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Sr Director, Enterprise Systems

Sr Director, Enterprise Systems

PayPalSan Jose, CA, US
8 hours ago
Job type
  • Full-time
Job description

Senior Director of Enterprise Systems

PayPal has been revolutionizing commerce globally for more than 25 years. Creating innovative experiences that make moving money, selling, and shopping simple, personalized, and secure, PayPal empowers consumers and businesses in approximately 200 markets to join and thrive in the global economy.

This job develops and articulates a compelling vision and strategy aligned with PayPal's objectives. They inspire teams to achieve long-term success in enterprise systems, collaborating with executive leadership to influence strategic decision-making. This role oversees the implementation and optimization of large-scale systems, ensuring alignment with business processes to enhance operational efficiency.

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.

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.

    • Additional Responsibilities & Preferred Qualifications :

  • 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
  • Build trusted partnerships with C-suite executives across HR, Legal, Finance, and Employee Experience organizations
  • 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
  • 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
  • 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
  • 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

    • Required Qualifications :

    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

    • PayPal is committed to fair and equitable compensation practices. Actual Compensation is based on various factors including but not limited to work location, and relevant skills and experience.

    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 https : / / www.paypalbenefits.com.

    PayPal does not charge candidates any fees for courses, applications, resume reviews, interviews, background checks, or onboarding. Any such request is a red flag and likely part of a scam. To learn more about how to identify and avoid recruitment fraud please visit https : / / careers.pypl.com / contact-us.

    For the majority of employees, PayPal's balanced hybrid work model offers 3 days in the office for effective in-person collaboration and 2 days at your choice of either the PayPal office or your home workspace, ensuring that you equally have the benefits and conveniences of both locations.

    At PayPal, we're committed to building an equitable and inclusive global economy. And we can't do this without our most important assetyou. That's why we offer benefits to help you thrive in every stage of life. We champion your financial, physical, and mental health by offering valuable benefits and resources to help you care for the whole you.

    We have great benefits including a flexible work environment, employee shares options, health and life insurance and more. To learn more about our benefits please visit https : / / www.paypalbenefits.com.

    Click Here to learn more about our culture and community.

    PayPal provides equal employment opportunity (EEO) to all persons regardless of age, color, national origin, citizenship status, physical or mental disability, race, religion, creed, gender, sex, pregnancy, sexual orientation, gender identity and / or expression, genetic information, marital status, status with regard to public assistance, veteran status, or any other characteristic protected by federal

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