{"id":219092,"date":"2026-09-24T12:57:54","date_gmt":"2026-09-24T19:57:54","guid":{"rendered":"https:\/\/www.shockya.com\/news\/?p=219092"},"modified":"2026-09-24T13:34:31","modified_gmt":"2026-09-24T20:34:31","slug":"diddy-money-trail-tri-star-lou-taylor-and-robin-greenhill-ran-britneys-conservatorship-now-they-sign-for-diddy-part-1","status":"publish","type":"post","link":"https:\/\/www.shockya.com\/news\/2026\/09\/24\/diddy-money-trail-tri-star-lou-taylor-and-robin-greenhill-ran-britneys-conservatorship-now-they-sign-for-diddy-part-1\/","title":{"rendered":"Diddy Money Trail: Lou Taylor, and Robin Greenhill Ran Britney&#8217;s Conservatorship. Now They Sign for Diddy &#8211;  Part 1"},"content":{"rendered":"<div class=\"wp-block-image\">\n<figure class=\"aligncenter size-large\"><a href=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/lou-taylor-robin-greenhill-erica-wolff-sean-diddy-combs-scaled.jpg\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"572\" src=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/lou-taylor-robin-greenhill-erica-wolff-sean-diddy-combs-1024x572.jpg\" alt=\"\" class=\"wp-image-219096\" srcset=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/lou-taylor-robin-greenhill-erica-wolff-sean-diddy-combs-1024x572.jpg 1024w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/lou-taylor-robin-greenhill-erica-wolff-sean-diddy-combs-300x167.jpg 300w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/lou-taylor-robin-greenhill-erica-wolff-sean-diddy-combs-768x429.jpg 768w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/lou-taylor-robin-greenhill-erica-wolff-sean-diddy-combs-1536x857.jpg 1536w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/lou-taylor-robin-greenhill-erica-wolff-sean-diddy-combs-2048x1143.jpg 2048w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><\/a><figcaption class=\"wp-element-caption\"><em>The line up: Lou Taylor and Robin Greenhill of Tri Star Sports and Entertainment, Erica Wolff Esq. of Sher Tremonte, Sean &#8216;Diddy&#8217; Combs. AI compiled image.<\/em><\/figcaption><\/figure>\n<\/div>\n\n\n<p class=\"wp-block-paragraph\"><strong>Lou Taylor<\/strong> has known <strong>Sean Combs<\/strong> since the <strong>early 1990s<\/strong>, when he was an intern at <strong>Uptown Records<\/strong> and she worked at the firm that handled the label&#8217;s accounts. By <strong>2019 <\/strong>she was describing him to <strong>The Hollywood Reporter <\/strong>as a <a href=\"https:\/\/www.hollywoodreporter.com\/news\/general-news\/how-business-manager-lou-taylor-is-ferociously-breaking-glass-ceiling-1246036\/\" target=\"_blank\" rel=\"noreferrer noopener\">longtime client<\/a>. <\/p>\n\n\n\n<p class=\"wp-block-paragraph\"><strong>Robin Greenhill, a Tri Star director who was described in trial testimony as the person who released Combs&#8217; funds, is his accountant and, according to court papers filed this month, his power of attorney.<\/strong> When producer <strong>Rodney &#8220;Lil Rod&#8221; Jones <\/strong>sued <strong>Combs <\/strong>in <strong>February 2024<\/strong>, his complaint alleged that <strong>&#8220;Robin Greenhill, the accountant, would ensure the wiring, funds transfer, or cash payments to sex workers.&#8221;<\/strong> At Combs&#8217; <strong>2025 federal trial<\/strong>, his former assistant <strong>Jonathan Perez <\/strong>testified that <strong>Greenhill released funds to Combs and his team,<\/strong> and jurors saw a <strong>May 2023 email<\/strong> in which she confirmed a rent wire for the woman identified as &#8220;Jane.&#8221; Greenhill was not charged. We covered <a href=\"https:\/\/www.shockya.com\/news\/2025\/05\/16\/tmz-runs-defense-for-sean-diddy-combs-again-claims-justin-bieber-not-abused\/\" target=\"_blank\" rel=\"noreferrer noopener\">the Spears and Combs account<\/a> connections\u00a0last year. <strong>Justin Bieber<\/strong>, another Taylor client, <strong>fired her in 2024.