Director, Legal Counsel

PayPal
Chicago, IL
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 Description Summary:
We are seeking an experienced lawyer to join our team. This role will be responsible for partnering with business leaders across PayPal to support initiatives across PayPal’s various digital wallet products, as well as supporting other product experiences as needed on PayPal's product roadmap and priorities. This role will support PayPal's FIAT digital wallet products (not crypto or cypto assets). This job uses knowledge and direction to influence decisions as an advisor or counsel, with significant impact on the success of PayPal operations.

Job Description:
Essential Responsibilities:

  • Provide strategic legal advice and support to senior management, influencing business strategy an decision making.
  • Anticipate regulatory and legal risks, and proactively design strategies to manage them.
  • Perform legal and regulatory compliance risk assessments, propose creative solutions where applicable, and help advance business objectives.
  • Manage escalations, collaborate across other teams and develop solutions to enable business partners to achieve their goals.
  • Develop a strong rapport and working relationship with business counterparts across the enterprise to help drive the delivery of effective legal services.
  • Ensure compliance with relevant laws and regulations, leading the adoption of cutting-edge legal technologies and best practices.
  • Manage legal risks and safeguard PayPal's legal interests, developing forward-looking risk management strategies.
  • Provide key inputs as an industry leader and expert, staying ahead of legal trends and influencing industry standards.

Expected Qualifications:

  • 10+ years relevant experience and a Juris doctorate degree OR Any equivalent combination of education and experience.

Additional Responsibilities And Preferred Qualifications
Preferred Qualification:

  • Juris Doctor from a law school accredited by the American Bar Association
  • Admitted to, and in good standing with, a state bar
  • 10+ years of legal experience preferably with an in-house position advising on consumer product legal matters. 2+ years of experience in advising product professionals in the consumer financial services/fintech space
  • Expertise in risk management, compliance, and regulatory frameworks as they relate to consumers using our shopping and checkout products
  • Skilled at identifying issues, providing risk-based recommendations, and contributing to strategic business conversations in a fast-paced environment
  • Experience navigating complex legal issues around consumer protection, payments and digital wallets
  • Extensive knowledge of regulations and industry guidelines applicable to digital wallets and fintech, including federal and state UDAAP standards, state money transmission laws, FTC and CFPB guidelines, TCPA, Reg. E, GLBA, BSA, and CAN-SPAM
  • Experience building cross-functional relationships and communication styles that resonate with business teams to launch products responsibly
  • Demonstrated strong sense of ownership and ability to exercise sound judgment in ambiguous situations

PayPal is committed to fair and equitable compensation practices.

Actual Compensation is based on various factors including but not limited to work location, and relevant skills and experience.

The total compensation for this practice may include an annual performance bonus (or other incentive compensation, as applicable), equity, and medical, dental, vision, and other benefits. For more information, visit

The U.S. national annual pay range for this role is $188,000 to $323,950

PayPal does not charge candidates any fees for courses, applications, resume reviews, interviews, background checks, or onboarding. Any such request is a red flag and likely part of a scam. 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 benefits to help you thrive in every stage of life. We champion your financial, physical, and mental health by offering valuable benefits and resources to help you care for the whole you.

We have great benefits including a flexible work environment, employee shares options, health and life insurance and more. To learn more about our benefits please visit

Who We Are:

To learn more about our culture and community visit

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.

REQ ID R0134136
Posted 2026-02-12

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