Freelance Machine Learning Data Annotation Jobs in Illinois

Diversified Services Network, Inc. (DSN) is seeking a full-time Software Engineer – ML Data & Annotation Pipelines to join our team fully onsite in Mossville, IL! We offer full benefits, PTO, 401k, and more! If you are a Python-savvy engineer excited about building software tools that support autonomous vehicle machine learning workflows, improving user experiences, and leveraging modern AI-assisted development practices within an extremely reputable, stable Fortune 500 company — let’s talk!

We are seeking a Software Engineer to join our Annotation Team, fully on-site in Mossville, IL. This is a new addition to the team, offering hands-on exposure to the full annotation workflow for autonomous vehicles, from raw sensor data (rosbags) through 2D/3D labeling and machine learning dataset preparation.

You will primarily develop and enhance tooling used by teams creating training data for autonomous vehicle machine learning systems. Success in this role requires strong Python development skills combined with the ability to design intuitive user experiences, understand how end users interact with software, and proactively identify improvements that increase efficiency and usability. You will work across the stack, contributing to Python backend development, browser-based UI enhancements, annotation workflow improvements, and integrations between internal tools and machine learning data pipelines.

This role is ideal for a software engineer who enjoys building tools for other users and is passionate about creating intuitive, efficient experiences that improve how teams work.

• Integrate the rosbag-to-COCO conversion pipeline into existing workflows.
• Implement 2D → 3D projection mapping to integrate the auto-annotation pipeline.
• Maintain and enhance the UI/UX for viewing 2D/3D annotations in CVAT (Computer Vision Annotation Tool).
• Support model updates to the annotation pipeline, including the ability to swap out models as needed.
• Build and maintain CI/CD infrastructure; work with data in AWS using push/pull workflows.
• Add and update APIs to query from the CVAT REST API.
• Collaborate via GitHub — creating pull requests, participating in code reviews, and writing design documentation.
• Design and implement features that improve the efficiency, usability, and overall user experience of the annotation platform.
• Partner with annotation users to understand workflows, gather feedback, and translate requirements into practical software solutions.
• Anticipate user needs and identify opportunities to improve tooling before requirements are explicitly requested.

• Your primary team consists of 8 individuals (1 Lead and 7 Developers); the project also involves collaborative development with 2 additional resources from another team. You will attend Annotation Team standups every other day, a weekly CVAT Team meeting, and project-related meetings as needed, with the remainder of your time dedicated to development.
• Work involves a mix of independent feature development and paired code reviews, with regular collaboration through GitHub PRs, design doc discussions, and in-person or remote meetings.

Requirements

• 2–4 years of relevant experience required. Bachelor’s degree required.

• Python — core language for application development, workflow automation, platform enhancements, and integration work.
• User-centered software development — ability to understand how users interact with tools and translate requirements into intuitive, efficient workflows.
• Agentic coding best practices — experience leveraging AI-assisted development tools to accelerate software delivery, iteration, and problem solving.

• Python development experience.
• Experience with annotation workflows, machine learning data pipelines, or adjacent software platforms supporting ML development.
• Proficiency with Git/GitHub, including pull requests, code reviews, and branching workflows.
• Experience developing user-facing applications, interfaces, dashboards, or internal productivity tools.
• Ability to gather user requirements and translate them into functional software solutions.

• JavaScript development experience.
• Experience with CVAT or similar annotation tools.
• Familiarity with ROS/rosbag data formats and knowledge of the COCO dataset format.
• Experience with 3D object detection, image processing, computer vision workflows, or related technologies.
• Experience building tools used by technical end users.
• Familiarity with coordinate transforms (e.g., 2D → 3D projection).
• Experience working with image visualization, image processing, or annotation-related applications.
• AWS, Docker, API development, and CI/CD experience.

• Strong communication and product-thinking skills — able to understand user workflows, gather requirements, anticipate future needs, and translate feedback into practical software solutions.
• Self-motivated and able to work independently with minimal supervision.
• Collaborative mindset — comfortable working in small teams, giving and receiving code review feedback.
• Problem-solving orientation — able to debug complex software and pipeline issues and propose creative solutions.

• Comfort presenting technical concepts to non-technical stakeholders.
• Proactive in identifying process improvements and suggesting enhancements.
• Ability to see a solution beyond communicated requirements — focusing on how it will be used rather than simply whether it met requirements.

Benefits

• 401(k)
• Dental insurance
• Vision Insurance
• Disability insurance
• Employee assistance program
• Health insurance
• Health savings account
• Life insurance
• Paid time off
• Paid Holidays

Please follow the link to our website for a list of job openings in Engineering, IT, Project Management, and more! https://www.dsnworldwide.com

Compensation: $98,000 - $103,000 per year