Enterprise Seller Onboarding (ESO) Technical 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 wouldnt 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 weve 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. Were building a significant meaningful and lasting business and we are helping sellers worldwide do the same.

The Role

The Enterprise Seller Onboarding team partners directly with Squares largest and most complex sellers to ensure they fully realize the value of Squares products and services. As an Enterprise Seller Onboarding (ESO) Technical Project Manager you will lead the technical onboarding and activation of new enterprise and strategic 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 Squares professional services offerings. You will work cross-functionally with Sales Account Management Product Engineering and Customer Success to design and implement complex Square deployments. Youll have a strong ability to discuss API/SDK product capabilities and the technical background to evaluate and discuss third party partner integrations. This role is pivotal to Squares upmarket growth strategy and to shaping the enterprise seller experience from initial solution design through activation.

A successful ESO Project Manager will:

1. Deliver a remarkable onboarding and training experience that drives adoption and long-term seller success.
2. Partner with Account Executives and Account Managers during pre-sale and onboarding to scope projects validate proposed solutions and support professional services positioning.
3. Serve as a bridge between enterprise sellers and Product teams ensuring seller needs meaningfully inform Squares product roadmap.
4. Function as the technical liaison between sellers their technical teams and functions and internal technical stakeholders like Solutions Engineering Partner Engineering Product Engineering etc.

You Will

• Engage with sellers pre-sale to support discovery scoping planning and solution validation.
• Advise on and document Squares 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 Squares 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 Squares 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.

You Have

• 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.

Were working to build a more inclusive economy where our customers have equal access to opportunity and we strive to live by these same values in building our workplace. Block is an equal opportunity employer evaluating all employees and job applicants without regard to identity or any legally protected class. We will consider qualified applicants with arrest or conviction records for employment in accordance with state and local laws and fair chance ordinances. 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.Want to learn more about what were doing to build a workplace that is fair and square Check out ourID page.

While there is no specific deadline to apply for this role U.S. roles are typically open for an average of 55 days before being filled by a successful candidate. Please refer to the date listed at the top of this job page for when this role was first posted.