VP of Engineering

Oddball believes that the best products are built when companies understand and value the things they are working on. We value learning and growth and the ability to make a big impact at a small company. We believe that we can make big changes happen and improve the daily lives of millions of people by bringing quality software to the federal space. We're looking for a VP of Engineering to lead and scale Oddball's engineering practice across our federal digital modernization portfolio — someone who brings proven practices from commercial and product-focused organizations and knows how to adapt them to the realities of federal delivery. What you'll be doing: • Set and drive technical standards, best practices, and engineering consistency across 100+ engineers spanning multiple federal programs — including how teams adopt and build with agentic AI tools • Own engineering talent decisions — identifying and promoting top performers, developing those with growth potential, and maintaining a high bar across the organization • Partner with Program Managers, Tech Leads and VPs to ensure programs are delivering high-quality, technically sound solutions • Roll up your sleeves when it matters — dig into architecture, solve a hard technical problem, or prototype an idea to move it forward • Build and own the engineering career ladder — defining skill levels, growth paths, mentorship structures, certifications, continuing education and promotion criteria • Coach and support Tech Leads in both technical and managerial dimensions • Drive technical strategy across the portfolio, identifying opportunities to improve performance, tooling, and delivery • Stay current on emerging technology including AI/ML, cloud platform engineering, and developer productivity — and turn it into practical advantages for our clients • Contribute to growth and capture efforts — solutioning, proposal reviews, and technical viability assessments • Provide thought leadership internally and externally, representing Oddball's engineering capabilities to clients and at industry events What you’ll bring: • Deep experience leading engineering organizations with meaningful time in a federal contracting environment • Commercial, product, or industry experience outside government is strongly preferred — and a clear sense of how to bring those lessons into federal delivery • Hands-on technical credibility — you spend most of your time guiding and enabling, but you can still go deep when the situation calls for it • Track record of building technical culture, career development programs, and high-performing engineering teams • Strong understanding of Agile delivery, DevSecOps, and cloud modernization in federal contexts • A collaborative leadership style — you build alignment and empower teams rather than dictate a single way of working • Experience building partnerships and driving technical change with government clients • Exceptional communication skills — you can translate complex technical concepts for both engineers and non-technical stakeholders Requirements: • Applicants must be authorized to work in the United States. In alignment with federal contract requirements, certain roles may also require U.S. citizenship and the ability to obtain and maintain a federal background investigation and a security clearance. Education: • Bachelor’s degree Benefits: • Fully remote • Annual stipend • Comprehensive Benefits Package • Company Match 401(k) plan • Flexible PTO, Paid Holidays Equal Opportunity Employer/Protected Veterans/Individuals with Disabilities: Oddball is an Equal Opportunity Employer and does not discriminate against applicants based on race, religion, color, disability, medical condition, legally protected genetic information, nationa