PayPal · 11 hours ago
Chief of Staff, SMB & Financial Services Product
San Jose, CA
Full-time
Onsite
Director/Executive
$138K/yr - $236K/yr
10+ years expPayPal has been revolutionizing commerce globally for more than 25 years, empowering consumers and businesses in approximately 200 markets. The Chief of Staff for SMB & Financial Services Product is a senior strategic partner to the SVP, driving alignment and execution across a complex organization, while supporting executive-level decision-making and initiatives.
E-Commerce PlatformsFinTechMobile PaymentsTransaction Processing
Responsibilities
Establish overall business or technical strategy for the business operations of aligned organization
Influence decisions as an advisor or counsel to business leadership
Drive strategic objectives and ensure resources are effectively allocated
Provide oversight and support for planning and management of financial, budget, and headcount targets
Act as a liaison between business leadership, staff, and other key partners
Optimize workflows and drive process improvements to enhance organizational performance
Drive and monitor Objectives and Key Results (OKRs) to address gaps in business and operations
Serve as a strategic thought partner to the SVP, SMB & Financial Services Product, supporting enterprise-level decision-making through analysis, insight generation, and scenario development
Own the Voice of Customer program for the product organization, ensuring customer insights, feedback, and data consistently inform product strategy, prioritization, and decision-making
Support translation of product and business strategy into actionable initiatives and aligned OKRs, ensuring clarity, focus, and execution across the organization in partnership with PMO and functional leaders
Own the leadership operating rhythm, including operating reviews, staff meetings, and executive forums that drive focus, accountability, and follow-through
Lead preparation for executive reviews, and senior leadership forums, including narrative development, materials, and strategic recommendations
Develop and maintain a deep understanding of the SMB and financial services landscape, including competitive dynamics, industry trends, and emerging risks and opportunities
Proactively identify strategic blind spots, risks, and trade-offs across the portfolio, surfacing insights and recommendations with a strong bias toward action
Enable and advance high-impact, cross-functional initiatives that require senior sponsorship, strategic judgment, and influence without direct authority
Build strong, trust-based partnerships with Go-To-Market and Commercial leaders, ensuring tight alignment between product strategy, customer needs, and market execution
Act as an extension of the SVP in select forums, representing leadership intent and facilitating alignment across Product, Engineering, Finance, and Commercial partners
Partner closely with People, Finance, and Workforce Strategy teams on strategic workforce planning and talent priorities, while maintaining a high bar for leadership quality and hiring decisions
Support senior-level hiring by shaping role definition, assessing talent against strategic needs, and ensuring strong onboarding and integration for new leaders
Shape and drive leadership communications and change narratives to ensure clarity and consistency during periods of growth or transformation
Plan and facilitate leadership offsites and strategy sessions that strengthen alignment and advance long-term priorities
Qualification
Required
10+ years relevant experience and a Bachelor's degree OR Any equivalent combination of education and experience
Preferred
MBA or advanced degree
Experience in financial services, payments, fintech, or adjacent regulated industries
Background in management consulting, corporate strategy, investment banking, or similarly strategy-intensive environments
Prior experience as a Chief of Staff or senior business operations leader in a product-led organization
Demonstrated success influencing senior executives and cross-functional leaders without direct authority
Experience supporting SVP- or C-level leaders in strategy, planning, or transformation roles
Strong executive communication skills, including development of board-level and senior leadership presentations
Proficiency with collaboration and planning tools such as Google Workspace, Slack, Confluence, and Jira
Benefits
Flexible work environment
Employee shares options
Health and life insurance
Company
PayPal
PayPal is a financial service company that provides online payment solutions to its users worldwide.
10001+ employees
H1B Sponsorship
PayPal has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (1144)
2024 (917)
2023 (775)
2022 (921)
2021 (1051)
2020 (1049)
Funding
Current Stage
Public CompanyTotal Funding
$12.17BKey Investors
Kohlberg Kravis RobertsBlueRun Ventures
2025-11-17Post Ipo Debt· $6.95B
2023-06-07Post Ipo Debt· $5B
2015-07-20IPO
Leadership Team
Simon Bladon
PayPal UK CEO
chaloem khompitoon
President & CEO
Recent News
2026-01-22
The Motley Fool
2026-01-22
2026-01-22
Company data provided by crunchbase