Remote Chief of staff Jobs in Sunnyvale, CA

Description

:

Essential Responsibilities:

• Lead complex projects of diverse scope to optimize operational processes.
• Participate in complex problem resolution and determine methods and procedures for new assignments.
• Drive global process improvements within the organization.
• 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.
• Influence the quality, efficiency, and effectiveness of business processes.
• Utilize internal and external data to provide actionable insights for business growth.

Minimum Qualifications:

• 8+ years relevant experience and a Bachelor’s degree OR Any equivalent combination of education and experience.

Additional Responsibilities & Preferred Qualifications:

• Advanced degree or equivalent demonstrated experience driving strategy and operations in a technical organization.

• 8+ years in business operations, chief of staff, strategy, or a closely related field — with at least 3+ years supporting VP-level or above engineering or product leadership.

• Demonstrated ability to own a recurring executive review or planning process end-to-end: coordinating inputs across multiple organizations, enforcing a quality bar, and delivering under deadline pressure.

• Experience with engineering capacity planning and resource tracking — comfortable working with project and capacity data across large, matrixed engineering organizations.

• Technically credible: able to engage meaningfully with engineering teams, follow SDLC-based planning conversations, interpret engineering throughput metrics, and track technical program execution without needing everything translated.

• Strong data fluency: pulls from multiple sources, identifies trends, and builds visualizations that make complex operational data clear and actionable for executive audiences.

• Expert-level presentation and slide craft (Google Slides, PowerPoint): able to build compelling exec-facing decks from rough inputs with a strong 'so what.'

• Active and demonstrated user of AI tooling — able to show how AI compresses your workflow and produces better outputs in less time.

• Exceptional written communication: equally confident writing a crisp one-pager, a leadership digest, or a long-form executive narrative.

• Proven track record driving complex, multi-stakeholder workstreams across interdependent engineering and product organizations.

• High EQ, proactive by default, low ego — you succeed when the leaders and org you support succeed.

• Experience building and managing SharePoint sites, including designing pages, organizing content architecture, and maintaining team spaces to support cross-functional collaboration.

• Existing familiarity with PayPal's engineering organization and established cross-functional relationships across product and engineering teams are a significant advantage and strongly preferred

• Familiarity with payments, fintech, or platform/infrastructure products — or equivalent experience in a technically complex product domain.

• Experience with single-threaded ownership models, ring-fenced capacity frameworks, or similar strategic resourcing operating models.

• Background in engineering, computer science, product management, or technical program management.

• Experience with agile/SAFe planning, OKR-driven organizations, and JIRA-based dependency and program management.

• Advanced degree or equivalent demonstrated experience driving strategy and operations in a technical organization.

Subsidiary:

PayPal

Travel Percent:

0

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The base pay for this role will depend on where you work and the relevant experience and expertise you bring. The expected range of pay for this role by location is:

Primary Location | Pay Range:

San Jose, California | ($129,500.00 - $191,950.00 Annually)

Additional Location(s) | Pay Range:

No other locations are assigned to this requisition currently.Additional compensation for this role may include an annual performance bonus, equity, or other incentive compensation, as applicable.

PayPal does not charge candidates any fees for courses, applications, resume reviews, interviews, background checks, or onboarding. When making an application directly, we will never ask you to share passwords, one-time passcodes (OTP), or verification codes. Any such request is a red flag and likely part of a scam. All communication regarding your application will come from official PayPal email domains. If you suspect fraudulent activity, please report it immediately. To learn more about how to identify and avoid recruitment fraud please visit .

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.

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 comprehensive, choice-based programs, to support all aspects of personal wellbeing—physical, emotional, and financial—delivering meaningful value where it matters most. We strive to create a flexible, balanced work culture with a holistic approach to benefits, including generous paid time off, healthcare coverage for you and your family, and resources to create financial security and support your mental health.

Who We Are:

to learn more about our culture and community.

Commitment to Diversity and Inclusion

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 .

Belonging at PayPal:

Our employees are central to advancing our mission, and we strive to create an environment where everyone can do their best work with a sense of purpose and belonging. Belonging at PayPal means creating a workplace with a sense of acceptance and security where all employees feel included and valued. We are proud to have a diverse workforce reflective of the merchants, consumers, and communities that we serve, and we continue to take tangible actions to cultivate inclusivity and belonging at PayPal.

Any general requests for consideration of your skills, please .

We know the confidence gap and imposter syndrome can get in the way of meeting spectacular candidates. Please don’t hesitate to apply.