About The Position

The Head of Enterprise Clinical AI & Technology is a senior leadership role responsible for shaping, designing, and advancing The Cigna Group’s enterprise clinical AI and technology agenda. Reporting to the Managing Director, Enterprise Clinical Strategy and Operations, this leader works across clinical, technology, data and analytics, operations, legal, compliance, and business teams to turn enterprise clinical priorities into scalable AI-enabled solutions that improve clinical quality, clinician experience, operational efficiency, affordability, and patient health outcomes. The role accelerates the enterprise clinical AI roadmap by ensuring solutions are clinically grounded, responsibly designed, operationally scalable, and aligned with measurable business and clinical outcomes. The Senior Director advances high-priority AI and technology opportunities from concept through design, implementation, adoption, and performance management, helping position the enterprise clinical organization as a strategic growth engine. The position is open to candidates anywhere in the United States. Candidates within approximately 50 miles of a designated office may be expected to work onsite under the company’s In-Person Presence guidelines; those outside that radius may work remotely. Preferred office locations are Chicago, IL; Bloomfield, CT; Philadelphia, PA; and St. Louis, MO. For home-based work, an internet connection through a cable broadband or fiber optic provider with speeds of at least 10 Mbps download and 5 Mbps upload is required. The anticipated annual salary range is $193,300–$322,100, depending on relevant factors including experience and geographic location. The role is anticipated to be eligible for an annual bonus and long-term incentive plan.

Requirements

  • Active or prior clinical training and credentials, such as MD, DO, RN, NP, PA, PharmD, or another relevant licensed clinical background.
  • 15 or more years of progressive healthcare leadership experience, including experience in clinical strategy, clinical operations, digital health, product or solution design, technology-enabled transformation, or healthcare AI.
  • Demonstrated experience designing or leading AI, machine learning, automation, digital health, or advanced analytics solutions in healthcare.
  • Strong understanding of clinical workflows and ability to translate clinician, customer, patient, and business needs into scalable technology-enabled solutions.
  • Proven ability to lead direct reports and matrixed teams, build talent, create accountability, and develop a high-performing team culture in a complex, fast-paced environment.
  • Strong executive presence and influencing skills, with ability to build trusted relationships and drive decisions across senior clinical, business, technology, data, legal, compliance, and operations stakeholders.
  • Ability to operate amid ambiguity, structure complex problems, make pragmatic tradeoffs, and move strategic priorities into execution.
  • Strong financial and business acumen, including experience developing business cases, impact models, KPIs, ROI assumptions, and performance management routines.
  • Excellent communication skills, including ability to translate complex clinical, technical, AI, and operational topics into clear, concise, executive-ready materials.
  • Bachelor’s degree and an advanced clinical, healthcare, business, public health, informatics, or related degree.
  • For home-based work, access to cable broadband or fiber optic internet service with at least 10 Mbps download and 5 Mbps upload.

Nice To Haves

  • Active or recent clinical practice experience, which is strongly preferred.
  • Experience in payer, provider, pharmacy, care management, utilization management, or integrated delivery environments.

Responsibilities

  • Lead development and execution of enterprise clinical AI and technology strategies that advance clinical quality, affordability, operational performance, clinician experience, and patient health outcomes across Cigna Healthcare and Evernorth businesses.
  • Serve as a senior clinical and strategic advisor to business, clinical, technology, data science, and operations leaders, translating complex clinical needs and enterprise priorities into actionable AI-enabled solution roadmaps.
  • Oversee the design and refinement of clinical AI and technology solutions, including agentic AI, clinical workflow automation, care management, utilization management, documentation support, clinical decision support, and clinician-facing productivity tools.
  • Apply clinical expertise and human-centered solution design principles to ensure AI capabilities reflect real clinical workflows, user needs, evidence-based practice, regulatory expectations, and operational feasibility.
  • Partner with product, technology, data and analytics, operations, legal, compliance, privacy, information protection, and business teams to take priority initiatives from opportunity identification through design, incubation, implementation, adoption, and scale.
  • Provide thought leadership on AI, digital health, interoperability, and clinical technology trends to identify opportunities, risks, and partnership options supporting enterprise clinical strategy and market differentiation.
  • Develop business cases, impact models, success metrics, and performance management routines to measure clinical, operational, financial, adoption, and user-experience outcomes.
  • Establish execution discipline, governance routines, and executive-level reporting to manage progress, surface risks, drive decisions, and maintain alignment across a matrixed environment.
  • Build, lead, and develop a high-performing team responsible for clinical AI strategy, solution design, program execution, stakeholder engagement, and performance management.
  • Create executive-level communications, presentations, decision documents, and stakeholder updates that turn ambiguity into clear recommendations and action-oriented next steps.

Benefits

  • Medical insurance
  • Vision insurance
  • Dental insurance
  • Well-being and behavioral health programs
  • 401(k)
  • Company-paid life insurance
  • Tuition reimbursement
  • A minimum of 18 days of paid time off per year
  • Paid holidays
  • Leaves of absence
  • Annual bonus eligibility
  • Long-term incentive plan eligibility
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