Randall B. Pickwell

Randall Y. Pickwell serves as a Contract Specialist within the Social Security Administration’s Office of Acquisition and Grants, where he plays a pivotal role in executing procurements that support the agency’s mission to sustain secure, modernized operational infrastructure. He manages the full lifecycle of acquisition actions, primarily focused on IT modernization, systems integration, cybersecurity, and administrative support services. His work ensures that critical systems underpinning benefit delivery remain reliable and compliant with federal standards, aligning procurement strategy with the SSA’s priority to enhance public trust through technological resilience and operational efficiency. Pickwell maintains established working relationships with key contractors including CA, Inc. and COLORID, LLC, with whom he collaborates on complex, performance-based contracts for software development, facilities management, and IT infrastructure support. His procurement approach emphasizes vendor accountability, risk mitigation, and outcomes-driven deliverables, fostering long-term partnerships grounded in compliance and technical proficiency. He routinely engages with vendors capable of delivering integrated solutions across legacy and cloud-based environments, ensuring seamless interoperability and system continuity. His contracting patterns reflect a strong preference for open competition, with 91.7% of awards issued without set-asides, indicating a focus on capability over socioeconomic categorization. Nevertheless, he consistently supports small business participation through Total Small Business Set-Asides (5.6%) and Service-Disabled Veteran-Owned Small Business Set-Asides (2.8%), demonstrating balanced adherence to federal socioeconomic goals without compromising mission-critical requirements. Pickwell’s primary NAICS focus areas include 541519 (Other Computer Related Services), 541513 (Computer Facilities Management Services), 561110 (Office Administrative Services), and 561210 (Facilities Support Services), reflecting deep expertise in procuring IT operations, data center management, and administrative support solutions. His domain knowledge centers on enterprise systems, cybersecurity compliance, and service delivery models that sustain large-scale federal operations.