Managing Director, Enterprise Capability – Learning Transformation

Jobtailor; Connecticut; On-site; USD 180,000 - 240,000; Full time

Job summary

Jobtailor in Connecticut seeks a transformative leader to head the enterprise learning and capability organization, guiding a team of ~40 professionals and partnering with HR leadership and enterprise executives.

You will own the strategy, design, and evolution of the enterprise learning and capability ecosystem, shifting to a skills‑based, continuously evolving model and aligning with HR, Strategy, Technology, and business leaders to drive transformative outcomes.

Qualifications

• Bachelor’s degree required; MBA or Master’s preferred.
• 15+ years of progressive leadership 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.

Responsibilities

• 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.

Skills

Leadership

Learning & development

AI transformation

Data analytics

Executive influence

Education

Bachelor's degree

MBA

Master's degree

Job description

Responsibilities

• 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

• 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.

Certifications & Qualifications

• Bachelor's degree
• MBA
• Master's degree