Jobs at Oddball

Positions 247

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.

DevOps Engineer

Company: Oddball

Location: USA

Posted Sep 11, 2024

Oddball is hiring a DevOps Engineer to work on a pivotal Federal program. The company values learning, growth, and making a positive impact. The job requires experience with config management tools, AWS environments, and CICD scripts.

Technical Lead

Company: Oddball

Location: Remote

Posted Sep 03, 2024

Oddball is hiring a Technical Lead to work on a pivotal Federal program that makes a positive impact on millions of Americans' daily lives. The role requires strong communication skills, experience with Python, and ability to lead a team of engineers and designers.

UX Designer

Company: Oddball

Location: USA

Posted Sep 08, 2024

Oddball is hiring a UX Designer to work on a pivotal Federal program that makes a positive impact on millions of Americans' daily lives. The role requires extensive experience in UX research, design, and prototyping, as well as the ability to work in Agile development environments and design 508 compliant solutions.

Test Engineer

Company: Oddball

Location: Remote

Posted Sep 03, 2024

Oddball is hiring a Test Engineer to work on a pivotal Federal program that makes a positive impact on millions of Americans' daily lives. The company values learning, growth, and making a big impact, and offers competitive compensation and benefits.

AI/Machine Learning Engineer

Company: Oddball

Location: USA

Posted Sep 13, 2024

Oddball is hiring an AIMachine Learning Engineer to work on a pivotal Federal program that is making a positive impact on millions of Americans daily lives. The company values learning, growth, and making a big impact, and is looking for a candidate with 7+ years of experience in software and machine learning engineering.

Front End Engineer

Company: Oddball

Location: USA

Posted Sep 07, 2024

Oddball is 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 company values learning, growth, and making a big impact, and is looking for someone with 4+ years of experience working with Angular and a solid understanding of API design.

Front End Engineer

Company: Oddball

Location: Remote

Posted Sep 05, 2024

Oddball is 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 company values learning, growth, and making a big impact, and is looking for someone with 4+ years of experience working with Angular and a solid understanding of API design.

Program Manager

Company: Oddball

Location: USA

Posted Aug 28, 2024

Oddball is hiring a Program Manager to work on a pivotal Federal program that is making a positive impact on millions of Americans daily lives. The company values learning, growth, and making a big impact, and is looking for someone with experience in personnel management, client facing, systems management, implementation, and financial management.

UX Designer

Company: Oddball

Location: remote

Posted Sep 11, 2024

Oddball is hiring a UX Designer to work on a pivotal Federal program that makes a positive impact on millions of Americans' daily lives. The role requires extensive experience in UX research, design, and prototyping, as well as the ability to work in an Agile development environment and design 508 compliant solutions.

UX Designer

Company: Oddball

Location: Remote

Posted Sep 06, 2024

Oddball is hiring a UX Designer to work on a pivotal Federal program that is making a positive impact on millions of Americans daily lives. The role requires extensive experience with UX research, design, and prototyping, as well as the ability to think strategically and work in Agile development environments.

Mobile Engineer

Company: Oddball

Location: USA

Posted Aug 28, 2024

Oddball is hiring a Mobile Engineer to work on a pivotal Federal program that is making a positive impact on millions of Americans daily lives. The company values learning, growth, and making a big impact, and is looking for an experienced and driven engineer to oversee the design, development, and delivery of a mobile application in the federal space.

Microsoft Dynamics Engineer

Company: Oddball

Location: USA

Posted Aug 17, 2024

Oddball is hiring a Microsoft Dynamics Engineer to work on a pivotal Federal program that is making a positive impact on millions of Americans daily lives. The job requires experience in implementing and customizing Microsoft Dynamics 365 CRM solutions, proficiency in Power Apps, Power Automate, and Azure Services, and an in-depth understanding of government cloud environment compliance requirements and security standards.

Frequently Asked Questions

What is it like to work at Oddball?
Oddball fosters a fast‑paced, experimental environment where teams are cross‑functional and decision‑making is data‑driven. Employees often work 40–45 hours per week, with flexible schedules and the option to work remotely from any U.S. state. The company hosts monthly "Innovation Fridays" where developers present new ideas, and its open‑office layout encourages spontaneous collaboration. Transparency around equity distribution and regular 1:1s with leadership help staff feel valued and aligned with the company’s mission.
What types of positions are currently available at Oddball?
Oddball’s 267 openings span software engineering (Go, Python, JavaScript), machine‑learning research, data engineering, product management, UX/UI design, DevOps, and customer success. The company also seeks senior technical leads, AI ethics specialists, and marketing strategists to support its growth. Applicants can find roles that fit mid‑career specialists or early‑career talent looking to work on cutting‑edge conversational AI.
How can I stand out as an applicant for Oddball?
Showcase a portfolio that demonstrates hands‑on experience with NLP or real‑time systems. Highlight contributions to open‑source projects or publications in AI conferences. During the interview, articulate how you would solve a real customer use‑case for DialogFlow X and propose a metric‑driven improvement plan. Including a brief coding challenge that uses Go or Python will also signal readiness for Oddball’s tech stack.

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