Enterprise Seller Onboarding (ESO) Technical Project Manager

Block is a technology company that builds integrated solutions for sellers. The Enterprise Seller Onboarding (ESO) Technical Project Manager will lead the technical onboarding and activation of new enterprise and strategic merchants, ensuring a seamless onboarding experience while collaborating with various internal teams.

Responsibilities:

• Deliver a remarkable onboarding and training experience that drives adoption and long-term seller success
• Partner with Account Executives and Account Managers during pre-sale and onboarding to scope projects, validate proposed solutions, and support professional services positioning
• Serve as a bridge between enterprise sellers and Product teams, ensuring seller needs meaningfully inform Square’s product roadmap
• Function as the technical liaison between sellers, their technical teams and functions, and internal technical stakeholders like Solutions Engineering, Partner Engineering, Product, Engineering, etc
• Engage with sellers pre-sale to support discovery, scoping, planning, and solution validation
• Advise on and document Square’s first-party product capabilities (including the Square developer platform and its public APIs) and limitations to ensure clear, accurate expectations are set with prospective sellers
• Own and manage multiple complex onboarding projects concurrently, balancing competing priorities, timelines, and resource constraints
• Build strong cross-functional partnerships with Sales & Account Management, Customer Success, Solutions Engineering, Partner Engineering, Product, Marketing, and Engineering teams
• Collaborate effectively with technical partners and clearly communicate technical requirements to both technical and non-technical stakeholders
• Evaluate third-party partner integrations (POS peripherals, ERP systems, loyalty platforms, eCommerce, etc.) for compatibility and feasibility with Square's platform
• Proactively identify and manage risk throughout the onboarding lifecycle, ensuring consistent stakeholder communication and successful outcomes
• Support data entry and data migration activities as part of the onboarding process for select sellers
• Maintain deep expertise in Square’s first-party products and developer platform and ecosystem, providing guidance on technical and product capabilities to optimize the seller experience
• Act as a liaison between enterprise sellers and Product teams, translating complex requirements into actionable feature requests and roadmap input
• Triage and drive resolution of technical issues during onboarding, partnering with internal stakeholders to unblock sellers
• Demonstrate professionalism, collaboration, and strong executive presence while working under deadlines with internal and external stakeholders

Requirements:

• 6+ years of experience in a customer-facing role and 4+ years of experience in project management, implementation, or onboarding roles
• Experience working with RESTful APIs, webhooks, OAuth, and/or SDK integrations in a professional capacity
• Ability to understand and reason about system architectures, third-party integrations, and multi-system data flows
• Ability to understand developer documentation, API references, and technical project tracking tools
• Proven ability to manage multiple complex projects simultaneously across competing priorities, timelines, and resources
• Strong ability to distill complex enterprise requirements into tailored solutions and communicate technical concepts clearly and concisely
• Working knowledge of project management methodologies, tools, and best practices
• Experience in the POS, payments, or broader technology industry