VP of Engineering (Oddball Labs)
Oddball
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Preparing for this interview
Interviews for engineering roles keep coming back to Python, AWS, Observability, System design. Practise those questions before you sit with Oddball.
Questions you are likely to be asked
- Why do you want to join Oddball?
- What is your experience with AWS? Tell me one thing you learned the hard way.
- Tell me about a hard bug you tracked down. How did you find the cause?
- How do you decide what to test, and what does good code review look like to you?
- Describe a time a deadline forced a trade-off in quality. What did you choose and why?
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Practise the VP of Engineering (Oddball Labs) at Oddball interview free →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.
What you'll be doing:
We are seeking a VP of Engineering to join our Oddball labs team to lead our technical vision, manage a small team of engineers, set architecture standards, work hand in hand with product managers, and ensure Oddball delivers scalable, reliable, and future-proof products and tools. This is a senior technical leadership position for someone who picks the best tool for the job, works well with others and can be hands-on when needed.
This is a highly visible, hands-on role where you’ll define Oddball lab’s technical vision, support growth and sales efforts, implement ideas through agile experimentation and delivery cycles.
What you’ll bring:
- 7+ years of experience in software engineering / systems architecture / technical leadership roles.
- Deep understanding of architecture concerns: performance, scalability, security, reliability, observability.
- Experience across multiple technologies (polyglot): cloud platforms (e.g., AWS / Azure / GCP), containerization, microservices, distributed systems.
- Experience with infrastructure as code, CI/CD, and deployment pipelines.
- Experience in deploying application to production environments
- Excellent communication skills and able to explain architectural trade-offs to engineers, product stakeholders and leadership.
- Business alignment mindset: able to translate strategic objectives into actionable technical roadmaps.
- Experience leading and managing engineers and helping raise technical maturity.
- Performs other related duties as assigned
Bonus if you have:
- Prior experience designing and securing federal systems (FedRAMP, ATO, zero-trust).
- Certifications or background in architecture frameworks (TOGAF, etc.).
- Experience designing systems that incorporate both AI/ML and non-ML components.
- Direct experience delivering AI/ML systems in production at scale with focus on trust and explainability
- Prior experience in startups or fast-moving environments where you build and iterate quickly.
- Prior experience working with Government, either contractor or federal.
Location: Hybrid. Candidates must be located in the DMV area (DC, Maryland, Virginia) and able to work in the Rosslyn, VA office 3 days a week.
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/or a security clearance.
Benefits:
- 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, 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 hr@oddball.io
The contractor will not discharge or in any other manner discriminate against employees or applicants because they have inquired about, discussed, or disclosed their own pay or the pay of another employee or applicant. However, employees who have access to the compensation information of other employees or applicants as a part of their essential job functions cannot disclose the pay of other employees or applicants to individuals who do not otherwise have access to compensation information, unless the disclosure is (a) in response to a formal complaint or charge, (b) in furtherance of an investigation, proceeding, hearing, or action, including an investigation conducted by the employer, or (c) consistent with the contractor’s legal duty to furnish information. 41 CFR 60-1.35(c)
At Oddball, we may use AI-assisted tools as part of our recruitment process to help review applications, verify applicant information, and identify potentially fraudulent submissions. These tools support our recruiting team in maintaining a fair and secure hiring process. AI-generated findings are reviewed by our recruiting team and are not used as the sole basis for hiring decisions.
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: $170,000 – $250,000
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Listed on greenhouse · posted 2026-09-25. ApplySarthi collects openings and links to application pages; the role is advertised by Oddball, not by us.