Sr Director, Benefits, Wellbeing, and Mobility

Gap, Inc.

$170K — $200K *
Business Services
11 - 15 years of experience
Job Overview by Ladders

Qualifications

  • 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.
  • 5+ years leading managers and developing high-performing teams.
  • Deep expertise across health and welfare, retirement, wellbeing, leave management, global mobility, and benefits compliance.
  • Strong business acumen with experience managing multimillion-dollar budgets.

Responsibilities

  • Develop and execute a comprehensive global benefits, wellbeing, and mobility strategy.
  • Lead the design, governance, and delivery of benefit programs that align with company culture and values.
  • Drive operational excellence by simplifying processes and leveraging technology to improve program effectiveness.
  • Monitor market trends and regulatory developments to identify opportunities for innovation.
  • Serve as a trusted advisor to senior leadership on benefits strategy and financial stewardship.
  • Lead benefits governance and ensure regulatory compliance across all programs.
  • Oversee annual benefits planning and open enrollment strategies for operational readiness.

Benefits

  • Opportunity to manage a high-performing team and influence strategic direction.
  • Access to a multi-faceted benefits program designed to attract and retain top talent.
  • Work in a collaborative and innovative environment focused on employee wellbeing and experience.
Full Job Description
About the Role
The Senior Director, Global Benefits, Wellbeing and Mobility is responsible for setting and executing Gap Inc.’s global benefits strategy, ensuring programs are competitive, compliant, financially sustainable, and aligned with the company's talent strategy and business objectives. This leader oversees the strategy, design, governance, delivery, and continuous evolution of health and welfare, retirement, wellbeing, leave of absence, and global mobility programs that support a diverse global workforce.

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 comprehensiveglobalbenefits, wellbeing, and mobilitystrategy, ensuring programssupport businesspriorities while attracting, engaging, andretainingtoptalent.

  • Lead the design,governance,anddeliveryof benefit programs thatare competitive,compliant,financially responsible, and aligned with Gaps culture and values.

  • Drive operational excellence by simplifying processes, modernizing service delivery,leveragingtechnology, andoptimizingoperating models toimproveprogram effectiveness, scalability, andemployee experience.

  • Monitormarkettrends, competitive practices,emerging technologies,and regulatory developments toidentifyopportunities for innovation and continuous improvement.

  • Serve as a trusted advisor to seniorleadership 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.

  • Overseeannual benefits planningandopen enrollmentstrategies to ensure effective employee experience and operational readiness.

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

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

  • Lead, coach, and develop a high-performing team while fosteringa culture of accountability,collaboration,innovation,andcontinuouslearning.

Who You Are
  • Bachelor's degree in Human Resources, Business Administration, Finance, ora relatedfield.

  • 12+ years of progressiveleadershipexperience inBenefits,TotalRewards, or Human Resources,including experience leading enterprise-wide strategy.

  • 5+ years leading managers anddevelopinghigh-performing teams.

  • Deepexpertiseacrosshealth and welfare, retirement, wellbeing, leave management,global mobility,andbenefitscompliance.

  • 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 leadershipskills.

  • Experiencesupporting a global workforce within a complex,matrixed organization;experiencesupportinglarge non-exemptemployeepopulationsin a retail environmentpreferred.

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?wechallenge 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 tobeour best. And we deliver excellence by setting clearexpectations, removing barriers to execution, and empowering everyone to meet and exceed ambitiousgoals.

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