Technical Project Manager - Strategic Implementation

  • Full-time

Company Description

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 through Afterpay, 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.

Job Description


Technical Project Managers leverage strong technical project management skills, industry knowledge, and leadership experience to manage  cross-functional projects dedicated to ensuring the successful onboarding of Square’s largest and most complex customers. This role will be responsible for working with sellers throughout the discovery and onboarding journey to ensure sellers are optimally scoped, educated, setup and trained to leverage the potential of Square’s platform.

You Will:

  • Assist in the scoping, planning, and execution of implementations involving complex system integrations; advise on limitations and capabilities to ensure a complete picture/vision is delivered to prospective sellers
  • Have a deep understanding of Square’s Platform and Products and how they interact with merchant-facing APIs
  • Create and manage multiple complex projects across many merchants at once, often with competing timelines and requiring resource prioritization.
  • Develop relationships with teams within Sales & Account Management and our closest stakeholders within Customer Support, Automation, and Product.
  • Be able to work with technical partners and explain technical requirements.
  • Identify and address potential obstacles during the onboarding process, manage stakeholder communication accordingly, and create strategies for driving success. 
  • Perform data entry and migration functions as part of the on-boarding process for select sellers.
  • Strategically optimize all aspects of the ERP seller on-boarding process through the routine evaluation of standard procedures, internal tools, training resources, partner relationships, and product developments. 
  • Identify and present themes in seller feedback and industry trends to Solutions Engineers, PMs, GMs, and executives on a regular quarterly cadence. 



  • BA/BS degree
  • 3+ years of experience in a project or program management role at a technology company; ideally with 5+ years in a customer-facing role.
  • Ability to drive and manage multiple cross-functional initiatives simultaneously; strong time management, written & verbal communication skills.
  • Ability to share vision and implementation strategies with C-level executives.
  • Capacity to distill complex enterprise requirements, craft tailored solutions, and explain detailed technical solutions and strategies in an easily digestible fashion. 
  • Familiarity with accounts receivable, order-to-cash and inventory management processes used by Square’s Merchants
  • Experience working  with ERP systems  (e.g. Microsoft Dynamics 365 Business Central, NetSuite, SAP Business One, SAP ECC, SAP S4/HANA) in a prior role is a plus
  • Experience in the POS, Payments or Tech industries is a plus

Additional Information

We’re 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 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. Want to learn more about what we’re doing to build a workplace that is fair and square? Check out our I+D page.


We want you to be well and thrive. Our global benefits package includes:

  • Healthcare coverage
  • Retirement Plans
  • Employee Stock Purchase Program
  • Wellness perks
  • Paid parental leave
  • Paid time off
  • Learning and Development resources

Block, Inc. (NYSE: SQ) is a global technology company with a focus on financial services. Made up of Square, Cash App, Spiral, TIDAL, and TBD, we build tools to help more people access the economy. Square helps sellers run and grow their businesses with its integrated ecosystem of commerce solutions, business software, and banking services. With Cash App, anyone can easily send, spend, or invest their money in stocks or Bitcoin. Spiral (formerly Square Crypto) builds and funds free, open-source Bitcoin projects. Artists use TIDAL to help them succeed as entrepreneurs and connect more deeply with fans. TBD is building an open developer platform to make it easier to access Bitcoin and other blockchain technologies without having to go through an institution.

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