<\/strong><\/p>\n\n\n\n<figure class=\"wp-block-image size-large\"><a href=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/robin-greenhill-lawsuit-sean-combs.png\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"506\" src=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/robin-greenhill-lawsuit-sean-combs-1024x506.png\" alt=\"\" class=\"wp-image-218759\" srcset=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/robin-greenhill-lawsuit-sean-combs-1024x506.png 1024w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/robin-greenhill-lawsuit-sean-combs-300x148.png 300w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/robin-greenhill-lawsuit-sean-combs-768x380.png 768w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/robin-greenhill-lawsuit-sean-combs.png 1026w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><\/a><figcaption class=\"wp-element-caption\"><em>Rodney &#8216;Lil Rod&#8217; Jones lawsuit against Sean Combs et al. Robin Greenhill, right. (<a href=\"https:\/\/www.youtube.com\/watch?v=_8MzrLu_u04\" target=\"_blank\" rel=\"noreferrer noopener\">BJ Investigates<\/a>)<\/em><\/figcaption><\/figure>\n\n\n\n<p class=\"wp-block-paragraph\"><strong>Greenhill is the person who is signing for Combs in his civil proceedings.<\/strong> In January, a California law firm <strong>sued Combs, his son Christian, Greenhill and Tri Star for $53,688.35 in unpaid fees.<\/strong> That case settled. On Sept. 14, Combs&#8217; civil lawyers at <strong>Sher Tremonte<\/strong> asked a federal judge to let them quit his <strong>$100 million defamation suit,<\/strong> saying he &#8220;has not paid Sher Tremonte anything for over six months.&#8221; <strong>The motion was served on Greenhill, listed as his power of attorney, at Tri Star&#8217;s West Hollywood address. <\/strong>We <a href=\"https:\/\/www.shockya.com\/news\/2026\/09\/16\/deadbeat-diddy-his-attorneys-seek-withdrawal-in-100-million-defamation-case-over-non-payment-non-communication\/\" target=\"_blank\" rel=\"noreferrer noopener\">reported the filing<\/a>\u00a0and, a day later, that the <strong>Star Island mansion Combs&#8217; lawyer told the court &#8220;has been sold&#8221; is still his<\/strong>, held through a company whose\u00a0<a href=\"https:\/\/www.shockya.com\/news\/2026\/09\/17\/diddy-still-owns-the-star-island-mansion-his-lawyer-said-was-sold-and-it-could-sink-his-100-million-case\/\" target=\"_blank\" rel=\"noreferrer noopener\">May 2026 annual report names Greenhill as manager<\/a>.\u00a0<a href=\"https:\/\/lamag.com\/news\/from-britney-spears-to-diddy-robin-greenhill-surfaces-in-another-celebrity-money-dispute\/\" target=\"_blank\" rel=\"noreferrer noopener\">Los Angeles magazine<\/a>&#8216;s article\u00a0followed last week.<\/p>\n\n\n\n<figure class=\"wp-block-gallery has-nested-images columns-default is-cropped wp-block-gallery-1 is-layout-flex wp-block-gallery-is-layout-flex\">\n<figure class=\"wp-block-image size-large\"><a href=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/faheem-muhammed-sean-diddy-combs2.png\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"399\" data-id=\"219098\" src=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/faheem-muhammed-sean-diddy-combs2-1024x399.png\" alt=\"\" class=\"wp-image-219098\" srcset=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/faheem-muhammed-sean-diddy-combs2-1024x399.png 1024w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/faheem-muhammed-sean-diddy-combs2-300x117.png 300w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/faheem-muhammed-sean-diddy-combs2-768x299.png 768w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/faheem-muhammed-sean-diddy-combs2.png 1101w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><\/a><figcaption class=\"wp-element-caption\">Faheem Muhammed, Sean Combs<\/figcaption><\/figure>\n\n\n\n<figure class=\"wp-block-image size-large\"><a href=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/faheem-muhammed-sean-diddy-combs.png\"><img loading=\"lazy\" decoding=\"async\" width=\"1006\" height=\"526\" data-id=\"219100\" src=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/faheem-muhammed-sean-diddy-combs.png\" alt=\"\" class=\"wp-image-219100\" srcset=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/faheem-muhammed-sean-diddy-combs.png 