Jobs at Oddball
Oddball is a Chicago‑based AI startup that builds conversational agents for enterprise customers. Its flagship product, DialogFlow X, powers real‑time customer support and sales automation, earning the company a top spot in the Gartner Hype Cycle for AI.
Oddball hires across engineering, product, and design. Software engineers work on distributed microservices written in Go and Python. Product managers shape AI strategy, while UX designers create intuitive interfaces for non‑technical users. Candidates can expect rapid iteration cycles, quarterly hackathons, and a culture that rewards bold experimentation.
Job Transparency provides Oddball listings with full salary ranges and employee sentiment scores. By comparing salary benchmarks to peer companies and reading candid reviews, applicants can negotiate confidently and choose roles that match their career goals.
Senior Java Engineer
Company: Oddball
Location: United States
Posted Aug 25, 2025
You will collaborate closely with product owners, scrum teams, and VA stakeholders to design scalable solutions using Java, Spring Boot, AWS, and Liferay.
QA Accessibility Engineer
Company: Oddball
Location: USA
Posted Jan 20, 2025
Oddball is seeking a QA Accessibility Engineer to work on a significant federal program, aiming to enhance the lives of millions of Americans. The role involves collaborating with engineering leadership and government partners to ensure successful implementation and delivery of the initiative. The candidate should have experience in delivering test scripts, test cases, and test plans using tools like Selenium, Cucumber, and Postman. They must also have 3+ years of experience with 508 Compliance and a thorough understanding of Section 508 of the ADA and WCAG accessibility standards. The position offers full remote work, a yearly stipend, comprehensive benefits, and competitive compensation.
DevSecOps Engineer
Company: Oddball
Location: USA
Posted Dec 21, 2024
Oddball is seeking a DevSecOps Engineer to work on a pivotal Federal program that positively impacts millions of Americans daily. The ideal candidate should have experience with AWS CloudWatch Logs, AWS S3, and Agile software development. They must be a US citizen, able to work domestically, and attain a low-level security clearance. Oddball is an Equal Opportunity Employer and offers competitive compensation.
Rails Engineer
Company: Oddball
Location: USA
Posted Jan 20, 2025
Oddball is seeking a Rails Engineer to work on a significant Federal program, aiming to enhance the lives of millions of Americans. The role involves collaborating with other engineers, developing and scaling applications, and contributing to high-level architecture decisions. The ideal candidate should have 4+ years of experience with Rails, JavaScript, React, Web Services, REST, JSON, AWS, Jira, Confluence, GoLang, and GitHub. They must also be a US Citizen, able to attain low-level security clearance, and possess a consultant mindset. Oddball offers a fully remote position with comprehensive benefits, a tech and education stipend, and competitive compensation.
Senior DevOps Engineer
Company: Oddball
Location: USA
Posted Jan 20, 2025
Oddball is seeking a Senior DevOps Engineer to join a pivotal Federal program, aiming to improve the daily lives of millions of Americans through quality software. The role involves working with a multidisciplinary team, creating and documenting CI/CD jobs, and developing infrastructure with Terraform. The ideal candidate should have experience with AWS environments, Docker, and Agile software development teams. Oddball offers competitive compensation, comprehensive benefits, and a fully remote work environment.
Engineering Lead Manager
Company: Oddball
Location: Remote
Posted Dec 21, 2024
Oddball is seeking a seasoned Engineering Lead Manager to lead and manage a team of talented engineers and engineering managers. The role involves overseeing planning and execution while defining and guiding the technical direction for a pivotal Federal program that positively impacts the daily lives of millions of Americans. The candidate should have 5+ years of experience overseeing multilevel cross-functional teams, 3+ years of experience managing other engineering managers, and a proven track record of architecting and delivering enterprise-level reliable and scalable solutions.
Technical Lead
Company: Oddball
Location: USA
Posted Jan 20, 2025
Oddball is hiring a Technical Lead for a pivotal Federal program, aiming to improve the daily lives of millions of Americans through quality software. The role involves leading a multidisciplinary team, driving high-quality product delivery, and managing multiple ongoing engagements. The ideal candidate should have 5+ years of experience in React and Rails, 3+ years leading teams, strong Python skills, and excellent communication abilities. The company offers a fully remote position, comprehensive benefits, and a competitive salary range of $110,000 - $160,000.
Engineering Lead Manager
Company: Oddball
Location: USA
Posted Dec 22, 2024
Oddball is seeking a seasoned Engineering Lead Manager to lead and manage a team of talented engineers and engineering managers in a pivotal Federal program that positively impacts the daily lives of millions of Americans. The role involves defining and guiding the technical direction, balancing strategic planning with hands-on technical guidance, and fostering a culture of collaboration, accountability, and continuous improvement within an Agile environment.
Digital Solutions Architect
Company: Oddball
Location: United States
Posted May 28, 2025
7+ years of experience in IT or software engineering, with at least 3 years in a solutions architect or technical lead role supporting federal proposals.
DevSecOps Engineer
Company: Oddball
Location: Remote
Posted Dec 19, 2024
Oddball is seeking a DevSecOps Engineer to work on a pivotal Federal program that positively impacts millions of Americans daily. The ideal candidate should have experience with AWS CloudWatch Logs, AWS S3, and Agile software development. They should also have a team player attitude, be a US citizen, and able to attain a low-level security clearance. Oddball is an Equal Opportunity Employer and offers fully remote work, annual stipend, comprehensive benefits, and flexible PTO.
AI/Machine Learning Engineer
Company: Oddball
Location: USA
Posted Jan 23, 2025
Oddball is seeking a Machine Learning Engineer with extensive experience in software and ML engineering, leading cross-functional teams, and expertise in NLP and transformer models. The role involves developing and deploying advanced ML models, collaborating with cross-functional teams, and driving innovation in federal programs. The ideal candidate should have proficiency in Python, ML libraries, and experience in the full ML pipeline. Familiarity with federal AI governance frameworks and compliance standards is a plus. The company offers a fully remote position, comprehensive benefits, and a competitive salary range of $140,000 - $170,000.
Fullstack Engineer
Company: Oddball
Location: USA
Posted Jan 20, 2025
Oddball is seeking a Full Stack Engineer with 3+ years of React and Rails experience to join a pivotal Federal program. The role involves developing end-to-end testing solutions, API endpoints, and services. The company values learning, growth, and making a significant impact. They offer a competitive salary, comprehensive benefits, and a fully remote work environment. The ideal candidate should have experience with Rspec or Minitest, Mocha, and Cypress, and be able to work in an Agile/Scrum environment.