PayPal · 3 hours ago
Sr Commercial Counsel, Artificial Intelligence
San Jose, CA
Full-time
Hybrid
Senior Level, Lead/Staff
$152K/yr - $262K/yr
12+ years expPayPal has been revolutionizing commerce globally for more than 25 years, and they are seeking a highly motivated and experienced transactional lawyer to join their legal team. The role focuses on supporting PayPal’s commercial legal team with agentic commerce initiatives, providing expert legal advice, and managing complex projects that drive business growth and innovation.
E-Commerce PlatformsFinTechMobile PaymentsTransaction Processing
Responsibilities
Lead complex projects of diverse scope, driving legal initiatives that support business growth and innovation
Participate in complex problem resolution, providing expert legal advice on high-stakes issues and disputes
Provide expert legal advice and support, particularly in areas experiencing significant growth such as compliance, data privacy, and litigation support
Ensure compliance with relevant laws and regulations, advising on the implementation of new legal technologies and automation tools
Manage legal risks and safeguard PayPal's legal interests, developing comprehensive risk management frameworks
Represent PayPal in litigation and other legal proceedings, leading case strategies and ensuring effective representation
Draft, review, and negotiate complex commercial agreements with merchants, platforms, and partners, both in the agentic commerce ecosystem (e.g., OMS and product catalog providers, agent platforms, data providers, model/API suppliers) and across PayPal’s broader commercial initiatives
Structure transactions across licensing, data use and sharing, AI safety/usage restrictions, product integrations, go‑to‑market, and strategic partnerships
Provide timely, solution‑oriented advice to business partners on a wide variety of initiatives and issues, including payments, consumer protection, marketing, privacy and data protection, IP, and evolving AI/agent frameworks
Collaborate with other stakeholders, including Sales, Product, Engineering, Risk, Compliance, Privacy, Finance, and Regional Legal to develop deal strategies and resolve issues quickly
Translate strategy into action: set goals, drive execution and results both independently and as part of a team, and contribute to the overall success of the legal department and PayPal
Build and maintain templates, playbooks, fallback positions, and training that simplify and accelerate negotiations
Manage a high‑volume pipeline: exercise strong risk assessment skills to balance risk thoughtfully with business goals and priorities
Lead complex non‑agentic commercial deals across PayPal’s products and services as needed
Improve processes: streamline approvals, clarify roles, and enhance visibility to stakeholders
Establish strong client relationships building trust and effectively translating complex legal concepts and issues into practical goal focused advice for senior business leaders
Model excellent judgment and communication; mentor teammates and influence across functions
Manage outside counsel (as needed) efficiently and effectively, controlling costs and ensuring high-quality legal representation
Qualification
Required
Minimum of 12 years of relevant work experience and a Juris doctorate or equivalent degree
8+ years leading large commercial transactions for sales or similar functions (in‑house and/or law firm)
Hands‑on demonstrated experience supporting technology, fintech, or financial services companies
Demonstrated success drafting and negotiating complex sales, marketing, licensing, and partner agreements with external parties
Proven ability to issue‑spot, propose practical solutions, and drive decisions in a fast‑paced environment
Excellent negotiation, writing, and interpersonal skills; ability to effectively communicate with senior leadership, cross‑functional stakeholders and external partners
Strong organization and project management skills; comfortable juggling multiple, time‑sensitive matters
Preferred
Experience with agentic commerce or adjacent AI technologies (agents, orchestration/automation, model/API integrations)
Payments industry knowledge (e.g., processors, acquirers, networks, wallets, checkout, risk controls, chargebacks, settlement)
Expertise on data rights/usage, privacy, and security terms in commercial agreements
Product counseling for platform integrations and go‑to‑market arrangements, including co‑marketing and channel partnerships
Global deal experience and familiarity with regulatory considerations affecting PayPal's ecosystem
Benefits
Flexible work environment
Employee shares options
Health and life insurance
Annual performance bonus
Equity
Medical, dental, vision, and other benefits
Company
PayPal
PayPal is a financial service company that provides online payment solutions to its users worldwide.
10001+ employees
H1B Sponsorship
PayPal has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (945)
2024 (918)
2023 (775)
2022 (921)
2021 (1051)
2020 (1049)
Funding
Current Stage
Public CompanyTotal Funding
$12.17BKey Investors
Kohlberg Kravis RobertsBlueRun Ventures
2025-11-17Post Ipo Debt· $6.95B
2023-06-07Post Ipo Debt· $5B
2015-07-20IPO
Leadership Team
Simon Bladon
CEO, UK
chaloem khompitoon
President & CEO
Recent News
Crowdfund Insider
2025-12-28
2025-12-24
Company data provided by crunchbase