PayPal Sr Director Enterprise Systems 

United States, California, San Jose 

800922725

Essential Responsibilities:

• Develops and articulates a clear, compelling enterprise systems vision and strategy in alignment with PayPal-wide strategy and operations that inspires others
• Oversees and directs the creation of enterprise systems strategy across PayPal, with direct impact on PayPal revenue, expense, budget, and growth
• Negotiates with and influences the decision-making of senior internal and external executives and decision-makers
• Inspires group leaders and directors to cultivate a team environment where everyone can perform at their best and receive opportunities for development; build and develop talent to meet long-term business objectives and strategy
• Focused on the long-term success and strategy of enterprise systems

Expected Qualifications:

• 12+ years relevant experience and a Bachelor’s degree OR Any equivalent combination of education and experience.

Job Summary

As the Senior Director of Enterprise Systems, you will lead a large-scale global technology organization delivering critical enterprise platforms across HR, Legal and Employee Experience. You will oversee multiple functional domains spanning HR Systems, Employee Experience Technology and Legal Technology leading a global team across the US and APAC.

Strategic Vision & Leadership

• Develops and articulates a clear, compelling enterprise systems vision and strategy in alignment with PayPal-wide strategy and operations that inspires others
• Oversees and directs the creation of enterprise systems strategy across PayPal, with direct impact on PayPal revenue, expense, budget, and growth
• Focused on the long-term success and strategy of enterprise systems - anticipate future business needs and position platforms for 3-5 year scalability
• Partner with C-suite executives (CHROs, General Counsel, CFO) to translate business needs into scalable technology solutions while driving platform modernization
• Establish architectural standards, technology roadmaps, and investment priorities aligned with PayPal's long-term objectives, making decisions that may have long-term effects on PayPal's success

Executive Influence & Stakeholder Management

• Build trusted partnerships with C-suite executives across HR, Legal, Finance, and Employee Experience organizations
• Negotiates with and influences the decision-making of senior internal and external executives and decision-makers
• Lead vendor strategy and negotiations for enterprise platforms (Workday, Salesforce, etc.) at executive level
• Advocate for enterprise systems investments at executive forums and budget planning cycles while representing enterprise technology in cross-functional strategic initiatives
• Work with senior leaders to provide cohesive direction towards PayPal goals, serving as key advisor on complex business situations

Organizational & Talent Leadership

• Inspires group leaders and directors to cultivate a team environment where everyone can perform at their best and receive opportunities for development
• Build and develop talent to meet long-term business objectives and strategy - lead senior leadership team across globally distributed teams
• Drive organizational efficiency through span optimization, structural improvements, and clear roles, responsibilities, and decision rights across functional domains
• Foster culture of innovation, accountability, and continuous improvement across US, APAC, and other international operations
• Manage comprehensive talent pipeline and develop methods and techniques for how projects, programs, and people operate, creating lasting organizational capabilities

Operational Excellence & System Optimization

• Oversee the implementation and optimization of large-scale enterprise systems, ensuring alignment with business processes to enhance operational efficiency
• Ensure reliable operations of mission-critical enterprise systems (99.9%+ uptime) with established SLAs, KPIs, and operational metrics
• Drive incident management, problem resolution, and continuous service improvement while managing capacity planning and resource allocation
• Implement Agile/DevOps practices and engineering best practices across the organization
• Control activities across multiple areas with notable risk and complexity, leading resolution of highly complex or unique business situations

Transformation & Program Leadership

• Lead large-scale transformation programs across HR and Legal platforms with comprehensive program governance and stakeholder communication
• Drive adoption of emerging technologies (AI/ML, automation) to enhance operational efficiency and establish enterprise systems as strategic enabler
• Champion automation, self-service, and developer productivity initiatives while ensuring security, compliance, and data governance standards
• Anticipate factors that could impact strategy and PayPal's position in the marketplace
• Contribute results that lead to development of innovative strategies, services, or products

Experience:

• 15+ years in technology leadership roles, with at least 5 years managing organizations of 100+ people
• Deep expertise in enterprise systems (HR Tech, Legal Tech, FinTech, or Employee Experience platforms)
• Proven track record delivering large-scale transformation programs with direct impact on revenue, expense, and growth
• Experience managing globally distributed teams across multiple time zones and geographies
• Strong background in platform architecture, SaaS technologies, and cloud infrastructure
• Prior experience with Workday, Salesforce, or similar enterprise platforms highly preferred
• Demonstrated ability to influence and negotiate with senior executives and decision-makers

Leadership Capabilities:

• Visionary leadership: Ability to develop and articulate compelling long-term strategy that inspires teams
• Executive presence: Commands credibility with C-suite stakeholders and external partners
• Talent development: Track record of building high-performing teams and developing future leaders
• Strategic thinking: Translates business strategy into technology execution with PayPal-wide impact
• Change management: Leads organizations through transformation with empathy and clarity
• Organizational design: Optimizes structure, spans, and accountability frameworks

Technical Depth:

• Strong understanding of modern software engineering practices (Agile, DevOps, CI/CD)
• Knowledge of enterprise architecture patterns, integration technologies, APIs
• Familiarity with AI/ML applications in enterprise technology
• Understanding of security, compliance, and data governance requirements
• Experience with cloud platforms (AWS, GCP, Azure)

Business Acumen:

• P&L management and budget accountability with direct impact on PayPal's financial metrics
• Vendor negotiation and contract management at enterprise scale
• ROI analysis and business case development
• Understanding of HR, Legal, Finance business processes and their strategic importance to PayPal

Travel Percent:

The total compensation for this practice may include an annual performance bonus (or other incentive compensation, as applicable), equity, and medical, dental, vision, and other benefits. For more information, visit .

The US national annual pay range for this role is $188,000 to $323,950

Our Benefits:

Any general requests for consideration of your skills, please