Sr Director, Benefits, Wellbeing, and Mobility

• Develop and execute a comprehensive global benefits, wellbeing, and mobility strategy, ensuring programs support business priorities while attracting, engaging, and retaining top talent. 

• Lead the design, governance, and delivery of benefit programs that are competitive, compliant, financially responsible, and aligned with Gap’s culture and values. 

• Drive operational excellence by simplifying processes, modernizing service delivery, leveraging technology, and optimizing operating models to improve program effectiveness, scalability, and employee experience. 

• Monitor market trends, competitive practices, emerging technologies, and regulatory developments to identify opportunities for innovation and continuous improvement. 

• Serve as a trusted advisor to senior leadership on benefits strategy, financial stewardship, workforce trends, regulatory risk, and investment priorities. 

• Lead benefits governance, fiduciary oversight, committee leadership, and regulatory compliance across all benefit programs. 

• Oversee annual benefits planning and open enrollment strategies to ensure effective employee experience and operational readiness. 

• Manage multimillion-dollar budgets and strategic vendor partnerships, driving accountability, service excellence, operational efficiency, and measurable business value. 

• Build strong cross-functional partnerships across Human Resources, Finance, Legal, Payroll, People Operations, Procurement, and business leaders to implement enterprise initiatives. 

• Lead, coach, and develop a high-performing team while fostering a culture of accountability, collaboration, innovation, and continuous learning. 

• Bachelor's degree in Human Resources, Business Administration, Finance, or a related field. 

• 12+ years of progressive leadership experience in Benefits, Total Rewards, or Human Resources, including experience leading enterprise-wide strategy. 

• 5+ years leading managers and developing high-performing teams. 

• Deep expertise across health and welfare, retirement, wellbeing, leave management, global mobility, and benefits compliance. 

• Demonstrated success developing and executing enterprise benefits strategies that improve employee experience, operational effectiveness, and business outcomes. 

• Experience leading large-scale organizational change, vendor strategy, and complex contract negotiations. 

• Strong business acumen with experience managing multimillion-dollar budgets and balancing employee experience with financial stewardship. 

• Proven ability to influence senior leaders and build trusted partnerships across functions. 

• Excellent analytical, financial, communication, project management, and leadership skills. 

• Experience supporting a global workforce within a complex, matrixed organization; experience supporting large non-exempt employee populations in a retail environment preferred. 

How We Work: 

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