Senior Data Annotation Jobs in Chicago

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About The Role Senior data annotation jobs in Chicago focus on building and evaluating training datasets for reputed company systems, including LLM training pipelines, RLHF, and multimodal annotation. This is a remote, full-time role aligned to Chicago/US hiring requirements. What You Will Do • Plan and lead data labeling projects across NLP, computer vision, and content safety labeling • Execute RLHF and LLM evaluation tasks (pairwise ranking, rubric-based grading, prompt evaluation) • Create and iterate annotation guidelines with clear edge cases and decision rules • Run QA evaluation programs (gold sets, audits, inter-annotator agreement) to ensure guidelines compliance • Perform error analysis to reduce label noise and improve model performance • Collaborate with engineering on tooling, schema design, and dataset versioning for LLM training pipelines • Mentor annotators, run calibration sessions, and drive consistent labeling outcomes across distributed teams • Document dataset limitations, bias risks, and safety considerations to support responsible AI development Required Qualifications • 3+ years in data annotation, data labeling, or AI evaluation with measurable QA ownership • Experience with RLHF, prompt evaluation, or LLM response rating • Strong knowledge of annotation guideline design and compliance practices • Familiarity with NLP tasks (e.g., named entity recognition, classification) and/or CV annotation (boxes, polygons, segmentation) • Comfort working in remote workflows with ticketing, documentation, and dataset version control practices Compensation Competitive hourly base pay: $30–$50 per hour, depending on scope, domain complexity, and demonstrated leadership in training data quality and QA evaluation. How To Apply Apply through reputed company with a resume highlighting senior data annotation leadership, RLHF or prompt evaluation experience, and examples of training data quality improvements. Apply tot his job Apply To this Job

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