Managing Director, Enterprise Capability – Learning Transformation

The Cigna Group

Managing Director overseeing enterprise capability and learning transformation at The Cigna Group. Leading the design and evolution of a modern, AI-enabled ecosystem for workforce development.

Posted 6/26/2026full-timeSt. Louis • Connecticut, Montana, New Jersey, Pennsylvania • 🇺🇸 United StatesLead💰 $196,600 - $327,600 per yearWebsite

About the role

Key responsibilities & impact

Lead an enterprise learning and capability organization of ~40 professionals, including 2 Directors, 5 Senior Managers, and a team of individual contributors
Operate as a key member of the extended HR leadership team, partnering directly with HRLT and enterprise executives
Own the strategy, design, and evolution of the enterprise learning and capability ecosystem
Act as a transformational leader responsible for shifting the organization from traditional learning models to a modern, skills-based, continuously evolving capability engine
Drive alignment across HR, Strategy, Technology, and Business leaders to embed capability-building into enterprise transformation and business outcomes

Requirements

What you’ll need

Bachelor’s degree required/ MBA or Master’s degree preferred
15+ years of progressive leadership experience in learning & development, talent strategy, workforce transformation, or related functions
Experience leading AI/digital transformation initiatives and applying emerging technologies to workforce capability and learning strategies
Proven track record leading large-scale, enterprise-wide transformation initiatives
Demonstrated experience building, scaling, or reinventing enterprise learning, capability, or talent ecosystems
Strong data and analytics orientation, with the ability to measure adoption, effectiveness, and ROI of capability-building initiatives
Strong executive presence with the ability to influence and partner with senior leaders, including C-suite stakeholders
Experience operating in regulated industries; healthcare experience preferred.

Benefits

Comp & perks

medical, vision, dental, and 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

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

learning and developmenttalent strategyworkforce transformationAI transformationdigital transformationdata analyticscapability-buildingenterprise-wide transformationmeasuring ROIscaling talent ecosystems

Soft Skills

transformational leadershipinfluencing senior leadersexecutive presencepartnership with executivesalignment across teamscommunicationstrategic thinkingcollaborationorganizational change managementadaptability

Certifications

Bachelor's degreeMBAMaster's degree