, pleaded guilty to one count of conspiracy to distribute and possess with intent to distribute cocaine and four counts of distribution of and possession with intent to distribute cocaine. U.S. District Court Judge Mark G. Mastroianni scheduled sentencing for Oct. 20, 2026. In December 2024, Warren was charged along with his co-conspirator Lavante Wiggins, the former Dean of Pittsfield High School.
According to the charging documents, Wiggins allegedly operated a drug trafficking organization that distributed significant amounts of cocaine around the Pittsfield area. Warren served as a runner for Wiggins within this organization. The charging documents state that in August 2024, Wiggins expressed concern about being under investigation and said he would send Warren to complete drug sales and deliver cocaine on his behalf. It is alleged that one customer accumulated more than $34,000 in debt for cocaine provided by Wiggins on credit; both Warren and Wiggins allegedly worked together collecting this debt while continuing supply operations. Specifically, it is alleged that between September and December 2024, Wiggins directed Warren to distribute varying amounts of cocaine—91 grams on Sept. 10; 100 grams on Oct. 14; 125 grams on Oct. 31; and 150 grams on Dec. 10—to this customer.
The charges carry potential penalties including up to twenty years in prison, up to a lifetime of supervised release, and fines up to $2 million per count if convicted under federal law.
United States Attorney Leah B. Foley and Ted E. Docks, Special Agent in Charge of the Federal Bureau of Investigation’s Boston Division, announced the plea agreement yesterday. Local police departments from Holyoke, Springfield, Chicopee, West Springfield, Easthampton and Pittsfield assisted along with several county sheriff’s offices and other agencies.
The U.S. Attorney for the District of Massachusetts enforces federal laws—including those related to national security threats and civil rights violations—and serves all residents across Massachusetts through its main office at the John Joseph Moakley United States Federal Courthouse in Boston as well as branch offices in Springfield and Worcester; it employs over two hundred attorneys alongside paralegals and professional staff members, according to the official website.