1006w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/faheem-muhammed-sean-diddy-combs-300x157.png 300w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/faheem-muhammed-sean-diddy-combs-768x402.png 768w\" sizes=\"auto, (max-width: 1006px) 100vw, 1006px\" \/><\/a><figcaption class=\"wp-element-caption\">Faheem Muhammed<\/figcaption><\/figure>\n\n\n\n<figure class=\"wp-block-image size-large\"><a href=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/kristina-khorram-sean-diddy-combs.png\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"478\" data-id=\"219099\" src=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/kristina-khorram-sean-diddy-combs-1024x478.png\" alt=\"\" class=\"wp-image-219099\" srcset=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/kristina-khorram-sean-diddy-combs-1024x478.png 1024w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/kristina-khorram-sean-diddy-combs-300x140.png 300w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/kristina-khorram-sean-diddy-combs-768x358.png 768w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/kristina-khorram-sean-diddy-combs-1536x716.png 1536w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/kristina-khorram-sean-diddy-combs.png 1668w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><\/a><figcaption class=\"wp-element-caption\">Sean Combs, Kristina Khorram<\/figcaption><\/figure>\n<\/figure>\n\n\n\n<p class=\"wp-block-paragraph\"><\/p>\n\n\n\n<p class=\"wp-block-paragraph\"><strong>Sean Combs <\/strong>says he switched lawyers because <strong>&#8220;I won&#8217;t let anyone take advantage of me by overcharging me.&#8221;<\/strong> He is writing that from <strong>Fort Dix<\/strong>. The woman with his checkbook is the one <strong>Britney Spears<\/strong> says put her picture on the wall, then put her away. Spears said they got away with all of it. <strong>So far, she is right<\/strong>.<\/p>\n\n\n\n<figure class=\"wp-block-embed aligncenter is-type-video is-provider-youtube wp-block-embed-youtube wp-embed-aspect-16-9 wp-has-aspect-ratio\"><div class=\"wp-block-embed__wrapper\">\n<span class=\"embed-youtube\" style=\"text-align:center; display: block;\"><iframe loading=\"lazy\" class=\"youtube-player\" width=\"640\" height=\"360\" src=\"https:\/\/www.youtube.com\/embed\/H39fY0A0GhI?version=3&#038;rel=1&#038;showsearch=0&#038;showinfo=1&#038;iv_load_policy=1&#038;fs=1&#038;hl=en-US&#038;autohide=2&#038;wmode=transparent\" allowfullscreen=\"true\" style=\"border:0;\" sandbox=\"allow-scripts allow-same-origin allow-popups allow-presentation allow-popups-to-escape-sandbox\"><\/iframe><\/span>\n<\/div><\/figure>\n\n\n\n<h2 class=\"wp-block-heading\"><strong>Is Sean Combs &#8220;an owner, officer, director and\/or managing agent&#8221; of Tri Star?<\/strong><\/h2>\n\n\n\n<p class=\"wp-block-paragraph\">One filing goes further than any of that. In <strong>September 2022<\/strong>, a woman identifying herself as <strong>Kim Porter&#8217;s niece<\/strong> sued <strong>Combs <\/strong>in Los Angeles Superior Court under the name <strong>Jane Roe<\/strong>, saying he hired her as a live-in nanny for his twin daughters the day after their mother <strong>Kim Porter <\/strong>died, then <strong>fired her in January 2021<\/strong> for being pregnant and unmarried. The defendants were <strong>Combs, Combs Enterprises, Tri Star Sports and Entertainment Group <\/strong>and <strong>200 South Mapleton Drive LLC, the entity behind the Holmby Hills mansion federal agents would raid in 2024.