Director, Field Learning

About the Role

We are seeking a strategic, collaborative, and impact-driven Director of Field Learning to lead the development and delivery of scalable learning experiences that empower our retail store teams across Gap Inc.'s family of brands. This role is ideal for a transformation-minded leader who is passionate about enabling frontline excellence, coaching high-performing teams, and driving business outcomes through innovative, store-centric learning solutions.
The Director will lead a team responsible for translating enterprise-level learning initiatives into meaningful field learning experiences, while tailoring solutions by brand and partnering closely with Store Operations, HR Business Partners, and Talent Partners. This role will also serve as a key thought partner in field capability building and upskilling, balancing strategic priorities with evolving business needs.

What You'll Do

• Lead and inspire a high-performing team of Field Learning professionals, aligning team priorities across brands and business needs, while providing strong coaching and development to enable individual and team growth
• Drive the design, execution, and evolution of critical learning initiatives, such as Store Employee Onboarding, Field Leadership Development, and Store Employee learning and career development journeys
• Serve as the strategic enterprise thought partner for field capability building and skill development, ensuring solutions reflect both enterprise consistency and brand-specific relevance
• Support delivery of Talent Lifecycle Programs (e.g., Performance Management cycle, Talent Planning, Career Development initiatives) to the Field population, in collaboration with Talent Lifecycle Team
• Partner with Store Operations and HRBPs to negotiate resourcing against both strategic initiatives and urgent field needs, creating win/win alignment across priorities
• Ensure scalable, inclusive, and impactful learning experiences are developed for store teams—from frontline employees to store and regional leaders
• Define, track, and leverage success metrics and field feedback to measure impact, iterate, and continuously improve learning programs
• Collaborate with broader HR teams to ensure learning is aligned with our brand values, operational goals, and employee experience
• Establish and maintain efficient learning processes and delivery models, integrating technology, digital platforms, and store-friendly modalities
• Maintain visibility to workforce trends and learning best practices that enhance field engagement, performance, and retention
• Serve as a champion of store learning and growth across brands, positioning the Field Learning team as a strategic partner to the business
• Engage and manage contractors or external resources to augment the team’s capacity when needed, ensuring flexibility and scalability in support of critical learning initiatives, and build strong vendor partnerships to expand learning design, content development, and delivery capabilities
• Participate in long-term strategy discussions to shape the future of field learning, including how to integrate learning initiatives from Distribution and Contact Centers under the broader field learning umbrella
• Travel occasionally to U.S. markets to support training delivery, connect with store teams, and assess field learning impact in real-time

Who You Are

• Bachelor’s degree in Learning & Development, Organizational Development, Retail Management, or related field; advanced degree preferred
• 10+ years of progressive experience in learning and development, with significant experience supporting field or retail teams
• Proven ability to lead, coach, and develop high-performing teams in fast-paced, matrixed environments
• Deep understanding of retail operations and how frontline teams learn most effectively
• Experience balancing strategic focus with agility in managing evolving business needs and priorities
• Strong cross-functional collaboration and stakeholder management skills, particularly with senior leaders in HR and Store Ops
• Proficiency with LMS platforms, digital learning tools, and blended learning delivery strategies
• Ability to analyze data, assess impact, and evolve programs to better meet business and learner needs
   

Preferred Qualifications:

• Experience supporting multi-brand or global retail organizations
• Experience managing a distributed or field-based learning team
• Background in instructional design, learning operations, or vendor management
• Familiarity with field-based leadership development programs and performance support tools