The Company is seeking a Director, Chief of Staff to serve as a strategic partner to the Chief AI Transformation & Simplification Officer. This high-visibility, enterprise-facing role is pivotal in owning the analysis, models, investment cases, and executive communications that guide AI investment decisions. The successful candidate will blend classic Chief of Staff duties with AI strategy, opportunity sizing, business-case development, financial modeling, and executive decision support. Key responsibilities include managing the executive operating rhythm, leading AI investment cases, building financial models, and crafting executive narratives for senior leadership. The role requires a professional with a minimum of 10 years' relevant experience, a Bachelor's degree, and a strong background in strategy, investment analysis, finance, or a related analytical discipline. Applicants for the Director, Chief of Staff position at the company should have a proven track record in influencing strategic decisions, driving objectives, and optimizing organizational performance. Essential qualifications include the ability to build and explain financial, business, and strategic models, as well as experience in developing business cases and evaluating investment trade-offs. The role demands strong executive communication skills, the ability to synthesize complex information, and a talent for relationship-building and project leadership in a matrixed environment. While not mandatory, experience with AI and emerging technologies is preferred. The ideal candidate will be a strategic thinker with a passion for innovation, and a collaborative leader who can work effectively across business and technology teams.

Hiring Company

PayPal