Sr.Technical Program Manager-AI Assisted Modernization

We are seeking a highly experienced, mission-driven Technical Program Manager to lead a large-scale federal AI-assisted software development and IT/cloud modernization program. This role requires strong technical acumen combined with executive-level program leadership. The Program Manager is accountable for full lifecycle delivery, including technical execution, Agile/DevSecOps transformation, cloud modernization strategy, financial performance (P&L), stakeholder engagement, and contract compliance. The ideal candidate has deep experience modernizing legacy systems, implementing cloud-native architectures, driving AI-assisted DevSecOps adoption, and overseeing complex multi-team engineering efforts across hybrid and cloud environments.

Key Responsibilities:

Program Leadership & Strategic Delivery

• Serve as the senior leader for a multi-year modernization program, overseeing strategy, planning, execution, and delivery.
• Align program technical and business goals with mission needs, federal acquisition regulations (FAR), and agency governance standards.
• Lead integrated teams across AI-assisted software development, cybersecurity, cloud engineering, infrastructure, and operations.
• Establish program-wide technical roadmaps that support application modernization, legacy system transformation, and cloud migration objectives.

Financial & Contractual Management

• Oversee budget planning, forecasting, T&M/FFP/CPFF contract structures, and financial accountability.
• Ensure accurate and timely CPARS, SLA reporting, and delivery of all contractual artifacts.
• Oversee multiple task orders, contract mods, labor mix planning, and CLIN management across a complex portfolio.

Technical Oversight & Modernization Execution

• Provide technical leadership across Agile, DevSecOps, Azure, and enterprise modernization initiatives.
• Direct modernization of legacy systems into scalable architectures
• Oversee implementation of CI/CD pipelines, automated testing, IaC (Infrastructure as Code), and secure development practices.
• Lead cloud modernization leveraging Microsoft Azure services including IL2, IL4, IL5, IL6 environments and relevant governance frameworks.
• Ensure application and cloud environments comply with FedRAMP, NIST 800-53, CMMC, FISMA, Zero Trust, and the ATO process.
• Establish and enforce coding standards, DevSecOps engineering best practices, and quality benchmarks to ensure resilient, scalable, and maintainable systems.
• Integrate emerging technologies such as AI/ML, automation tooling, and advanced analytics to accelerate modernization outcomes.

Team Leadership & Talent Development

• Lead and mentor geographically distributed teams including engineers, architects, task leads, DevSecOps practitioners, and analysts.
• Promote a culture of continuous improvement, technical excellence, and AI-assisted Agile delivery.
• Support workforce evolution and change management during tech stack modernization and adoption of new tools/processes.

Client & Stakeholder Engagement

• Build trusted relationships with federal executives, COR/CO stakeholders, mission owners, and technical leadership.
• Lead technical exchange meetings, program reviews, and milestone briefings.
• Coordinate with cross-functional teams, vendors, and enterprise partners to ensure cohesive technical execution.

Required Qualifications:

Education:

• Bachelor’s degree in Computer Science, Engineering, Information Systems, Business, or related field; Master’s or MBA preferred.

Experience:

• 7–10+ years managing large federal IT modernization programs with strong technical oversight responsibilities.
• Demonstrated experience in AI-assisted Agile delivery, cloud modernization (Azure preferred), DevSecOps, and legacy system transformation.
• Proven success leading multi-disciplinary engineering teams and managing complex portfolios or task orders.
• Experience with cloud governance, cybersecurity compliance, and enterprise-scale modernization.

Skills:

• Understanding of cloud platforms (Azure IL2–IL6), containerization, CI/CD, automated testing, and modern software engineering practices.
• Strong understanding of federal cybersecurity frameworks: FedRAMP, NIST 800-53, CMMC, FISMA, ATO, Zero Trust.
• Ability to establish technical roadmaps, enforce coding standards, and ensure quality engineering practices.
• Superior communication and stakeholder management capabilities.
• Strategic thinking, risk mitigation, and leadership of complex modernization initiatives.
• #TechModernization

Clearance: Active Secret clearance.

OWN YOUR OPPORTUNITY
Explore a career in program management at GDIT and you’ll find endless opportunities to grow alongside colleagues who share your passion for the mission and delivering results.