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Sr. Product Manager - AI Checkout



Software Engineering, Product, Data Science
Washington, DC, USA
Posted on Saturday, June 1, 2024
At PayPal (NASDAQ: PYPL), we believe that every person has the right to participate fully in the global economy. Our mission is to democratize financial services to ensure that everyone, regardless of background or economic standing, has access to affordable, convenient, and secure products and services to take control of their financial lives.

Job Description Summary:
This role will help shape the next generation of checkout at PayPal impacting over 400+ million consumers and 30+ million merchants around the world, developing instrumentation capabilities to assess product performance and working with partners to successfully integrate ML and AI into their Checkout experiences - In this role you will be responsible for driving and executing the instrumentation needed for monitoring the consumer experience and product performance, as well as the data loops that feed into the AI And ML driven personalization roadmap across PayPal’s checkout experiences. This is a new role at PayPal, and as a technical product manager you will establish your vision, define the playbook and operating model, work closely in refining your roadmap and drive fast-paced experimental execution culture. We are looking for someone with passion to delight customers, that is obsessed about data, training loops and driving product roadmaps from data insights, that has sharp problem-solving skills and excellent collaboration and communication skills. This person has successfully launched and scaled AI products defining training strategies and instrumentation capabilities and understands best practices in data insights. To be successful the candidate needs to excel in a highly collaborative, cross-functional, values-driven environment. If you are a tenured data driven product manager and a technologist at heart looking for your next opportunity to create real impact – Please submit your application below and lets chat!

Job Description:
Technical Product Management, AI Checkout Training Loops & Instrumentation, your responsibilities will be to:

  • Build the instrumentation and personalization training loops across PayPal’s checkout experiences at PayPal working cross functionally to deliver personal consumer journeys with PayPal, no matter what the consumer is buying on what site, or which PayPal product they are using.
  • Drive product vision and create capabilities that feed contextual data into our AI and ML models.
  • Collaborating cross functionally in defining the training loops and requirements across different products, implementing instrumentation and reporting on performance and opportunity.
  • Evangelize, Communicate and Influence, with data driven insights to gain alignment on vision, roadmap, investment needs, risks and opportunities with large cross functional teams.
  • Execute instrumentation with excellence in a cross-functional setting, building strong relationships with key stakeholders (data engineers, software engineers, product analytics, merchant tech and other business teams) to deliver on product instrumentation, product insights and experience personalization.
  • Develop experiments playbook so our models and teams are constantly learning and developing and evangelize a strong point of view on how to improve KPIs.
  • Define and measure key performance indicators to evaluate and understand product value.
  • Identifying new opportunities based on data, research, industry trends and best practices, driving innovation.
  • Deliver results. Own business outcomes and be responsible for hitting experience and revenue targets.

Success In This Role Requires:

  • Technical and business acumen with instrumentation and data loops and ML/AI product background are critical along with demonstrating experience in defining and driving transformation initiatives.
  • Experience inspiring and mobilizing all levels of the organization with your product vision, data centric thinking and customer/developer passion.
  • Being comfortable in navigating with ambiguity and establishing an iterative roadmap and experimentation culture.
  • Defining the product and customer experience with high quality business requirements and user stories while managing scope of each product release and refining the technology architecture and scalability for the use case.
  • Helping the teams move forward swiftly with rigor, speed and transparency in decision-making. Removing roadblocks, setting a consolidated vision, and collaborating with excellence across all functions is critical.


  • MBA or Masters in STEM fields
  • 3+ years of experience in AI/ML and Instrumentation Development
  • 7+ years of experience in Product Management, with demonstrated success in launching and scaling multiple 0-1 products
  • Highly skilled problem solving and technical skills. Demonstrate a tech savvy approach and loves to stay on top of industry trends.
  • Excellent and effective interpersonal and communication skills (written, verbal and listening).
  • Self-Starter which doesn’t hesitate to proactively approach in order to learn fast
  • Skilled at working with cross functional groups and matrix organizations in multiple geographies to manage multiple projects simultaneously.
  • Experience in areas like e-commerce, checkout, payments and/or risk domain - a plus
  • A ‘can do’ spirit combined with high energy and positive attitude.

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 https://www.paypalbenefits.com.

The U.S. national annual pay range for this role is $84500 to $204600

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 https://www.paypalbenefits.com

Who We Are:

To learn more about our culture and community visit https://about.pypl.com/who-we-are/default.aspx

PayPal has remained at the forefront of the digital payment revolution for more than 20 years. By leveraging technology to make financial services and commerce more convenient, affordable, and secure, the PayPal platform is empowering more than 400 million consumers and merchants in more than 200 markets to join and thrive in the global economy. For more information, visit paypal.com.

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.

As part of PayPal’s commitment to employees’ health and safety, we have established in-office Covid-19 protocols and requirements, based on expert guidance. Depending on location, this might include a Covid-19 vaccination requirement for any employee whose role requires them to work onsite. Employees may request reasonable accommodation based on a medical condition or religious belief that prevents them from being vaccinated.

Notice to Applicants and Employees who reside within New York city. Click https://careers.pypl.com/Contact-Us/default.aspx

to view the notice.

REQ ID R0108727