Remote Chief Engineer for Federal Modernization & AI

Oddball; Oregon; Hybrid; USD 200,000 - 250,000; Full time

Benefits offered by this job

Fully remote

Annual stipend

Comprehensive Benefits Package

Company Match 401(k) plan

Flexible PTO

Job summary

Oddball is seeking a VP of Engineering to lead and scale its federal digital modernization practice. You will set standards across 100+ engineers, drive talent decisions, and partner with PMs and VPs to deliver high‑quality, technically sound solutions.

You will prototype tough problems, build the engineering career ladder, and mentor Tech Leads while steering technical strategy across the portfolio. You will stay current on AI/ML, cloud modernization, and DevSecOps to deliver practical

Qualifications

• Deep experience leading engineering organizations within federal contracting environments.
• Commercial/product or industry experience outside government and adapting lessons to federal delivery is preferred.
• Hands-on credibility; able to guide and deep-dive when needed.
• Proven track record building engineering culture, career development programs, and high-performing teams.
• Strong understanding of Agile, DevSecOps, and cloud modernization in federal contexts.

Responsibilities

• Set and drive technical standards, practices, and engineering consistency across 100+ engineers.
• Own engineering talent decisions and promote top performers.
• Partner with PMs, Tech Leads and VPs to ensure delivery of high-quality solutions.
• Prototype and solve critical technical problems to move initiatives forward.
• Develop and maintain the engineering career ladder, mentorship, and promotion criteria.
• Coach Tech Leads in technical and managerial dimensions.
• Shape technical strategy across the portfolio and improve performance/tools/delivery.
• Stay current on AI/ML, cloud platforms, and developer productivity for clients.
• Contribute to growth and capture efforts including solutioning and technical viability assessments.
• Represent Oddball's engineering capabilities to clients and at industry events.

Skills

Leadership

Hands-on tech

Agile delivery

DevSecOps

Cloud modernization

Federal contracts

Communication

Education

Bachelor's degree

Job description

Oddball is seeking a VP of Engineering to lead and scale its federal digital modernization practice. You will set standards across 100+ engineers, drive talent decisions, and partner with PMs and VPs to deliver high‑quality, technically sound solutions.

You will prototype tough problems, build the engineering career ladder, and mentor Tech Leads while steering technical strategy across the portfolio. You will stay current on AI/ML, cloud modernization, and DevSecOps to deliver practical