Machine Learning Data Engineer – Contract

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Outpost

WebsiteLinkedInAll Job Openings

51 - 200 employees

Founded 2021

🚗 Transport

📦 Logistics

🏠 Real Estate

Transport • Logistics • Real Estate

Outpost is a technology company that provides strategic locations for truck parking, fleet positioning, and drop trailer relays, facilitating seamless freight movement across the United States. Their rapidly growing nationwide network of secure yards supports trucking companies, from enterprise fleets to owner-operators, by maximizing property utilization and improving operational efficiency. By partnering with yard owners, Outpost enables better returns on investment while enhancing the logistics infrastructure essential for the supply chain.

📋 Description

• Own tracking and reporting of computer vision accuracy metrics per customer and identifier type • Investigate misclassifications and false negatives, categorize root causes, and identify patterns across customers and yards • Curate, label, and prioritize datasets for model retraining with ML and computer vision engineers • Build and improve the continuous learning pipeline so new models ship weekly with minimal manual engineering effort • Define functional acceptance criteria for computer vision accuracy per customer and track progress • Translate accuracy findings into actionable decisions for engineering and customer-facing stakeholders • As the pipeline matures, build labeling and preprocessing tooling, run retraining jobs, and directly fix identified error patterns

🎯 Requirements

• 3+ years in a data quality, ML data engineering, or applied ML role • Experience working with computer vision or object detection systems in production • Comfortable writing Python for data analysis, pipeline automation, and dataset tooling • Strong analytical rigor and ability to analyze large volumes of imagery/data to find patterns • Experience with dataset annotation/labeling tools and workflows such as Roboflow, Labelbox, or CVAT • Strong written and asynchronous communication skills in English • Preferred: experience with continuous learning or active learning pipelines for production ML systems • Preferred: familiarity with OCR systems and identifier recognition, including plates and container numbers • Preferred: experience partnering with customer success or support teams on quality metrics • Preferred: background in QA/test engineering for ML systems • Preferred: experience with Roboflow specifically • Ability to work as a full-time contractor through an agency • Application form asks about legal authorization to work in the United States and future visa sponsorship

🏖️ Benefits

• Direct ownership over the metric that decides whether the product works in the real world • Small team that moves fast, argues in good faith, and trusts engineers to make decisions • Real influence on the ML team roadmap • Problems grounded in the physical world: gates, cameras, trucks, and yards • Embedded participation in sprints, standups, and Slack channels • Full-time contract position managed through an agency