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.
Data Engineer
Company: Oddball
Location: Remote
Posted Aug 11, 2023
Be advised, actual offer details are determined by job category, job location, and candidate skill level.United States Wage Range: $100,000 – $140,000 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 are hiring a Data Engineer to work on a pivotal Federal program that is making a positive impact on millions of Americans' daily lives.What you'll be doing:Migrating custom-built Python ETL and ELT pipelines into a modern orchestration framework with Argo Workflows and dbt.Improving observability, discoverability, governance, and implementing a common data integrity and data quality testing framework using tools such as dbt, OpenMetadata and Great Expectations.Constructing reliable and performant high-volume ETL or ELT pipelines for sensitive healthcare data.Contributing to and maintaining legacy ETL and ELT data pipelines.Proactively monitoring data pipelines for potential problems and debugging issues if they arise.Working with third party data owners to figure out ingestion strategies and cadence.Helping to model data at various stages of refinement, curation, and enrichment to best suit different downstream targets and marts.What you’ll bring:5+ years of proven data and performance engineering experience.Expert in SQL.Experience with Python and other programming languages such as JavaScript, TypeScript, Rust, and Go.Orchestration experience with tools like Argo Workflows, AirFlow, Dagster, Prefect, or Luigi.Experience using databases like RedShift, Postgres, and Snowflake.A proven track record of developing custom-built data/analytics solutions and experience in supporting large scale programs.Experience with system analysis, data analysis or programming, using a variety of computer languages and procedures.Experience with Docker, Kubernetes, and AWS (services like EKS, Kinesis, Athena, EKS, S3, RDS, Aurora, Lambda, ECS, EventBridge, SQS, etc)Experience working in Agile environments.Requirements:Must be a US Citizen and able to work domestically Must be able to attain low-level security clearance Education:Bachelor’s DegreeBenefits:Fully remoteTech & Education StipendComprehensive Benefits PackageCompany Match 401(k) planFlexible PTO, Paid HolidaysOddball 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 [email protected]: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. We value learning and growth and the ability to make a big impact at a small company. Oddball believes that the best products are built when companies understand and value the things they are working on.
Senior Rails Engineer
Company: Oddball
Location: Remote
Posted Jul 26, 2023
Oddball is seeking an experienced developer to work on improving and building out backend code for the Veterans Administration. The ideal candidate should have 4+ years of experience with Ruby on Rails, a minimum of 3 years in Agile software development, and experience with Amazon Web Services. They should also have a bachelor's degree and be a US citizen with the ability to attain low-level security clearance. The company offers a fully remote work environment, comprehensive benefits, and a tech and education stipend. The compensation range for this position is $100,000 - $160,000.
DevOps Engineer
Company: Oddball
Location: Remote
Posted Jul 31, 2023
Oddball is a company that values learning, growth, and making a big impact at a small company. They are hiring a DevOps Engineer to work on a pivotal Federal program that is making a positive impact on millions of Americans' daily lives. The candidate should have in-depth experience with config management tools, experience working with AWS environments, and the ability to create and support Terraform. They should also have skill in developing and improving CI/CD scripts and services for development and deployment. The company offers a fully remote work environment, a tech and education stipend, and comprehensive benefits.
Rails Engineer
Company: Oddball
Location: Remote
Posted Aug 16, 2023
Oddball is looking for an experienced developer to help improve and build out backend code that interfaces with external systems. The company values learning, growth, and making a big impact, and is committed to delivering quality services to the Veterans Administration and the entire Veterans community.
