VP of Engineering

Oddball; United States; Remote; USD 200,000 - 250,000; Full time

Benefits offered by this job

Fully remote

Annual stipend

401(k) company match

Flexible PTO

Paid holidays

Job summary

Oddball is hiring a VP of Engineering to scale our federal digital modernization efforts. You will lead 100+ engineers across multiple programs, set standards, and drive talent decisions while partnering with PMs and executives.

You will remain hands-on with architecture when needed, mentor Tech Leads, and shape the technical strategy across the portfolio, including AI/ML and cloud modernization initiatives for federal clients.

Qualifications

• Experience leading engineering organizations in federal contracting.
• Proven ability to translate commercial/product lessons to federal delivery.
• Hands-on credibility with architecture and technical problem solving.
• Track record building engineering culture and career growth.

Responsibilities

• Set and drive technical standards and engineering consistency across 100+ engineers in federal programs.
• Own engineering talent decisions and maintain a high bar for performance.
• Partner with PMs, Tech Leads and VPs to ensure high-quality solutions.
• Prototype ideas and solve hard technical problems to move initiatives forward.
• Define and manage the engineering career ladder and mentorship structures.
• Coach Tech Leads on technical and managerial growth; drive portfolio strategy.
• Stay current on AI/ML, cloud platform engineering, and developer productivity.

Skills

Engineering leadership

Federal contracting experience

Agile/DevSecOps leadership

Cloud modernization

Tools

AI/ML familiarity

Cloud platforms

DevSecOps tooling

Job description

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:

• Fully remote
• Annual stipend
• 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, national origin, gender, sexual orientation, marital status, gender identity or expression, sex (including pregnancy, childbirth or related medical conditions), age, veteran status or other legally protected characteristics. Any applicant with a mental or physical disability who requires an accommodation during the application process should contact an Oddball HR representative to request such an accommodation by emailing [e-mail].

Compensation:

At Oddball, it’s important each employee is compensated competitively and fairly. In alignment with state legal requirements. A range for the included position is listed below. Be advised, actual offer details are determined by job category, job location, and candidate skill level.

United States Wage Range: $200,000 – $250,000