Lou Taylor has known Sean Combs since the early 1990s, when he was an intern at Uptown Records and she worked at the firm that handled the label’s accounts. By 2019 she was describing him to The Hollywood Reporter as a longtime client.
Robin Greenhill, a Tri Star director who was described in trial testimony as the person who released Combs’ funds, is his accountant and, according to court papers filed this month, his power of attorney. When producer Rodney “Lil Rod” Jones sued Combs in February 2024, his complaint alleged that “Robin Greenhill, the accountant, would ensure the wiring, funds transfer, or cash payments to sex workers.” At Combs’ 2025 federal trial, his former assistant Jonathan Perez testified that Greenhill released funds to Combs and his team, and jurors saw a May 2023 email in which she confirmed a rent wire for the woman identified as “Jane.” Greenhill was not charged. We covered the Spears and Combs account connections last year. Justin Bieber, another Taylor client, fired her in 2024.
Greenhill is the person who is signing for Combs in his civil proceedings. In January, a California law firm sued Combs, his son Christian, Greenhill and Tri Star for $53,688.35 in unpaid fees. That case settled. On Sept. 14, Combs’ civil lawyers at Sher Tremonte asked a federal judge to let them quit his $100 million defamation suit, saying he “has not paid Sher Tremonte anything for over six months.” The motion was served on Greenhill, listed as his power of attorney, at Tri Star’s West Hollywood address. We reported the filing and, a day later, that the Star Island mansion Combs’ lawyer told the court “has been sold” is still his, held through a company whose May 2026 annual report names Greenhill as manager. Los Angeles magazine‘s article followed last week.
Sean Combs says he switched lawyers because “I won’t let anyone take advantage of me by overcharging me.” He is writing that from Fort Dix. The woman with his checkbook is the one Britney Spears says put her picture on the wall, then put her away. Spears said they got away with all of it. So far, she is right.
Is Sean Combs “an owner, officer, director and/or managing agent” of Tri Star?
One filing goes further than any of that. In September 2022, a woman identifying herself as Kim Porter’s niece sued Combs in Los Angeles Superior Court under the name Jane Roe, saying he hired her as a live-in nanny for his twin daughters the day after their mother Kim Porter died, then fired her in January 2021 for being pregnant and unmarried. The defendants were Combs, Combs Enterprises, Tri Star Sports and Entertainment Group and 200 South Mapleton Drive LLC, the entity behind the Holmby Hills mansion federal agents would raid in 2024.
Reply PLAINTIFFS REPLY BRIEF IN SUPPORT OF MOTION TO COMPEL DEFENDANT 200 S. MAPLETON DRIVE, LLC TO PRODUCE DOCUMENTS AND TANGIBLE THINGS IN COMPLIANCE WITH ITS STATEMENTS OF COMPLIANCE IN RESPONSE TO PLAINTIFFS REQUESTS FOR PRODUCTION, SET ONE, 1/3/2024.
A filing from 1/3/2024 shows numerous email communications between Robin Greenhill, Lou Taylor, Diddy’s Chief of Staff Kristina Khorram (an unindicted co-conspirator in the criminal case), and others, that Combs sought to exclude in a Privilege Log, listed as Exhibit W.
Paragraph 6 of the inital complaint called the four listed defendants (Combs, Combs CE, Tri Star, 200 S. MAPLETON DR. LLC) “joint employers, integrated enterprises and alter egos of each other.” Paragraph 7 alleged Combs was “an owner, officer, director and/or managing agent” of Tri Star itself. The YouTube channel That Surprise Witness flagged the clause in October 2024 after noticing that the state’s corporate filings list the Mapleton LLC at Taylor’s business address. A Combs spokesperson called the suit “a meritless shakedown,” Taylor denied the allegations and a judge later ruled the nanny could not proceed anonymously. The claim was pleaded on information and belief and was never tested. But it is the only document on file in which someone has sworn, in court, that the firm managing Combs’ money belongs to him.
Earlier filings in the Combs criminal case, showed that Tri Star Sports and Entertainment Group was involved in getting his home at 2 Star Island Drive appraised, in connection with his denied bail attempt. We recently covered how Combs’ $100 million defamation case could be in jeopardy, since his attorney Erica Wolff appeared to represent to Judge Cronan that Combs is not a Florida resident.
