Executive Director, DTS, AI & Automation

To be part of our organization, every employee should understand and share in the YNHHS Vision, support our Mission, and live our Values. These values - integrity, patient-centered, respect, accountability, and compassion - must guide what we do, as individuals and professionals, every day.
The Executive Director, DTS, AI & Automation is responsible for leading the vision, strategy, and execution of enterprise-wide AI initiatives, ensuring alignment with organizational goals while collaborating with senior leadership across clinical, operational, and finance domains. This role drives AI roadmaps, optimizes workflows through innovative technologies, manages the AI Innovation team, establishes best practices for scalable solutions, oversees resource allocation and milestone definition, and serves as the primary point of contact for AI strategy across the enterprise. Working closely with DTS leadership, business and clinical operations teams, and key stakeholders, this position fosters AI innovation to deliver scalable and impactful solutions that transform organizational efficiency.
EEO/AA/Disability/Veteran

• Develops and executes the enterprise-wide AI vision, strategy, and initiative roadmap, ensuring alignment with organizational goals, security, and business outcomes.
• Serves as the organizational authority and champion for AI, inspire a culture of collaboration, innovation, and support.
• Builds, leads, and mentors a high-performing AI Innovation team providing strategic direction, professional development, performance management, accountability, and continuous learning.
  • Develops and maintains strategic resource planning models, budget forecasts, and staffing strategies for the organization's AI and automation initiatives.
  • Creates and maintains documentation standards for enterprise AI and automation assets, ensuring knowledge transfer and operational sustainability.
  • Effectively engage and leverage non-reporting team members, such as data scientists, applied researchers, and clinical/operational subject matter experts.
• Evaluates and prioritizes AI opportunities across the organization, assessing strategic value, resource requirements, and ROI potential to build a comprehensive portfolio factoring business goal alignment, scalability, and innovation.
  • Facilitates Digital/AI Implementation ADvisory (DAIAD) Committee to vet and evaluate AI Use Case Proposals
  • Foster cross-functional collaboration to identify high-impact use cases for AI and automation, driving innovation and measurable business outcomes.
  • Partners with business and clinical stakeholders to define, document, and transform critical workflows that deliver significant operational improvements to align with AI strategies, business needs, and ensure seamless integration.
  • Directs and oversees the development of business cases, technical feasibility studies, and cost-benefit analyses for major AI initiatives, securing funding and resource allocation.
• Evaluates emerging AI technologies and vendor solutions, making strategic recommendations for enterprise adoption and integration.
  • Assist various technical and operational teams with build vs. buy decisions, implementations, and ongoing monitoring.
  • Evaluate, select, and implement solutions that complement and extend AI capabilities.
• Ensure seamless integration of AI into enterprise systems through oversight of change management, training, and post live performance monitoring.
  • Reviews and approves high-level design specifications for enterprise AI and automation solutions, ensuring architectural alignment, security, scalability, and high-performance solutions.
  • Lead training and change management initiatives to build organizational readiness for AI adoption.
  • Coordinates trouble-shooting efforts when issues are identified for programs and systems
• Monitors program performance against strategic KPIs, providing executive-level reporting on AI and automation outcomes and business value realization.
  • Build and measure enterprise AI and automation ROI frameworks, quantifying improvements in patient outcomes, operational efficiency, and efficacy improvement.
  • Adjusting AI and automation strategies as needed to maximize value and minimize risk.
• Align with existing governance and ethical guidelines for AI adoption ensuring responsible use, transparency, and alignment with organizational policies/values.
• Performs job-related duties in conformance with DTS standards; may initiate standards.
• Performs all duties and responsibilities in such a manner as to support the "I Am Yale-New Haven" service excellence program. Performs all duties and responsibilities in such a manner as to support the Vision, Mission, and Values for YNHHS. as well as the department competencies: customer focus, problem solving, innovation, and adaptability. Promotes positive and constructive working relationships within the department.
• Performs other job-related duties, as required.

EDUCATION

• Bachelor degree in health management, statistics, mathematics, finance, business, science, or other relevant program or equivalent experience. Preferred advanced degree in Computer Science, Data Science, Engineering, or related field.

EXPERIENCE

• With a Bachelor's degree, 8 to 10 years of progressive, DTS healthcare related work experience; with at least five (5) years of AI experience demonstrating business and operations expertise in a leadership role.

SPECIAL SKILLS

• Experience leading enterprise-wide AI and automation initiatives with advanced knowledge of conversational or agentic AI solutions, RPA platforms (UiPath, Blue Prism, Automation Anywhere), and their integration with DevOps methodologies is required.
• Demonstrated expertise in leading AI Centers of Excellence, governing cross-functional teams, evaluating vendor product fit, and implementing bot deployment.
• Deep understanding of healthcare workflows in both outpatient and inpatient settings, coupled with experience in API management strategies, microservices architectures, and infrastructure-as-code approaches.
• Strong technical portfolio management capabilities including version control for AI and automation assets, architectural governance frameworks, and scalability planning across enterprise environments.
• Must possess knowledge of monitoring/alerting systems for automated processes, incident response procedures, and SLA management for critical workflows.
• Ability to evaluate emerging technologies and develop comprehensive technical roadmaps that balance innovation with operational stability while ensuring alignment with organizational objectives.

PHYSICAL DEMAND

• Must be willing to travel to all YNHHS delivery networks and practice locations as required for strategic planning, governance meetings, and executive leadership engagement. May require occasional evening or weekend availability to manage critical initiatives or participate in strategic planning sessions. Must be accessible for escalation of critical system issues that impact patient care or business operations.