Jacob Williamson

Lead Product Manager - Agentic Commerce

PayPal · Austin, TX

Feb 2025 – Present

1. Led PayPal’s AI-powered Drop-In Chat SDK from PRD through launch, driving 2% increase in TPV in first 3 months, and 6.5% rise in converted purchases through agentic checkout. 2. Scaled Agentic Commerce integrations across BigCommerce, Wix, Adobe, Shopify, and Salesforce, reaching 5K+ merchants, and increasing AI adoption across their merchants. 3. Directed partnership between PayPal x Rocket.new delivery through ideation, design, testing, go-live, and iteration. 4. Owned interim strategy for the MCP Server and Agentic Toolkit, guiding overall strategy and launching new tools like order functionality and reporting insights, which can be seen here https://docs.paypal.ai/developer/tools/ai/agent-tools-ref 5. Launched paypal.ai, both a production AI platform and developer acquisition surface, integrating marketing, docs, and agentic commerce workflows to drive measurable developer activation and increased docs traffic by 15%.

Product Manager

BrainCheck · Austin, TX

Jan 2021 – Oct 2024

1. As the sole Product Manager, led a 12-member engineering team along with design, clinical development, and customer success. Transformed a legacy sports medicine app for high schools into a comprehensive clinical product adopted by major U.S. hospital systems. 2. Conducted extensive user interviews with doctors, administrators, nurses, and other stakeholders to identify and address customer needs. 3. Rebuilt the platform on a new orders paradigm, designed for hospitals with HL7/FHIR standards to streamline and generalize the integration process. 4. Enabled direct integrations within hospitals, resulting in a 30% increase in consistent customers through AthenaHealth alone. 5. Leveraging the new platform, rehauled the client-facing product as an Elixir web app. 6. Integrated customer feedback and significantly optimized performance to support lower-end devices. 7. Reduced development time for new feature roll-outs by ~85%. Features that took quarters now took weeks.

Product Manager

Ocrolus · Manhattan, NY

May 2019 – May 2020

1. Managed the Customer Portal and the Manual Validation Tooling for the product. 2. Enhanced the Customer Portal by advocating for self-help documentation, addressing common user pain points, and implementing features that streamlined uploading and processing results, reducing our customer request backlog by 87% over two quarters. 3. Overhauled the validation tooling front end (guided by A/B testing), increasing tasks per minute by 76%, directly impacting the bottom line. 4. Defined roadmaps, prioritized the backlog, and followed structured processes to meet customer needs and business goals. 5. Collaborated consistently with engineering, customer success, and executive leadership to ensure deadlines were me

Product Owner

Citi Fintech · Manhattan, NY

May 2017 – May 2019

1. Managed the developer portal for partners integrating with Citi APIs. 2. Reduced technical integration inquiries by 43% by implementing a developer sandbox and supplementary support materials. 3. Developed and presented Open Banking roadmaps for 2019, outlining key features and goals. 4. Conducted market research, including interviews, hackathons, and competitor analysis on financial developer portals. 5. Served as a subject matter expert (SME) on the Open Banking Developer Portal, providing solutions for internal colleagues, engineers, designers, senior leadership, and external partners interested in joining the Citi Bank ecosystem