You have a preview view of this article while we are checking your access. When we have confirmed access, the full article content will load.
Prosecutors are aiming to fill in the picture of the mogul’s relationship with Casandra Ventura by questioning his former assistant and Ms. Ventura’s mother.

May 20, 2025Updated 9:57 a.m. ET
As Sean Combs’s trial moves into its seventh day of testimony, prosecutors pursuing him on racketeering conspiracy and sex-trafficking charges are trying to sketch a wider picture of his time with the singer Casandra Ventura, who was his off-and-on girlfriend for more than a decade.
Ms. Ventura, who performs music as Cassie, testified for four days last week; now witnesses including another artist signed to Mr. Combs’s label, Ms. Ventura’s estranged best friend and a former personal assistant to Mr. Combs have been asked by prosecutors to corroborate, and in some cases amplify, aspects of Ms. Ventura’s account. Her mother is also expected to testify this week.
The first witness on Tuesday is scheduled to be David James, the assistant who took the stand late in the day on Monday. Mr. James described his duties as an aide to Mr. Combs in terms that resembled those of many high-profile, high-pressure corporate jack-of-all-trades. He rose early, arranged Mr. Combs’s calendar and kept detailed spreadsheets of his boss’s travel preferences. At his job interview, he told Mr. Combs, “I can’t stop, I won’t stop” — an expression of his work ethic wrapped in a nod to a hit song by the Lox, one of the signature rap acts for Bad Boy, Mr. Combs’s company.
But even in the few minutes Mr. James was on the stand, he testified of hearing Ms. Ventura express frustration at her situation. On a cigarette break with her on a dock near Mr. Combs’s Miami mansion, soon after he started the job in 2007, he said she remarked to him, “Man, this lifestyle is crazy.” Mr. James said he agreed, and that Ms. Ventura added, “I can’t get out,” and that Mr. Combs “oversees so much of my life.”
Prosecutors have worked to establish that Mr. Combs had coercive power over Ms. Ventura, in part because she loved him, but also because he held the reins on her career and physically beat her.
Mr. Combs has acknowledged the violence, but he has denied the sex trafficking and other accusations of criminal conduct that have been lodged against him. His lawyers say Mr. Combs engaged in perhaps unconventional marathon sex sessions with Ms. Ventura, but they say it was fully consensual and he has pleaded not guilty to all of the charges.