During a debriefing session with federal investigators, James Rosemond, the music manager-turned-cocaine kingpin, was reportedly questioned about the sexual preferences of entertainers, including whether Sean “Diddy” Combs was “having sexual relationships with under age boys,” according to a U.S. District Court filing.
In his September 6 affidavit, Rosemond (seen at above right) contended that he reluctantly agreed to the proffer sessions arranged by Gerald Shargel, his former lawyer. Rosemond added that investigators sought to get him to confess to crimes for which he had no involvement. “When the defendant said he didn’t know about a certain event…they accused him of lying,” Rosemond claimed.The confrontational sessions turned “awkward,” Rosemond stated, when an investigator showed him “naked pictures” of different women. The purpose of this purported investigative technique is not revealed in Rosemond’s affidavit.
A prosecutor, Rosemond continued, then “asked about entertainers sexual preferences, including, but not only, Sean Combs having sexual relationships with under age boys.” Again, Rosemond provided no context for these alleged queries.
Rosemond was also quizzed during an October 4 session about his contacts with several public figures, including, Rev. Al Sharpton, and musician Wyclef Jean.
During Rosemond’s trial, Shargel complained to Judge John Gleeson that federal prosecutors and agents were only seeking “trophies” when they questioned Rosemond about celebrities during the proffer sessions. And, when Rosemond provided nothing of substance on the high-profile figures, “disappointed” investigators rejected his client’s bid for a cooperation deal. Prosecutors countered Shargel’s claim, declaring that Rosemond was untrustworthy and lied during the debriefing sessions.
Investigators eventually declined to cut a deal with Rosemond, who was subsequently convicted at trial of running a drug ring that sold millions of dollars’s worth of cocaine. Rosemond, who is nicknamed “Jimmy Henchman,” faces a mandatory term of life in prison when sentenced October 25 in Brooklyn federal court.