227 mentions across sealed FBI files. $4,500 in checks from a Virgin Islands shell company. Deliveries to the 43rd floor of Apollo Global Management — Leon Black's $500 billion private equity firm. Leo Loking appears more times in the Epstein DOJ document archive than many names that have already made headlines, yet he has never been publicly interviewed by investigators.
A Deutsche Bank Trust check dated May 11, 2015, shows NES, LLC paying Leo Loking $4,500. NES, LLC was registered at 6100 Red Hook Quarter, St. Thomas, 00802 — the same US Virgin Islands address used by multiple Epstein-controlled entities.
"PAY TO THE ORDER OF Leo Lokin $4,500.00"
The check was drawn on Deutsche Bank Trust Company Americas in New York (vol00010-efta01293890-pdf(doc:vol00010-efta01293890-pdf)). The same batch of NES, LLC checks in this document includes payments to the New York State Insurance Fund for workers' compensation ($2,411.13) and Attack Exterminating Company ($408.88) — routine operating expenses for maintaining Epstein's properties.
The workers' compensation payment is significant: it indicates NES, LLC carried employee insurance, and Loking's payment appearing alongside it suggests he was on the payroll rather than a one-time contractor. The archive contains 20 financial documents referencing Loking, spanning from October 2014 through June 2015.
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On February 14, 2017, Lesley Groff — Epstein's longtime executive assistant — emailed the Apple Store on the Upper East Side to order a MacBook Air under something called the "HBRK account."
"our man Leo Loking will come pick up the computer...he has a copy of the receipt in his email"
The order was placed through the Apple Upper East Side Business Team under a corporate account designated "HBRK" (vol00010-efta02207017-pdf(doc:vol00010-efta02207017-pdf)). The exchange shows Groff selecting a MacBook Air 13" with 256GB storage and AppleCare, then dispatching Loking to collect it after lunch.
A parallel email chain from the same day shows the pickup being coordinated with Loking directly. When asked about retrieving the computer from the Apple Store at 74th and Madison under the "HBRK account," Loking responded from his iPhone:
"Sure"
The email instructs him to "mention this is under the HBRK account" (vol00010-efta02207174-pdf(doc:vol00010-efta02207174-pdf)). HBRK does not appear to be a publicly registered company. Its use as a corporate account at Apple suggests it was an operational entity within the Epstein network — one of many shell-like structures used for routine purchases.
On July 26, 2016, an email from Melanie Spinella — an employee at Apollo Global Management, Leon Black's private equity firm — discusses a delivery from Jeffrey Epstein.
"It will be Leo Loking that will come up..does he just go to the front desk and say he is here to see you, show his ID and go up to 43rd"
The email describes Epstein sending "his driver over with a delivery" and two men being dispatched — "one to drive and one to run up" (vol00010-efta02047383-pdf(doc:vol00010-efta02047383-pdf)). Spinella was coordinating the delivery logistics, registering Loking for building access to the 43rd floor.
Leon Black later acknowledged paying Epstein $158 million in advisory fees. The nature of deliveries between Epstein's staff and Apollo's offices has not been publicly explained. Documents show Loking was the physical link between these two operations.
An April 2017 email chain reveals Loking working alongside Merwin Dela Cruz — another known Epstein household employee — at Epstein's Manhattan townhouse at 9 East 71st Street.
"Leo, by any chance did you receive these 2 remotes I purchased from Ebay for JE?"
The email references two Philips Pronto Pro universal remotes purchased for $115 and delivered to "9 E 71st St, New York, 10021" (vol00010-efta02210814-pdf(doc:vol00010-efta02210814-pdf)). Both Loking and Dela Cruz were asked about receiving the package, suggesting overlapping responsibilities for household operations and deliveries.
The email refers to the buyer as purchasing items "for JE" — Jeffrey Epstein — confirming Loking was embedded in the day-to-day operations of the residence where federal investigators would later find safes containing cash, diamonds, and CDs labeled with names of young women.
An August 29, 2017 email from Bebe Avdiu — legal assistant at Darren K. Indyke, PLLC — is CC'd directly to Leo Loking.
"I put in Darren's brief case an envelope for Leo/Merwin. I will remind him to give it to Leo/Merwin when he gets there."
Darren K. Indyke served as Epstein's personal attorney and was later named co-executor of Epstein's estate (vol00011-efta02221760-pdf(doc:vol00011-efta02221760-pdf)). The email, sent from the firm's 575 Lexington Avenue offices, shows Loking receiving communications and physical deliveries from Epstein's legal counsel — not just the household staff.
The reference to "Leo/Merwin" as a pair reinforces that Loking and Dela Cruz functioned as a two-person operational team, handling both legal and domestic logistics.
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The documents establish Leo Loking as a trusted member of Epstein's operational staff — paid through offshore shell companies, deployed to corporate offices, and connected to Epstein's attorney. But key questions remain:
The 227 mentions in the DOJ archive place Leo Loking among the more frequently referenced individuals in the Epstein document release. The records show not a peripheral figure, but someone trusted with financial transactions, legal communications, and physical access to the spaces where Epstein's operations were conducted.
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