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Director, Employment Law Americas

PayPal

PayPal

United States · California, USA · San Jose, CA, USA · Illinois, USA · Chicago, IL, USA
USD 198k-323,950 / year + Equity
Posted on Mar 27, 2026

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:

This job uses knowledge and direction to influence decisions as an advisor or counsel, establishing overall business or technical strategy for the organization with significant impact on the success of PayPal operations. They spend significant time on strategy and influencing decision-making at the executive level.

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.

Minimum Qualifications:

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

Additional Responsibilities & Preferred Qualifications:

Job Summary: Serve as a trusted strategic advisor to senior executives and business leaders on complex, high-impact employment matters. Provide clear, practical, and risk-balanced guidance on sensitive employee relations issues, executive matters, reorganizations, reductions in force, workforce strategy, and organizational change. Anticipate legal and reputational risks and proactively recommend solutions aligned with business objectives and Company values. Oversee employment litigation and agency matters and efficiently manage outside counsel. Provide legal guidance on risk, implementation, and responsible and compliant use of artificial intelligence (AI) tools throughout the employment life cycle. Develop and deliver training to leaders, HR partners, and investigations teams on employment law risk, compliance expectations, and best practices. Serve as the primary legal advisor to Employee Relations and investigations teams across the Americas.

Additional Responsibilities & Preferred Qualifications:

• Deep expertise in U.S. employment law, with experience advising multinational organizations.

• Significant experience handling and advising on complex workplace investigations.

• Strong litigation management experience, including oversight of outside counsel and agency matters.

• Demonstrated experience advising on executive-level and high-visibility employment issues.

• Knowledge of AI-related legal risks in the workplace, including bias, data privacy, and regulatory compliance.

• Ability to translate complex legal requirements into practical, business-oriented guidance.

• Sound judgment and strong risk assessment capabilities in fast-moving, high-stakes situations.

• Excellent written and oral communication skills, with the ability to advise senior executives clearly and confidently.

• Experience operating in a highly regulated and global environment.

• Ability to balance legal rigor with commercial realities and organizational culture.

• Strong collaboration skills and the ability to build trusted partnerships across functions.

• Proven ability to manage competing priorities and drive issues to resolution with clarity and accountability.

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:

Chicago, Illinois | ($198,000.00 - $294,250.00 Annually)

Additional Location(s) | Pay Range:

San Jose, California | ($218,000.00 - $323,950.00 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 paypalglobaltalentacquisition@paypal.com.

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.