<\/strong> <\/p>\n\n\n\n<figure class=\"wp-block-image alignfull size-large\"><a href=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/Screenshot-2026-09-24-at-11-44-14-Thales-E97776199.pdf.png\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"426\" src=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/Screenshot-2026-09-24-at-11-44-14-Thales-E97776199.pdf-1024x426.png\" alt=\"\" class=\"wp-image-219093\" srcset=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/Screenshot-2026-09-24-at-11-44-14-Thales-E97776199.pdf-1024x426.png 1024w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/Screenshot-2026-09-24-at-11-44-14-Thales-E97776199.pdf-300x125.png 300w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/Screenshot-2026-09-24-at-11-44-14-Thales-E97776199.pdf-768x320.png 768w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/Screenshot-2026-09-24-at-11-44-14-Thales-E97776199.pdf-1536x639.png 1536w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/Screenshot-2026-09-24-at-11-44-14-Thales-E97776199.pdf-2048x852.png 2048w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><\/a><figcaption class=\"wp-element-caption\"><em>22STCV31383 Raven Wales-Walden vs Sean Combs, Tri Star, et al. <br>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.<\/em><\/figcaption><\/figure>\n\n\n\n<p class=\"wp-block-paragraph\">A filing from <strong>1\/3\/2024<\/strong> shows numerous email communications between<strong> Robin Greenhill, Lou Taylor, Diddy&#8217;s Chief of Staff Kristina Khorram<\/strong> (an unindicted co-conspirator in the criminal case), and others, that <strong>Combs sought to exclude<\/strong> in a <strong>Privilege Log, listed as Exhibit W<\/strong>.<\/p>\n\n\n\n<div data-wp-interactive=\"core\/file\" class=\"wp-block-file\"><object data-wp-bind--hidden=\"!state.hasPdfPreview\" hidden class=\"wp-block-file__embed\" data=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/E97776199_PLA-REPLY.pdf\" type=\"application\/pdf\" style=\"width:100%;height:520px\" aria-label=\"PDF embed\"><\/object><a href=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/E97776199_PLA-REPLY.pdf\" class=\"wp-block-file__button wp-element-button\" download>Download<\/a><\/div>\n\n\n\n<p class=\"wp-block-paragraph\"><br>Paragraph 6 of the inital complaint called the four listed defendants (Combs, Combs CE, Tri Star, 200 S. MAPLETON DR. LLC) <strong>&#8220;joint employers, integrated enterprises and alter egos of each other.&#8221;<\/strong> Paragraph 7 alleged <strong>Combs was &#8220;an owner, officer, director and\/or managing agent&#8221; of Tri Star itself.<\/strong> The YouTube channel <strong>That Surprise Witness<\/strong> <a href=\"https:\/\/www.youtube.com\/watch?v=qg3GhfImaak\" target=\"_blank\" rel=\"noreferrer noopener\">flagged the clause<\/a> in October 2024 after noticing that the state&#8217;s corporate filings list the <strong>Mapleton LLC<\/strong> at Taylor&#8217;s business address. A Combs spokesperson called the suit &#8220;a meritless shakedown,&#8221; 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<strong> has sworn, in court, that the firm managing Combs&#8217; money belongs to him.<\/strong><\/p>\n\n\n\n<div data-wp-interactive=\"core\/file\" class=\"wp-block-file\"><object data-wp-bind--hidden=\"!state.hasPdfPreview\" hidden class=\"wp-block-file__embed\" data=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/E89066207_COMPLAINT.pdf\" type=\"application\/pdf\" style=\"width:100%;height:600px\" aria-label=\"PDF embed\"><\/object><a href=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/E89066207_COMPLAINT.pdf\" class=\"wp-block-file__button wp-element-button\" download>Download<\/a><\/div>\n\n\n\n<p class=\"wp-block-paragraph\">Earlier filings in the <strong>Combs criminal case<\/strong>, showed that <strong>Tri Star Sports and Entertainment Group <\/strong>was involved in getting his home at <strong>2 Star Island<\/strong> <strong>Drive <\/strong>appraised, in connection with his denied bail attempt. We <a href=\"https:\/\/www.shockya.com\/news\/2026\/09\/17\/diddy-still-owns-the-star-island-mansion-his-lawyer-said-was-sold-and-it-could-sink-his-100-million-case\/\" target=\"_blank\" rel=\"noreferrer noopener nofollow\">recently covered<\/a> how <strong>Combs&#8217; $100 million defamation case<\/strong> could be in jeopardy, since <strong>his attorney Erica Wolff<\/strong> appeared to represent to Judge Cronan that Combs is not a Florida resident.