Oaklea Security Services LLC

Oaklea Security Services LLC, doing business as Oaklea Simpson Security, is a self-certified small disadvantaged business and veteran-owned limited liability company based in Westminster, Maryland, that performs advanced analytics, systems integration, software engineering, and test-and-evaluation technology support for the Department of the Air Force as both a prime contractor (28% of recent awards) and as a subcontractor to major defense primes (72% of recent awards). The vendor operates as a child entity under parent company Grvty, Inc.

Oaklea's prime portfolio centers on two large Other Transaction Agreements with the Air Force: a $9.99 million OTA awarded by the Secretary of the Air Force on June 18, 2026, for data flow optimization, advanced analytics, and contextual visualization to support operational readiness through August 2029, and a $9.94 million OTA awarded August 28, 2023, for Advanced Technical Support to the Air Force Research Laboratory with ultimate completion in October 2026. The vendor also holds a $999.95 million IDIQ (Test and Evaluation Technologies for Ranges, Armaments, and Spectrum II, or TETRAS II) awarded by Air Force Materiel Command on June 30, 2023, supporting the 96th Range Group through June 2028, and a $2 million GSA Federal Supply Schedule contract awarded June 30, 2022, under special item number 54151S for IT professional services nationwide, running through June 2027. A single $1,000 delivery order was issued against TETRAS II in July 2023 for test and evaluation support at Eglin Air Force Base. Oaklea's prime awards total $1.02 billion in combined potential value, though only $35.6 million has been obligated to date — approximately 3% of ceiling — reflecting the early-stage nature of the two large OTAs.

Customer concentration sits heavily with the Air Force. The top five customer organizations by award count account for 89% of awards. Department of the Air Force Materiel Command anchors 100% of the vendor's combined potential value through the TETRAS II IDIQ, while the Secretary of the Air Force accounts for the two large OTAs worth $19.9 million combined. Air Combat Command, Naval Supply Systems Command, and Naval Air Systems Command round out the active set with smaller award counts. The vendor serves seven distinct customer agencies total, with heavy dependence on Air Force platforms and test-and-evaluation missions.

Oaklea operates primarily as a subcontractor. Thirteen of eighteen recent awards (72%) are sub-awards, predominantly under CGI Federal on Global Data Integration support work for U.S. Strategic Command (J84 technical engineering and data science), with additional sub-work to Intuitive Research and Technology Corporation on Geoint Unified Naval Streaming System (GUNNS) 2.0 system engineering and advanced analytics, and to Booz Allen Hamilton on cyber operations support. The vendor leverages five named parent vehicles: an unnamed Indefinite Delivery Contract (SPRRA224D0014) with seven task orders, Alliant II with four task orders, TETRAS II with one task order, and two additional vehicles with single task orders each.

Service Contract Inventory reporting captures a limited view of Oaklea's federal services activity: five SCI records spanning FY2024–FY2025, all as named subcontractor, with 11.3 FTEs reported in FY2024 and 4.4 FTEs in FY2025. SCI does not include the two large OTAs or the TETRAS II IDIQ, which fall outside standard federal acquisition rules or are not yet heavily obligated. One award — the $9.94 million Advanced Technical Support OTA — reaches ultimate completion in October 2026 and faces recompete in the next twenty-four months; the $9.99 million data-flow optimization OTA does not.