Surprise when Britney Spears is involved with “boss” Diddy

Tri Star Sports & Entertainment Group’s connection to the Sean “Diddy” Combs case has been in the news lately. According to The Hollywood Reporter (THR), the famous management company, which was criticized for its involvement in Britney Spears’ custody dispute, is now at the center of Diddy’s lawsuit.

Lou M. Taylor, founder, chairman, and CEO of Tri Star, is Britney Spears’ former business manager. She has been criticized for playing a key role in her conservatorship of Britney in 2008. Taylor also used to manage Diddy, something she proudly confirmed in a 2019 interview, noting that Diddy was one of her biggest clients. Taylor and Diddy’s working relationship dates back to the early 1990s, but it is unclear whether Diddy is still represented by Tri Star.

Surprise when Britney Spears is involved with “boss” Diddy

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Tri Star Sports & Entertainment Group – the celebrity management company that has previously come under fire for its alleged involvement in Britney Spears’ custody battle involving Sean “Diddy” Combs. Photo: IG.

Robin Greenhill, Tri Star’s director of customer service, is also a notable figure. Britney Spears has publicly criticized Greenhill, who she says controlled her credit cards and drug history, and Tri Star is said to have used Spears’ money to hire a security team to monitor her while the singer was under conservatorship. Spears called Greenhill “Taylor’s weirdo” in her 2023 memoir, alleging that she was “bullied” by Greenhill and her father, Jamie Spears.

Britney Spears’ legal team is investigating the $18 million that Tri Star allegedly took from her estate during the conservatorship, which ended after 13 years in November 2021, according to The Los Angeles Times . Tri Star, Taylor, and Greenhill all deny the allegations, saying that Britney Spears’ conservatorship was recommended by legal counsel and approved by the court for more than 12 years.

Greenhill’s name was recently brought up in a lawsuit filed by producer Rodney “Lil Rod” Jones against Diddy for $30 million. Jones accuses Diddy of sexual assault and possible rape while under the influence of drugs. The lawsuit was filed just weeks before two of Diddy’s homes were raided by federal agents, allegedly by the rapper in connection with a sex trafficking investigation.

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Britney Spears, Diddy and 50 Cents pose for a photo in 2007. Photo: IG.

In court papers, Jones claims he was forced to recruit prostitutes and have sex with them to please Diddy. Jones also accuses Greenhill of helping Diddy commit the crimes, claiming that Greenhill secured money transfers and cash payments to prostitutes.

Diddy has denied all the allegations and filed a motion to dismiss the lawsuit, calling it “absurd” and a slanderous attempt to profit from his stardom. He was arrested a few weeks later and is currently awaiting trial at the Metropolitan Detention Center in Brooklyn, New York. Diddy is accused of hosting “Freak Offs,” which are elaborate sex acts that the rapper regularly films and masturbates to. The indictment alleges that some of the “Freak Offs” lasted for days, requiring victims to receive protein infusions to recover from fatigue caused by hours of drug use.

Diddy’s attorney Marc Agnifilio has responded to claims that federal agents seized “1,000 bottles” of baby oil and lubricant from Diddy’s home, saying it was a misunderstanding about the quantity. The attorney argued that bulk purchases are common in the United States and that Diddy should not be judged for his “unusual” sexual desires.

Diddy, the founder of Bad Boy Records, built a public image as a respected businessman and his annual “White Party” in the Hamptons was a must-see event. But prosecutors say Diddy used companies, employees and clever methods to get around his crimes. They will back up the charges with financial documents, travel, electronic communications and videos of his “Freak Offs.” If convicted on all charges, Diddy could face a minimum of 15 years in prison and the possibility of life in prison.