As a strategic member of the Total Rewards leadership team, the Senior Director partners closely with Human Resources, Finance, Legal, People Business Partners, executive leaders, and external partners to deliver an exceptional employee experience while strengthening operational excellence, simplifying processes, managing risk, and maximizing the value of the company’s investments in employee benefits. The role leads a high-performing team and serves as the enterprise subject matter expert on benefits strategy, governance, and market trends.What You'll Do
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:
Center on the Customer
Every decision we make starts with our customer. From what materials we use in our manufacturing process to what music we play in our stores.
Create with Curiosity
Curiosity allows us to imagine – and then do - better. By asking questions like, “what if?” and “why not?” we challenge the status quo, grow from our experiences, and inspire dynamic creativity everywhere.
Collaborate with Candor
Exchanging candid and direct perspectives brings out the best in us, pushing us to go beyond what we can see alone. We listen to each other and find common ground.
Champion Excellence
We strive to be our best. And we deliver excellence by setting clear expectations, removing barriers to execution, and empowering everyone to meet and exceed ambitious goals.
Skills Required
- Bachelor's degree in Human Resources, Business Administration, Finance, or related field.
- 12+ years progressive leadership experience in Benefits, Total Rewards, or Human Resources, including 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.
- Experience developing and executing enterprise benefits strategies that improve employee experience and operational effectiveness.
- Experience leading large-scale organizational change, vendor strategy, and complex contract negotiations.
- Experience managing multimillion-dollar budgets and demonstrating financial stewardship.
- Proven ability to influence senior leaders and build trusted cross-functional partnerships.
- 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.
Gap (gapinc.com). Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Gap (gapinc.com). and has not been reviewed or approved by Gap (gapinc.com)..
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Healthcare Strength — Comprehensive medical, dental, and vision coverage is offered, alongside programs that support physical, mental, and financial wellbeing. Feedback suggests eligible employees can also leverage tools like FSAs and additional wellbeing resources.
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Leave & Time Off Breadth — Paid time off, company-paid holidays, and multiple leave options (sick, disability, and family leave) create broad time-away coverage. Some roles start with substantial PTO accrual and can access flexible leave arrangements.
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Wellbeing & Lifestyle Benefits — A generous cross-brand merchandise discount is a standout perk, complemented by commuter benefits, on-the-clock volunteer hours, and matching donations. Feedback suggests these lifestyle benefits add meaningful value beyond base pay.
Gap (gapinc.com). Insights
What We Do
In 1969, Don and Doris Fisher opened the first Gap store on Ocean Avenue in San Francisco. They wanted to make it easier to find a great pair of jeans, and they did. Their denim and records store was a hit, and it grew to become one of the world’s most iconic brands. Today we’re represented in more than 1400 stores in over 40 countries, and online. We have headquarters in New York, London, Shanghai, Tokyo, and, of course, San Francisco. Our unique aesthetic is optimistic cool, elevated American style. Our clothes are crafted with care, with focused attention to thoughtful design. We believe in staying true to our heritage while creating what’s next. Don and Doris Fisher always wanted to “do more than sell clothes.” They wanted to support the people who ran their company, to be active in their communities, and to have a positive impact on the world. Their vision helped transform retail, and we’re still following their lead. We stand for freedom and possibility for all; we champion diverse ideas that transcend generations, geographies and genders.
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