Head of AI - Remote

Overview

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.

In Short

• 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.

Requirements

• Proven experience in AI/ML model development.
• Strong leadership and team management skills.
• Experience with compliance regulations such as HIPAA and SOC 2.
• Expertise in data analysis and dataset management.
• Ability to communicate effectively with technical and non-technical stakeholders.

Benefits

• Competitive salary and performance bonuses.
• Opportunity to lead innovative AI initiatives.
• Flexible working environment.
• Professional development opportunities.
• Health and wellness benefits.