Product Manager
Company: Oddball
Location: Remote
Posted Aug 30, 2023
Be advised, actual offer details are determined by job category, job location, and candidate skill level.United States Wage Range: $100,000 – $140,000 To effectively serve in these roles, our product team exhibits strong domain knowledge, leadership, communication, intellectual aptitude, strategic visioning, and analytical decision-making skills. This delivery-focused Product role will focus primarily on ensuring their products solve the client’s big problems.What you’ll bring:4+ years full product lifecycle experience working with quickly growing, technically focused companies.Experience leading and managing cross-functional agile teams that deliver user-facing products.Understanding of multiple disciplines such as Product Management, Engineering, Design, Sales, etc. A proven ability to solve problems and drive solutions with development teams through data analysis, market requirements, product specifications, and federal requirements.An eye for quality, organization, and clear communication with teams and clients.Federal work experience is preferred.Requirements:Must be a US Citizen and able to work domestically Must be able to attain low-level security clearance Education:Bachelor's DegreeBenefits:Fully remoteTech & Education StipendComprehensive Benefits PackageCompany Match 401(k) planFlexible PTO, Paid HolidaysOddball 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. Each of these are critical to ultimately lead their teams in designing, developing, and shipping great products.We are looking for an experienced, data-driven, delivery-focused Product Manager to help lead our engineering efforts as we grow and deliver for our clients.What you'll be doing:The ideal candidate will be working collaboratively with management, engineering, and operations teams to oversee the design, creation, and seamless delivery of various products for our federal clients. We value learning, growth, and the ability to make a big impact at a rapidly growing company.Product Managers at Oddball are advocates, motivators, and some of the company’s most important decision-makers. 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 [email protected]: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. Our team is full of experienced engineering, product, and user experience professionals who love bringing scalable solutions to life as much as they love working with clients to solve problems. Oddball believes that we can bring change and improve the daily lives of millions by bringing quality software to the federal space.
UX Designer
Company: Oddball
Location: Remote
Posted Aug 09, 2023
Be advised, actual offer details are determined by job category, job location, and candidate skill level.United States Wage Range: $90,000 – $140,000 A healthy mix of design, research and high level thinking is needed for this role.What you’ll bring:Extensive experience with UX research: Writing research plans, conversation guides, conducting user and client interviews, client meetings and demos, problem solving, and iterating solutions based on research findings and feedback loops.A demonstrated facility with creating and using prototypes, wireframes, user interviews, data points, etc. to arrive at a solution and convey the vision and design of the product.Ability to think strategically and frame problems in clear approachable language and writing, directed at both technical and non-technical audiences.Experience working with Git Version Control.An understanding of and ability to design 508 compliant solutions.Adaptability when working with, and in, existing design and UX systems.A phased and adaptable approaches to problems.A consultant mindset that keeps the needs of the client and users at the forefront of all decisions.Experience working in Agile development environments.Capable of taking direction from senior leadership and translating into concrete next steps and actions.Requirements:Must be a US Citizen and able to work domestically Must be able to attain low-level security clearance Education:Bachelor’s Degree preferredBenefits:Fully remoteTech & Education StipendComprehensive Benefits PackageCompany Match 401(k) planFlexible PTO, Paid HolidaysOddball 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. In alignment with state legal requirements. 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 [email protected]:At Oddball, it’s important each employee is compensated competitively and fairly. A range for the included position is listed below. This role will be the go to person overseeing the entire process, from conception to implementation. 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 are hiring a UX Designer to work on a pivotal Federal program that is making a positive impact on millions of Americans' daily lives.What you'll be doing:Working closely with our engineering and product teams, this person will be responsible for all UX, design and research on one of our core teams. We value learning and growth and the ability to make a big impact at a small company. Oddball believes that the best products are built when companies understand and value the things they are working on.
Drupal Test Engineer
Company: Oddball
Location: Remote
Posted Sep 06, 2023
Oddball is seeking a Drupal Test Engineer to join their QA team. The role involves ensuring the quality and reliability of Drupal-based web applications, designing and executing test plans, and collaborating with developers. The company values learning, growth, and making a significant impact in the federal space. They offer a fully remote position with comprehensive benefits and a competitive salary range of $100,000 - $140,000.
