Onboarding Project Manager

This job is brought to you by Jobs/Redefined, the UK's leading over‑50s age inclusive jobs board. Since we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square. After enabling anyone to take payments and never miss a sale, we saw sellers stymied by disparate, outmoded products and tools that wouldn’t work together. So we expanded into software and started building integrated, omnichannel solutions—to help sellers sell online, manage inventory, offer buy‑now, pay‑later functionality, book appointments, engage loyal buyers, and hire and pay staff. Across it all, we’ve embedded financial services tools at the point of sale, so merchants can access a business loan and manage their cash flow in one place. Today, we are a partner to sellers of all sizes—from large, enterprise‑scale businesses with complex operations to those just starting and to merchants who began selling with Square and have grown larger over time.

The Global Seller Onboarding (GSO) team partners directly with Square’s largest and most complex sellers to ensure they fully realise the value of Square’s products and services. As an Implementation Project Manager, you will lead the technical onboarding and activation of new merchants, delivering a seamless, scalable, and high‑quality onboarding experience. In this role, you will engage pre‑sale to support discovery, solution validation, and the positioning of Square’s professional services offerings. You will work cross‑functionally with Sales, Account Management, Product, Engineering, and Customer Success to design and implement complex Square deployments. This role is pivotal to Square’s upmarket growth strategy and to shaping the enterprise seller experience from initial solution design through activation.

You Will:

• Engage with sellers pre‑sale to support discovery, scoping, planning, and solution validation.
• Advise on and document Square’s product capabilities 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, Product, Marketing, and Engineering teams.
• Collaborate effectively with technical partners and clearly communicate technical requirements to both technical and non‑technical stakeholders.
• 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 platform and ecosystem, providing guidance on technical and product capabilities to optimise the seller experience.
• Act as a liaison between sellers and Product teams, translating complex requirements into actionable feature requests and roadmap input.
• Demonstrate professionalism, collaboration, and strong executive presence while working under deadlines with internal and external stakeholders.
• Mentor and support junior team members and contribute to team enablement.
• Identify process gaps and drive improvements by leveraging scalable AI‑powered automation.

Please note that travel will be required for up to 10% for client meetings, hardware installations, and other internal events. Reliable transportation must be provided on your own. Travel is eligible for the Block's reimbursement travel policy.

You Have:

• 6+ years of experience in a customer‑facing role, including 4+ years of experience in project management, implementation, or onboarding.
• Proven ability to manage multiple complex projects simultaneously across competing priorities, timelines, and resources.
• Strong ability to distill complex 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.

Even Better:

• Working knowledge of RESTful API, including understanding API documentation and integration concepts.
• Spanish or French (Proficient).

Block is a proud equal opportunity employer. We work hard to evaluate all employees and job applicants consistently, based solely on the core competencies required of the role at hand, and without regard to any legally protected class. We believe in being fair, and are committed to an inclusive interview experience, including providing reasonable accommodations to disabled applicants throughout the recruitment process. We encourage applicants to share any needed accommodations with their recruiter, who will treat these requests as confidentially as possible.