Onboarding Project Manager

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. Afterpay furthers our goal to provide omnichannel tools that unlock meaningful value and growth, enabling sellers to capture the next generation shopper, increase order sizes, and compete at a larger scale. Today, we are a partner to sellers of all sizes – large, enterprise‑scale businesses with complex operations, sellers just starting, as well as merchants who began selling with Square and have grown larger over time. As our sellers grow, so do our solutions. There is a massive opportunity in front of us. We’re building a significant, meaningful, and lasting business, and we are helping sellers worldwide do the same.

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.