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Head of AI at EnrollHere. We’re hiring a Head of AI to lead the vision, strategy, and execution of EnrollHere’s AI initiatives. This is a high-impact leadership role that blends strategic foresight with hands-on technical expertise to build and scale AI-driven solutions that improve compliance, agent performance, and operational efficiency.. You’ll develop advanced AI/ML models, oversee integrations into our platforms, and ensure solutions align with regulatory requirements and business objectives. Partnering with Data, Product, and Engineering, you’ll set the roadmap, guide technical execution, and build a world-class AI team.. Responsibilities. . Own and evolve EnrollHere’s AI vision, strategy, and multi-year roadmap. . . Lead design, training, and deployment of AI/ML models for compliance, lead scoring, call routing, and real-time agent assistance. . . Oversee prompt engineering, LLM fine-tuning, and integrations into systems. . . Establish best practices for model evaluation, monitoring, and continuous improvement. . . Collaborate with teams to ensure clean, high-quality datasets for model training. . . Ensure compliance with HIPAA, SOC 2, and other applicable regulations. . . Build, mentor, and manage a high-performing AI team. . . Evaluate and manage AI technology partners. . . Define KPIs for AI initiatives and communicate outcomes to leadership.. . Proven track record building, deploying, and scaling AI systems in production. . 8+ years in data science, ML, or AI engineering; 3+ years in leadership. . Expertise in LLMs, NLP, and applied ML in enterprise contexts. . Experience in regulated industries such as healthcare, insurance, or financial services. . Proficiency with TensorFlow, PyTorch, Databricks, and Snowflake. . Familiarity with AWS, Azure, or GCP and MLOps practices. . Excellent cross-functional communication and leadership skills.. Company Location: United States.