Front End Engineer
Company: Oddball
Location: Remote
Posted Aug 06, 2023
Be advised, actual offer details are determined by job category, job location, and candidate skill level.United States Wage Range: $100,000 – $140,000 Working hand in hand with other engineers in developing end-to-end testing solutions and API endpoints and services, day to day work will involve writing code, developing tests, and debugging.What you’ll bring:5+ years of Javascript experience, specifically using React and Sencha Ext JSWorked with CI/CD pipelines and with cloud computing services, including AWSExperience working in an Agile/Scrum environment with sprints and daily stand-upsAbility to work with an interdisciplinary team of engineers including data scientists, UX, product and software engineersStrong communication skills along with the ability to work well as a team and enjoy constantly learning and adapting are highly desirableRequirements:Must be a US Citizen and able to work domestically Must be able to attain low-level security clearance Education:Bachelor’s Degree Benefits:Fully remoteTech & Education StipendComprehensive Benefits PackageCompany Match 401(k) planFlexible PTO, Paid HolidaysOddball 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. In alignment with state legal requirements. 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 [email protected]:At Oddball, it’s important each employee is compensated competitively and fairly. A range for the included position is listed below. 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 are hiring a Front End Engineer to work on a pivotal Federal program that is making a positive impact on millions of Americans' daily lives.What you'll be doing:We are hiring a Front End Engineer to join a modern and exciting program in the VA space. We value learning and growth and the ability to make a big impact at a small company. Oddball believes that the best products are built when companies understand and value the things they are working on.
Front End Engineer
Company: Oddball
Location: Remote
Posted Aug 31, 2023
Oddball is a company that values learning, growth, and making a big impact at a small company. They are hiring a Front End Engineer to work on a pivotal Federal program that is making a positive impact on millions of Americans' daily lives. The position involves writing code, developing tests, and debugging. The ideal candidate should have 2+ years of Javascript experience, including React, and experience with CI/CD pipelines and cloud computing services like AWS. They should be able to work in an Agile/Scrum environment and have strong communication skills. The company is an Equal Opportunity Employer and offers a comprehensive benefits package.
Senior Contracts Manager
Company: Oddball
Location: Remote
Posted Aug 25, 2023
Oddball is seeking an experienced Senior Contracts Manager to oversee federal bids and contracts, with potential for promotion to Director of Contracts. The role involves contract compliance, negotiation, and administration with the U.S. federal government. The ideal candidate should have 10+ years of experience in government contracting, excellent negotiation skills, and knowledge of federal regulations. Oddball offers a competitive salary, comprehensive benefits, and a remote work environment.
Data Engineer
Company: Oddball
Location: Remote
Posted Aug 11, 2023
Be advised, actual offer details are determined by job category, job location, and candidate skill level.United States Wage Range: $100,000 – $140,000 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 are hiring a Data Engineer to work on a pivotal Federal program that is making a positive impact on millions of Americans' daily lives.What you'll be doing:Migrating custom-built Python ETL and ELT pipelines into a modern orchestration framework such as Airflow or DBT.Improving observability and implementing a common data integrity and data quality testing framework in a system such as DBT.Constructing performant high-volume ETL or ELT pipelines for sensitive healthcare data.Contributing to and maintaining legacy ETL and ELT data pipelinesMigrating legacy pipelines into a modern ETL and ELT tech stack in order to improve efficiency, observability, and long-term maintainability.Developing new pipelines as needs arise.What you’ll bring:5+ years of proven data and performance engineering experience.Expert in SQL and/or SQL based languages.Experience with Python.Orchestration experience with AirFlow, Dagster, Prefect, Luigi.Experience using Snowflake, RedShift, Postgres.A proven track record of developing custom-built data/analytics solutions and experience in supporting large scale programs.Experience with system analysis, data analysis or programming, using a variety of computer languages and procedures.Experience working in Agile environments.Requirements:Must be a US Citizen and able to work domestically Must be able to attain low-level security clearance Education:Bachelor’s DegreeBenefits:Fully remoteTech & Education StipendComprehensive Benefits PackageCompany Match 401(k) planFlexible PTO, Paid HolidaysOddball 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 [email protected]: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. We value learning and growth and the ability to make a big impact at a small company. Oddball believes that the best products are built when companies understand and value the things they are working on.
Delivery Manager
Company: Oddball
Location: Remote
Posted Aug 30, 2023
Oddball is seeking a Delivery Manager with 3-5 years of experience in project management, particularly in agile environments. The role involves overseeing project delivery, leading teams, and ensuring high-quality output. The company values learning, growth, and making a significant impact in the federal space. They offer a competitive salary, comprehensive benefits, and a fully remote work environment. Oddball is an equal opportunity employer.