The Britney Spears Back Story
A week before she was committed in 2008, Britney Spears says, her business managers invited her to lunch. Tri Star Sports and Entertainment Group had hung a large black-and-white portrait of her in its hallway, and Lou Taylor and Robin Greenhill made sure she saw it. “They said, ‘Britney, look at your picture on the wall!'” she wrote on Instagram on Feb. 23, 2022. “Those same bitches killed me a week later.”
“I think they were trying to kill me,” she went on. “I still to this very day believe that’s EXACTLY what they were trying to do.” Her father, she said, “worshipped those two women and would have done anything they asked of him.” Then the threat: “I will sue the s—t out of Tri Star!!!! Psss they got away with all of it and I’m here to warn them every day of my precious life!!!!” And the line that stuck: “I remember all of it!!!!”
The post was gone by that evening. Tri Star’s lawyer, Charles Harder, called the claims “entirely false, as well as highly offensive, damaging and unacceptable.” Spears never filed the suit. But the question she raised, what two business managers were doing at the center of a 13-year conservatorship, was never answered, and the same two names now sit on the paperwork of another client, Sean “Diddy” Combs.
$18 Million and a Conservatorship
Taylor founded Tri Star and ran it. Greenhill was its director on the Spears account. By the estimate of Spears’ lawyer, Mathew Rosengart, the firm took more than $18 million from her estate during the conservatorship, on top of the $6 million that went to Jamie Spears. When Spears stopped working in 2019, Tri Star asked for a $500,000 annual minimum regardless. Jamie Spears agreed without negotiating. Court filings also showed she had overpaid the firm by more than $300,000 that year.
Tri Star has insisted it did not create the conservatorship, which it says “was set up on the recommendation of legal counsel.” Rosengart answered in a July 2022 filing with Tri Star’s own emails, including one dated Jan. 1, 2008, a month before the conservatorship began, discussing which judge should hear it. The emails, he wrote, “demonstrate that Tri Star’s Lou Taylor played a substantial role in Ms. Spears’s affairs prior to and in the early days of the conservatorship.” Taylor quit the account in October 2020. The conservatorship ended 13 months later.
Black Box Employee: “The Idea for Monitoring the Singer Came From Greenhill”
Alex Vlasov, a former employee of Black Box Security, told The New York Times for its 2021 documentary “Controlling Britney Spears” that the idea for monitoring the singer came from Greenhill. “Why don’t we just take an iPad, sign in with an iCloud on there, the same iCloud that Britney would use on her phone, and that would mirror all activity?” he recalled her suggesting. Texts, FaceTime calls, notes and photos went, encrypted, to Greenhill and Jamie Spears. Vlasov said Black Box’s chief, Edan Yemini, also placed an audio recorder in her bedroom that captured about 180 hours, including conversations with her children and her lawyer.
Greenhill swore in a Nov. 4, 2021, declaration that “no one at Tri Star has ever suggested monitoring Ms. Spears’ electronic communications” and that no one there knew of a device in the bedroom. Eight months later Rosengart filed Black Box documents containing screenshots of Spears’ text messages that Yemini had emailed to Jamie Spears and Greenhill between 2016 and 2019. Greenhill asked Judge Brenda Penny to delay the hearing on whether she had to sit for a deposition. Penny refused, finding no “irreparable harm,” Rolling Stone reported. Rosengart’s verdict on the firm’s stonewalling: “Tri Star has much to hide.”
“Tri Star has much to hide.”
In her 2023 memoir Spears called Greenhill Taylor’s “weird-ass lackey” and filed both women, with her father, under “bullies.” A court investigator’s report had already recorded that Greenhill controlled her credit card and dispensed her medication.
Sources: ¡Hola! (Feb. 24, 2022); TMZ and Complex (Feb. 23, 2022); Rolling Stone (July 23, 2022); The Hollywood Reporter (July 4, 2022); The New York Times, “Controlling Britney Spears” (Sept. 2021); The Blast (Nov. 5, 2021); The Daily Beast (Sept. 26, 2024); South China Morning Post (June 17, 2024); Los Angeles magazine (Sept. 17, 2026); Combs v. Burgess, No. 1:25-cv-00650 (S.D.N.Y.); Jones v. Combs (S.D.N.Y.); “The Woman in Me” (2023); YouTube reporting by That Surprise Witness and BJ Investigates; Paul Smith’s reporting at Shockya. This is an opinion article.
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