'I did what he asked me to do:' Diddy's former fixer reveals unusual job expectations

Madeleine Marr, Miami Herald on May 22, 2025

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A former assistant for Sean “Diddy” Combs took the stand in the rapper’s NYC sex trafficking trial on Wednesday, with a harrowing story to tell.

George Kaplan testified that he was a fixer of sorts for Combs for 15 months from 2013 to 2015, with a salary of $125,000. His job description entailed everything from the mundane to the shocking.

Initially, Kaplan says Combs would ask him to set up hotel stays for his infamous “freak-offs,” drug-fueled sex sessions with various participants. The aide would also pick up food, drinks, toiletries and other sundries for his boss’ alleged orgies, which are at the center of the federal case.

Over time, Combs began to trust his employee more, and allowed him to use his corporate credit card to pick up intimate items such as lubricant, and even drugs, he said.

Kaplan claimed he would book rooms in various cities, even in the hip-hopper’s hometown — one reported fave was the SLS South Beach Hotel — under the pseudonym “Frank Black.”

After the “freak-offs” concluded, the assistant would go in before housekeeping and make sure anything untoward was removed.

“I did what he asked me to do,” he told the jury.

The 34-year-old, who was provided government immunity in exchange for his testimony, said the work shifts were long, often running up to 100 hours a week and going as late as until 7 a.m.

Kaplan said he eventually resigned shortly after witnessing the mogul attack his ex Cassie Ventura aboard a private jet to Las Vegas. Around the same time, he told the court he also saw Combs hit another woman “very hard” with decorative apples at his Star Island mansion.

The fallen impresario, 55, is facing charges of sex trafficking, racketeering and transportation to engage in prostitution. He pleaded not guilty at the trial, which is expected to last at least another two months.

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