Sr Director, Business Operations

PayPal • San Jose, CA

12d

About The Position

The Senior Director, Strategic Execution for Enterprise Delivery is responsible for leading execution across PayPal’s most complex and strategically critical partnerships. This role owns delivery from post-signature through launch, ramp, and stabilization, ensuring that PayPal’s commitments are translated into high-quality, scalable outcomes in market. Reporting to the VP of Strategic Initiatives, this leader serves as the single point of accountability for cross-functional execution, aligning product, engineering, commercial, consumer, and operational teams against a unified plan. The role establishes the operating model, governance, and cadence required to deliver under compressed timelines, significant external dependency, and executive-level scrutiny. Success in this position requires the ability to operate comfortably in ambiguity, impose structure where it does not yet exist, and drive clarity, momentum, and accountability across senior stakeholders. The expectation is not coordination, but ownership of outcomes that materially impact PayPal’s growth and strategic priorities. This role sits at the center of PayPal’s most strategic checkout initiatives globally. It’s a rare opportunity to build the operating muscle from scratch, shape how PayPal delivers at enterprise scale, and directly influence the future of Branded Checkout for the world’s largest merchants.

Requirements

• 12+ years of experience in strategic initiatives, enterprise program leadership, management consulting, or complex delivery roles with increasing scope and accountability.
• Experience in payments or fintech required
• Experience managing/growing organizations of 20+ people, either directly or through layered leadership
• Proven track record delivering large-scale, cross-functional initiatives with executive visibility and material business impact.
• Demonstrated ability to influence and align senior leaders in highly matrixed organizations without direct authority.
• Exceptional written and verbal communication skills, with the ability to distill complexity into clear, actionable insights for executive audiences.
• Strong business judgment and comfort operating in regulated, platform-scale environments such as payments, fintech, marketplaces, or large technology organizations.
• Bachelor’s degree required; MBA or equivalent advanced degree strongly preferred.

Responsibilities

• Own end-to-end delivery of PayPal’s most complex and strategically critical partnerships, from post-signature planning through launch, ramp, and stabilization.
• Serve as the single point of accountability for cross-functional execution
• Establish and run the Deal Office operating model, including governance, operating cadence, decision forums, escalation paths, and execution standards.
• Translate strategic objectives and deal commitments into clear execution plans with defined milestones, owners, dependencies, and decision points.
• Proactively identify delivery risks, constraints, and misalignment, and drive timely resolution with appropriate escalation and tradeoff framing.
• Enable effective executive decision-making through concise, executive-ready communication on progress, risks, and required actions.
• Drive consistency and repeatability in how PayPal delivers complex deals, creating scalable execution patterns for future lighthouse partnerships.
• Hold teams accountable to outcomes, timelines, and quality, while maintaining strong cross-functional relationships and momentum.

What This Job Offers

• Job Type: Full-time
• Career Level: Director