Data Annotation Operations Lead

Pingintel | Miami or Remote | Full-time | https://www.pingintel.com Ping Data Intelligence is a dynamic startup based in Miami, FL, revolutionizing the property insurance sector with cutting-edge web technologies and ML-powered tools. Despite rapid growth, we retain the stability of a self-funded, profitable company. We're hiring a Data Annotation Operations Lead to run ML training data annotation. You'll manage offshore annotation contractors, become an expert annotator yourself, and drive quality, cost, and throughput — while working with engineering to automate annotation with LLMs. *Responsibilities* - Manage offshore annotation contractors as main liaison - Write and maintain annotation guidelines - Annotate data yourself, especially early on - Track quality metrics (agreement rate, accuracy, rework) and drive improvement - Cut cost, boost throughput, without sacrificing quality - Partner with engineering to automate annotation via LLMs/agents *Required* - Experience managing offshore/distributed teams - ML annotation / training data pipeline knowledge - Extremely detail-oriented, strong written/verbal communication - SQL and spreadsheet/BI skills - Comfort turning ambiguous decisions into clear rules *Nice to Have* - Python, annotation UI/UX design, taxonomy classification experience, LLM/agent automation experience reach out at jobs@pingintel.com