<\/p>\n\n\n<div class=\"wp-block-image\">\n<figure class=\"aligncenter size-large\"><a href=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/tri-star-diddy.webp\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"1024\" src=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/tri-star-diddy-1024x1024.webp\" alt=\"\" class=\"wp-image-219097\" srcset=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/tri-star-diddy-1024x1024.webp 1024w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/tri-star-diddy-300x300.webp 300w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/tri-star-diddy-150x150.webp 150w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/tri-star-diddy-768x768.webp 768w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/tri-star-diddy.webp 1179w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><\/a><figcaption class=\"wp-element-caption\"><em>USA vs Sean Combs, 24-CR-542<\/em><\/figcaption><\/figure>\n<\/div>\n\n\n<h2 class=\"wp-block-heading\"><br><strong>The Britney Spears Back Story<\/strong><\/h2>\n\n\n\n<p class=\"wp-block-paragraph\">A week before she was committed in 2008, Britney Spears says, her business managers invited her to lunch. <strong>Tri Star Sports and Entertainment Group<\/strong> had hung a large black-and-white portrait of her in its hallway, and <strong>Lou Taylor and Robin Greenhill <\/strong>made sure she saw it. &#8220;They said, &#8216;Britney, look at your picture on the wall!'&#8221; she&nbsp;<a href=\"https:\/\/www.hola.com\/us\/celebrities\/20220224309968\/britney-spears\/\" target=\"_blank\" rel=\"noreferrer noopener\">wrote on Instagram<\/a>&nbsp;on Feb. 23, 2022. <strong>&#8220;Those same bitches killed me a week later.&#8221;<\/strong><\/p>\n\n\n\n<p class=\"wp-block-paragraph\"><strong>&#8220;I think they were trying to kill me,&#8221;<\/strong> she went on. <strong>&#8220;I still to this very day believe that&#8217;s EXACTLY what they were trying to do.&#8221; <\/strong>Her father, she said, &#8220;worshipped those <a href=\"https:\/\/x.com\/BritneyGoc\/status\/1445882055544422402\" target=\"_blank\" rel=\"noreferrer noopener nofollow\">two women<\/a> and would have done anything they asked of him.&#8221; Then the threat: &#8220;I will sue the s\u2014t out of <strong>Tri Star<\/strong>!!!! Psss they got away with all of it and I&#8217;m here to warn them every day of my precious life!!!!&#8221; And the line that stuck: <strong>&#8220;I remember all of it!!!!&#8221;<\/strong><\/p>\n\n\n\n<p class=\"wp-block-paragraph\">The post was gone by that evening. <strong>Tri Star&#8217;s lawyer, Charles Harder, <\/strong>called the claims &#8220;entirely false, as well as highly offensive, damaging and unacceptable.&#8221; Spears never filed the suit. <strong>But the question she raised, what two business managers were doing at the center of a 13-year conservatorship, was never answered<\/strong>, and the same two names now sit on the paperwork of another client,<strong> Sean &#8220;Diddy&#8221; Combs<\/strong>.<\/p>\n\n\n<div class=\"wp-block-image\">\n<figure class=\"aligncenter size-large\"><a href=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/lou-taylor_diddy_beiber2.jpg\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"592\" src=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/lou-taylor_diddy_beiber2-1024x592.jpg\" alt=\"A sign reads, &quot;It&apos;s Been Lou Taylor All Along.&quot; Inset, Sean &apos;Diddy&apos; Combs.\" class=\"wp-image-208435\" srcset=\"https:\/\/www.shockya.com\/news\/wp-content\/uploads\/lou-taylor_diddy_beiber2-1024x592.jpg 1024w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/lou-taylor_diddy_beiber2-300x173.jpg 300w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/lou-taylor_diddy_beiber2-768x444.jpg 768w, https:\/\/www.shockya.com\/news\/wp-content\/uploads\/lou-taylor_diddy_beiber2.jpg 1374w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><\/a><figcaption class=\"wp-element-caption\"><em>A sign held by an activist for Britney Spears reads, &#8220;It&#8217;s Been Lou Taylor All Along.&#8221; Inset, Sean &#8216;Diddy&#8217; Combs.