Senior Director, Venmo Chief of Staff

The Company

PayPal has been revolutionizing commerce globally for more than 25 years. Creating innovative experiences that make moving money, selling, and shopping simple, personalized, and secure, PayPal empowers consumers and businesses in approximately 200 markets to join and thrive in the global economy. 

We operate a global, two-sided network at scale that connects hundreds of millions of merchants and consumers. We help merchants and consumers connect, transact, and complete payments, whether they are online or in person. PayPal is more than a connection to third-party payment networks. We provide proprietary payment solutions accepted by merchants that enable the completion of payments on our platform on behalf of our customers.

We offer our customers the flexibility to use their accounts to purchase and receive payments for goods and services, as well as the ability to transfer and withdraw funds. We enable consumers to exchange funds more safely with merchants using a variety of funding sources, which may include a bank account, a PayPal or Venmo account balance, PayPal and Venmo branded credit products, a credit card, a debit card, certain cryptocurrencies, or other stored value products such as gift cards, and eligible credit card rewards.  Our PayPal, Venmo, and Xoom products also make it safer and simpler for friends and family to transfer funds to each other. We offer merchants an end-to-end payments solution that provides authorization and settlement capabilities, as well as instant access to funds and payouts. We also help merchants connect with their customers, process exchanges and returns, and manage risk. We enable consumers to engage in cross-border shopping and merchants to extend their global reach while reducing the complexity and friction involved in enabling cross-border trade. 

Our beliefs are the foundation for how we conduct business every day.  We live each day guided by our core values of Inclusion, Innovation, Collaboration, and Wellness. Together, our values ensure that we work together as one global team with our customers at the center of everything we do – and they push us to ensure we take care of ourselves, each other, and our communities.

Job Summary:

We are seeking an exceptional Chief of Staff to partner closely with the SVP/GM of Venmo. This individual will serve as a strategic thought partner, helping translate bold vision into disciplined execution across one of fintech’s most iconic consumer brands.

Job Description:

Essential Responsibilities:

• Develop and articulate a clear, compelling vision and strategy for the business operations of aligned organization.
• Provide key inputs as an industry leader and expert.
• Drive long-term success strategy of the function in partnership with functional leaders.
• Ensure strategic objectives are met and 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.
• Develop and oversee Objectives and Key Results (OKRs) addressing gaps in business and operations.

Minimum Qualifications:

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

About Venmo 

Venmo is transforming from the dominant peer-to-peer payments platform into an everyday commerce powerhouse. The platform is executing a strategic expansion to capture the broader digital payments market by leveraging unparalleled Gen Z and Millennial brand equity across merchant checkout, debit cards, and financial services. This transformation is powered by PayPal's broader strategic reinvention including cross-border capabilities, AI-driven commerce, and crypto integration combined with Venmo's iconic brand, positions the platform to compete aggressively against Apple Pay, Zelle, and Cash App. Success hinges on flawless execution of merchant partnerships, debit card adoption, user engagement, and new revenue streams, all while preserving the product’s simplicity and brand authenticity that made Venmo iconic. 

The Position 

We are seeking an exceptional Chief of Staff to partner closely with the SVP/GM of Venmo. This individual will serve as a strategic thought partner, helping translate bold vision into disciplined execution across one of fintech’s most iconic consumer brands.

In this role, the Chief of Staff will drive both strategy and execution, with a focus on board preparation, OKRs, and quarterly business reviews. They will work cross-functionally with leaders across product, engineering, design, marketing, partnerships, legal, finance, and operations to ensure alignment and momentum against key priorities.

Responsibilities

 

• Drive strategic clarity and lead business planning processes

• Own key strategic initiatives and ensure strong cross-functional execution

• Develop and manage OKRs to drive alignment across strategic and operational priorities

• Oversee financial planning, budgeting, and resource allocation

• Enable leadership team effectiveness and support executive communications

• Champion organizational health, culture, and talent development

 

Qualifications

 

• 12+ years of experience in high-growth technology or fintech across product strategy, customer strategy, GTM, or general management

• Broad, cross-functional expertise spanning customer insights, pricing, segmentation, GTM, product development, and business economics

• Strong operational rigor with the ability to structure ambiguity, synthesize complex data, and translate strategy into measurable OKRs

• Demonstrated trajectory toward general management, with experience supporting senior executives or leading teams/functions

• Exceptional communication and influence skills, with the ability to craft executive narratives and deliver high-impact presentations

 

Subsidiary:

PayPal

Travel Percent:

0

-

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:

New York City, New York | ($196,500.00 - $291,500.00 Annually)

Additional Location(s) | Pay Range:

San Jose, California | ($196,500.00 - $291,500.00 Annually)

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 https://careers.pypl.com/contact-us. 

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:

Click Here 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 [email protected].

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 Join our Talent Community.

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

Notice to Applicants and Employees who reside within New York City. Click here to view the notice.