Anna Winston

Anna Winston serves as a Contracting Specialist responsible for managing the full lifecycle of federal acquisitions, from requirement validation through contract award and administration. She plays a critical role in ensuring compliance with the Federal Acquisition Regulation (FAR) and advancing agency mission objectives through strategic sourcing. Her portfolio primarily encompasses service-based and technical procurement actions, with a focus on electrical installation, information technology services, and specialized maintenance and repair operations. Anna works closely with program managers and technical evaluators to define clear, achievable requirements and selects appropriate contracting methods to ensure competition, affordability, and performance accountability. Anna cultivates collaborative relationships with a diverse range of vendors, including both large prime contractors and small businesses capable of delivering specialized technical services. While no single contractor dominates her award history, she consistently engages firms with proven expertise in electrical systems integration, IT infrastructure support, and facility maintenance. Her contracting approach emphasizes open competition and vendor capability alignment, fostering a transparent and equitable procurement environment that encourages new market entrants and repeat performers alike. Anna demonstrates a strong commitment to small business participation, with approximately one-third of her awards structured as Total Small Business Set-Asides under FAR 19.5. She prioritizes socioeconomic programs that expand opportunities for small businesses without favoring specific categories like 8(a), HUBZone, or SDVOSB, instead focusing on broad-based small business eligibility. Her contracting patterns reflect a balanced approach to socioeconomic goals and mission needs, ensuring that small business participation enhances competition and innovation without compromising technical outcomes. Her primary NAICS focus areas include 238210 for electrical wiring and installation services, 811219 for other personal and household goods repair, and 511210 for software publishers. This combination reveals a technical specialization in facility infrastructure, digital content delivery, and maintenance support services—domains requiring precise compliance with safety, security, and performance standards. Anna’s expertise lies in navigating the intersection of technical complexity and regulatory rigor to deliver mission-critical solutions through efficient, compliant contracting.