<\/em><\/figcaption><\/figure>\n<\/div>\n\n\n<h2 class=\"wp-block-heading\"><strong>$18 Million and a Conservatorship<\/strong><\/h2>\n\n\n\n<p class=\"wp-block-paragraph\"><strong>Taylor <\/strong>founded <strong>Tri Star<\/strong> and ran it. <strong>Greenhill <\/strong>was its director on the Spears account. By the estimate of Spears&#8217; lawyer, <strong>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.<\/strong> When Spears stopped working in 2019, Tri Star asked for a <strong>$500,000 annual minimum regardless<\/strong>. Jamie Spears agreed without negotiating.<strong> Court filings also showed she had overpaid the firm by more than $300,000 that year.<\/strong><\/p>\n\n\n\n<p class=\"wp-block-paragraph\"><strong>Tri Star<\/strong> has insisted it did not create the conservatorship, which it says &#8220;was set up on the recommendation of legal counsel.&#8221; Rosengart answered in a July 2022 filing with <strong>Tri Star&#8217;s own emails<\/strong>, including one dated <strong>Jan. 1, 2008<\/strong>, a month before the conservatorship began, discussing which judge should hear it. <strong>The emails, he wrote, &#8220;demonstrate that Tri Star&#8217;s Lou Taylor played a substantial role in Ms. Spears&#8217;s affairs prior to and in the early days of the conservatorship.&#8221; Taylor quit the account in October 2020. The conservatorship ended 13 months later.<\/strong><\/p>\n\n\n\n<h2 class=\"wp-block-heading\"><strong>Black Box Employee: &#8220;The Idea for Monitoring the Singer Came From Greenhill&#8221;<\/strong><\/h2>\n\n\n\n<p class=\"wp-block-paragraph\"><strong>Alex Vlasov<\/strong>, a former employee of <strong>Black Box Security<\/strong>, told The New York Times for its 2021 documentary <strong>&#8220;Controlling Britney Spears&#8221;<\/strong> that <strong>the idea for monitoring the singer came from Greenhill<\/strong>. &#8220;Why don&#8217;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?&#8221; he recalled her suggesting. Texts, FaceTime calls, notes and photos went, encrypted, to Greenhill and Jamie Spears. Vlasov said Black Box&#8217;s chief, <strong>Edan Yemini<\/strong>, also placed an audio recorder in her bedroom that captured about 180 hours, including conversations with her children and her lawyer.<\/p>\n\n\n\n<p class=\"wp-block-paragraph\"><strong>Greenhill swore <\/strong>in a Nov. 4, 2021, declaration that <strong>&#8220;no one at Tri Star has ever suggested monitoring Ms. Spears&#8217; electronic communications&#8221; and that no one there knew of a device in the bedroom. <\/strong>Eight months later <strong>Rosengart filed Black Box documents containing screenshots of Spears&#8217; text messages that Yemini had emailed to Jamie Spears and Greenhill between 2016 and 2019.<\/strong> Greenhill asked Judge Brenda Penny to delay the hearing on whether she had to sit for a deposition. Penny refused, finding no &#8220;irreparable harm,&#8221;&nbsp;<a href=\"https:\/\/www.rollingstone.com\/music\/music-news\/britney-spears-spying-court-case-tri-star-robin-greenhill-1387040\/\" target=\"_blank\" rel=\"noreferrer noopener nofollow\">Rolling Stone reported<\/a>. Rosengart&#8217;s verdict on the firm&#8217;s stonewalling: <strong>&#8220;Tri Star has much to hide.&#8221;<\/strong><\/p>\n\n\n\n<blockquote class=\"wp-block-quote is-layout-flow wp-block-quote-is-layout-flow\">\n<p class=\"wp-block-paragraph\"><strong>&#8220;Tri Star has much to hide.&#8221;<\/strong><\/p>\n<\/blockquote>\n\n\n\n<p class=\"wp-block-paragraph\">In her <strong>2023 memoir Spears called Greenhill Taylor&#8217;s &#8220;weird-ass lackey&#8221;<\/strong> and filed both women, with her father, under <strong>&#8220;bullies.&#8221; <\/strong>A court investigator&#8217;s report had already recorded that <strong>Greenhill controlled her credit card and dispensed her medication.