Head of Venmo, Agentic AI

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 will oversee the strategic direction and execution of machine learning projects. You will work closely with data scientists, software engineers, and product teams to enhance services through innovative AI/ML solutions. Your role will involve building scalable ML pipelines, ensuring data quality, and deploying models into production environments to drive business insights and improve customer experiences.

Job Description:

Essential Responsibilities:

• Define and drive the strategic vision for machine learning initiatives within the team.
• Lead the development and optimization of machine learning models.
• Oversee the preprocessing and analysis of large datasets.
• Deploy and maintain ML solutions in production environments.
• Collaborate with cross-functional teams to integrate ML models into products and services.
• Monitor and evaluate the performance of deployed models, making necessary adjustments.
• Mentor and guide junior engineers and data scientists.
• Ensure adherence to best practices and industry standards in ML development.

Expected Qualifications:

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

Additional Responsibilities & Preferred Qualifications:

Your Day-to-Day as the Head of Venmo Agentic AI, you will: 

• Lead and mentor a team of ML Scientists and Engineers, providing technical direction, career development, and regular feedback while fostering an inclusive, high-performing culture. 

• Own the technical vision and roadmap for Venmo’s Agentic system, guiding the evolution of its reasoning, memory, and action layers to deliver dynamic, context-aware user experiences. 

• Guide the design and implementation of fine-tuned large language models (LLMs) for Venmo-specific use cases, ensuring robust alignment, safety, personalization, and compliance with regulatory and risk standards. 

• Drive the development and application of advanced LLM fine-tuning strategies, including supervised fine-tuning (SFT), direct preference optimization (DPO), and reinforcement learning methods such as GRPO, to continually improve agent quality, alignment, and user experience. 

• Oversee adoption and extension of agentic frameworks such as A2A (Agent-to-Agent), MCP (Model Context Protocol), LangGraph, or similar, enabling complex, multi-agent interactions across the Venmo ecosystem. 

• Provide technical leadership in context and prompt engineering, setting best practices for orchestrating multi-turn, multi-source interactions and ensuring high-quality, reliable responses. 

• Partner closely with product, design, and platform engineering leaders to define Venmo’s next-generation Agentic product capabilities and AI interface roadmap, aligning your team’s work with business priorities and customer needs. 

• Drive experimentation and innovation in reinforcement learning, retrieval-augmented generation (RAG), and online adaptation to improve agent behavior, personalization, and response quality. 

• Establish and scale production-ready LLM and agentic pipelines, including data preparation, model training, evaluation, deployment, monitoring, and continuous improvement across your portfolio. 

• Communicate strategy, results, and trade-offs to senior leadership and cross-functional stakeholders, influencing Venmo’s broader AI strategy and investment decisions. 

• Recruit, onboard, and retain top talent, helping to build a world-class Agentic and LLM team within Venmo and across PayPal’s broader AI/ML community. 

What You’ll Bring 

• Master’s degree (or higher) in Computer Science, Artificial Intelligence, Machine Learning, or a related quantitative discipline. 

• 8+ years of relevant industry experience in ML/AI for consumer or financial applications. 

• 2+ years of experience leading ML/AI teams (managing senior ICs and/or junior managers). 

• Deep understanding of Transformer architectures and hands-on experience with fine-tuning LLMs for production use cases. 

• Practical experience with modern LLM alignment and optimization techniques, such as supervised fine-tuning (SFT), direct preference optimization (DPO), and RL-based methods (e.g., GRPO), including designing training objectives, data pipelines, and evaluation strategies for these approaches. 

• Strong proficiency in Python and ML frameworks such as PyTorch, TensorFlow, or JAX. 

• Demonstrated experience with agentic frameworks such as A2A, MCP, LangGraph, or LangChain, and a solid understanding of Agent-Oriented Design patterns. 

• Experience building context-aware conversational systems, integrating multi-source data for reasoning and response generation. 

• Familiarity with evaluation methods for LLMs and agentic systems, including prompt testing, offline metrics, human feedback loops, and online experimentation. 

• Proven experience with MLOps/LLMOps workflows, including model deployment, monitoring, and iterative retraining at scale. 

• Track record of leading and scaling teams: setting clear goals, defining processes, grooming senior ICs, and supporting the growth of early-career talent. 

• Excellent communication and collaboration skills, with the ability to influence cross-functional partners and senior stakeholders using clear narratives and data-driven insights. 

Why Join Us 

You’ll lead the team pioneering Venmo’s intelligent, agentic future — building AI systems that think, adapt, and act on behalf of users to simplify financial interactions. 

This is a unique opportunity to operate at the intersection of machine learning, LLM research, and human-centered product design, while growing a high-impact team and driving the evolution of one of the most trusted financial brands in the world. 

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:

San Jose, California | ($218,000.00 - $323,950.00 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. This role is also eligible for a range of benefits which may include, medical, dental, vision, life and disability insurance, parental and family leave, 401(k) savings plan, paid time off, and other benefits. For more information visit https://www.paypalbenefits.com.

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 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 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:

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.