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Training Specialist

60k – 125kSan Francisco, CASales EnablementOnsite3+ YOE
Summary

Design, develop, and deliver training materials to onboard and upskill expert data annotation contributors for AI projects. Ensure quality standards through data-driven interventions and collaboration with operations and product teams.

About the role

What You'll Do

  • Design and deliver project-specific training collateral within tight timelines (often 24–48 hours) for new AI data labeling programs
  • Develop training materials — written guides, annotated examples, rubrics, and assessments — that translate complex technical task requirements into clear contributor instructions
  • Analyze learner performance data, error patterns, and quality issues to identify training gaps and design targeted interventions
  • Train and coach operations staff (SPLs, Ops Associates) on instructional design principles, feedback techniques, and quality assessment methods
  • Build reusable content templates, frameworks, and self-serve resources to maintain training consistency across projects and customers
  • Continuously track training effectiveness via quality metrics, completion rates, and satisfaction scores — and iterate quickly
  • Collaborate with Product and Engineering to surface tooling improvements that support contributor learning at scale

Required Qualifications

  • 3+ years in instructional design, training, or technical content creation
  • Proven ability to simplify complex concepts for non-expert audiences
  • Experience developing training materials under tight timelines
  • Strong written communication and structured thinking
  • Data-driven: comfortable analyzing performance metrics to improve programs

Preferred Qualifications

  • AI/ML background or strong understanding of AI training methodologies (SFT, RLHF, model evaluation)
  • STEM degree or technical fluency (CS, Data Science, or related field)
  • Experience with LMS platforms or annotation tooling (Scale, Labelbox, Prodigy, etc.)
  • Background in customer success enablement, sales enablement, or technical consulting
Skills
Instructional DesignTechnical Content CreationTraining DevelopmentWritten CommunicationPerformance Metrics AnalysisAI/ML Training MethodologiesSFTRLHFModel EvaluationLMS PlatformsLabelboxProdigy
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