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Georgia Fintech Academy
Georgia Fintech Academy

Director, Chief of Staff (Design)



People & HR, Design, Operations
New York, NY, USA
Posted on Thursday, July 4, 2024
At PayPal (NASDAQ: PYPL), we believe that every person has the right to participate fully in the global economy. Our mission is to democratize financial services to ensure that everyone, regardless of background or economic standing, has access to affordable, convenient, and secure products and services to take control of their financial lives.

Job Description Summary:
Meet the Team: Reporting into the Chief Design Officer, the Director, Chief of Staff (Design) partners with the CDO to drive processes and programs that create connection to the holistic design strategy for PayPal. We’re looking for a highly driven, self-motivated individual to work directly with our Chief Design Officer and her leadership team to drive key strategic initiatives and outcomes across the Experience Design organization. Your Way to Impact: The Chief of Staff will extend the reach of Design Leadership by owning special projects end-to-end. This role is a key enabler of the design strategy and is the connection point between the enterprise planning team, embedded segment business operations teams, design operations, and the finance organization. The individual in this role will collaborate with the CDO and her extended team across Design Ops, Executive Administration and HR to cohesively evolve our strategy and will partner in articulating the unified outcomes needed for the teams. The Chief of Staff (CoS) will have an immediate impact on the leadership team’s productivity, streamlining strategic initiatives, overseeing executive program management, and communicating objectives within the Design Team and between departments across the company.

Job Description:
Your Day to Day:

  • Identify and take on ad-hoc strategic projects; drive and monitor OKRs and closing the gaps in business and operations.
  • Develop a strategy and execute on how the Design team connects and creates transparency across the team, including things like Design All Hands.
  • Work with the CDO to identify the highest priority workstreams and help to identify who should lead the workstream, creating consistency in the way we track progress across workstreams.
  • Drive alignment around setting strategy, forming a plan with clear goals and asks, and executing and monitoring progress.
  • Build a thorough understanding of design, ops, and strategic needs of the company. Based on this, drive the priorities of the Experience Design Leadership Team through weekly meetings, shaping offsites, and identifying opportunities to increase leadership team effectiveness.
  • Communicate priorities, activities, and results to the larger organization, while ensuring deliverables are met. Have a strong pulse and feedback loop on organizational needs.
  • Help facilitate internal communications, both within the Experience Design org and the broader PayPal organization.
  • Collaborate effectively with cross-departmental executives and staff to execute on key deliverables, initiatives, or to drive alignment across teams and business units.
  • Participate in the development and synthesis of organizational strategy to achieve OKRs/metrics; assist in creating and evolving mission-vision-strategy-goals of the XD organization.
  • Evangelize alignment, adoption, and commitment to design direction and strategy; ensure that planning and execution are tied to business and design strategy.
  • Lead the development of presentations for design reviews and employee meetings.
  • Orchestrate communication streams across various leaders, ensuring the leadership team appears as “one unified voice” to the organization.
  • Bring in external POV on business matters / business practices. Develop a network of business peers on behalf of the leadership team. Link cross-functional teams together to operate with a one-team mentality.
  • Orchestrate forums /cadences / practices to ensure leadership team is aligned on business matters; provides frameworks and tools across peer leaders to ensure organizational issues and risks are swiftly and openly addressed.
  • Measure health of Experience Design organization and drive improvement plans to achieve targeted metrics.

What You Need to Bring:

  • A successful candidate should have at least 8-10+ years of experience in a Chief of Staff, business operations or strategic executive support role
  • The ability to bring a self-starter approach to working in a highly cross- functional team, amidst ambiguity is required
  • Strong candidates will be able to work independently with ease and can quickly pivot to influencing in a team setting
  • Strong understanding of finance and prior experience managing a P&L for a team or organization is required
  • Experience supporting a design organization is a plus
  • Good understanding of design process and design disciplines is preferred
  • High attention to detail, even under urgent or high-pressure circumstances
  • Ability to be a change agent and influence outcomes in a dynamic environment
  • Candidates should be capable of navigating a highly matrixed organization and comfortable pivoting quickly between changing priorities and projects
  • A good sounding board for others, with low ego, and ability to anticipate the needs of a busy executive and their direct staff.
  • Finance or FinTech experience is a plus
  • A Bachelors’ or Masters’ Degree in a corresponding field is preferred but not required

Our Benefits:

At PayPal, we’re committed to building an equitable and inclusive global economy. And we can’t do this without our most important asset—you. 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

Who We Are:

To learn more about our culture and community visit

PayPal has remained at the forefront of the digital payment revolution for more than 20 years. By leveraging technology to make financial services and commerce more convenient, affordable, and secure, the PayPal platform is empowering more than 400 million consumers and merchants in more than 200 markets to join and thrive in the global economy. For more information, visit

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, state or local law. In addition, PayPal will provide reasonable accommodations for qualified individuals with disabilities. If you are unable to submit an application because of incompatible assistive technology or a disability, please contact us at

As part of PayPal’s commitment to employees’ health and safety, we have established in-office Covid-19 protocols and requirements, based on expert guidance. Depending on location, this might include a Covid-19 vaccination requirement for any employee whose role requires them to work onsite. Employees may request reasonable accommodation based on a medical condition or religious belief that prevents them from being vaccinated.

Notice to Applicants and Employees who reside within New York city. Click

to view the notice.

REQ ID R0109040