<\/strong><\/p>\n\n\n\n<hr class=\"wp-block-separator has-alpha-channel-opacity\" \/>\n\n\n\n<p class=\"wp-block-paragraph\"><em>Sources: \u00a1Hola! (Feb. 24, 2022); TMZ and Complex (Feb. 23, 2022); Rolling Stone (July 23, 2022); The Hollywood Reporter (July 4, 2022); The New York Times, &#8220;Controlling Britney Spears&#8221; (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.); &#8220;The Woman in Me&#8221; (2023); YouTube reporting by That Surprise Witness and BJ Investigates; Paul Smith&#8217;s reporting at Shockya.<\/em> <em>This is an opinion article.<\/em><\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Related coverage<\/h3>\n\n\n\n<ul class=\"wp-block-list\">\n<li><a href=\"https:\/\/www.shockya.com\/news\/2026\/09\/16\/deadbeat-diddy-his-attorneys-seek-withdrawal-in-100-million-defamation-case-over-non-payment-non-communication\/\" target=\"_blank\" rel=\"noreferrer noopener\">Deadbeat Diddy: his attorneys seek withdrawal in $100 million defamation case<\/a><\/li>\n\n\n\n<li><a href=\"https:\/\/www.shockya.com\/news\/2026\/09\/17\/diddy-still-owns-the-star-island-mansion-his-lawyer-said-was-sold-and-it-could-sink-his-100-million-case\/\" target=\"_blank\" rel=\"noreferrer noopener\">Diddy still owns the Star Island mansion his lawyer said was sold<\/a><\/li>\n\n\n\n<li><a href=\"https:\/\/www.shockya.com\/news\/2025\/05\/16\/tmz-runs-defense-for-sean-diddy-combs-again-claims-justin-bieber-not-abused\/\" target=\"_blank\" rel=\"noreferrer noopener\">TMZ runs defense for Diddy again, claims Justin Bieber not abused<\/a><\/li>\n\n\n\n<li><a href=\"https:\/\/www.youtube.com\/watch?v=gxS80y3RbtA\" target=\"_blank\" rel=\"noreferrer noopener\">That Surprise Witness: Diddy sued with business managers Robin Greenhill and Tri Star<\/a><\/li>\n\n\n\n<li><a href=\"https:\/\/www.youtube.com\/watch?v=W6kyzybvU48\" target=\"_blank\" rel=\"noreferrer noopener\">BJ Investigates: Diddy and Britney business manager Lou Taylor<\/a><\/li>\n<\/ul>\n\n\n\n<p class=\"wp-block-paragraph\"><\/p>\n","protected":false},"excerpt":{"rendered":"<p>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&#8217;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 [&hellip;]<\/p>\n","protected":false},"author":77,"featured_media":219096,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"inline_featured_image":false,"apple_news_api_created_at":"2026-09-24T19:58:03Z","apple_news_api_id":"8e77b65a-4adb-42b1-b112-5407961104ab","apple_news_api_modified_at":"2026-09-24T20:34:30Z","apple_news_api_revision":"AAAAAAAAAAAAAAAAAAAAGg==","apple_news_api_share_url":"https:\/\/apple.news\/Ajne2WkrbQrGxElQHlhEEqw","apple_news_cover_media_provider":"image","apple_news_coverimage":0,"apple_news_coverimage_caption":"","apple_news_cover_video_id":0,"apple_news_cover_video_url":"","apple_news_cover_embedwebvideo_url":"","apple_news_is_hidden":"","apple_news_is_paid":"","apple_news_is_preview":"","apple_news_is_sponsored":"","apple_news_maturity_rating":"","apple_news_metadata":"\"\"","apple_news_pullquote":"","apple_news_pullquote_position":"","apple_news_slug":"","apple_news_sections":[],"apple_news_suppress_video_url":false,"apple_news_use_image_component":false,"_jetpack_newsletter_access":"","_jetpack_dont_email_post_to_subs":false,"_jetpack_newsletter_tier_id":0,"_jetpack_memberships_contains_paywalled_content":false,"_jetpack_feature_clip_id":0,"_jetpack_memberships_contains_paid_content":false,"footnotes":"","jetpack_publicize_message":"","jetpack_publicize_feature_enabled":true,"jetpack_social_post_already_shared":true,"jetpack_social_options":{"image_generator_settings":{"template":"highway","default_image_id":0,"font":"","enabled":false},"version":2},"jetpack_post_was_ever_published":false},"categories":[10363,1],"tags":[50344,63556,50881,63719,12370],"class_list":["post-219092","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-celeb-gossip","category-news-release","tag-diddy","tag-erica-wolff","tag-lou-taylor","tag-robin-greenhill","tag-sean-combs"],"apple_news_notices":[],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v27.8 - https:\/\/yoast.com\/product\/yoast-seo-wordpress\/ -->\n<title>Diddy Money Trail: Lou Taylor, and Robin Greenhill Ran Britney&#039;s Conservatorship. 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