Diddy remains jailed as judge expresses concern he could send ‘coded messages’ to employees

The criminal investigation into Combs was sparked by a civil lawsuit Ventura filed in November 2023. Combs settled the lawsuit for “an undisclosed and large amount of money,” Agnifilo said.

Angifilio stressed at the hearings and in court documents this week that Combs had taken extraordinary measures to cooperate with prosecutors for months.

Combs made a “bad business decision” to pay off the mortgage of his $48 million Miami home so that it could be offered unencumbered as collateral for his proposed bond, he said.

Emails filed to the court show that Combs’s lawyers had emailed prosecutors about the singer’s travel plans and assured them that he had surrendered his passport so that he would not fly overseas and outside the Justice Department’s jurisdiction. Combs’ companies have also turned over 144,000 pages of documents over the course of the investigation, Angifilio said.

Prosecutors were unpersuaded by Combs’ actions and asked for him to be jailed pending trial, noting he still has “vast resources” at his disposal to help him flee if he wanted to, and alleging that he repeatedly called grand jury witnesses to get them to change their stories about him.

This story has been updated.