Head of Community Engineering (Server)

  • San Francisco, CA, USA
  • Employees can work remotely
  • Full-time
  • Alternate Location: Toronto, Canada

Company Description

Square builds common business tools in unconventional ways so more people can start, run, and grow their businesses. When Square started, it was difficult and expensive (or just plain impossible) for some businesses to accept card payments. Square made taking card payments possible for all by turning a mobile phone into a card reader. Since then Square has been building an entire business toolkit of both hardware and software products including Square Terminal Square Online Store, Square for Restaurants, and more. We’re working to find new and better ways to help businesses succeed on their own terms—and we’re looking for people like you to help shape tomorrow at Square.

Job Description

Cash App started as a peer-to-peer payments product, which was our first ever product offering that allowed customers to send and receive money from each other. This was a start to a strong foundation of building a community where customers can come together to interact financially. This sense of community has served our customers well and as the number of financial services have grown within Cash App, we are looking to go back to our roots of building a portfolio of social products within this community.

We are looking for a seasoned Organizational Leader with a deep interest and passion for building social products i.e. products that connect customers financially or otherwise. The leader will work alongside other senior leaders across multiple disciplines to expand our community product offerings beyond peer-to-peer payments.

The leader will have a history of building successful products, organizations, and high performing engineering teams. As the Head of Community Engineering, you will be responsible for leading and growing the Engineering organization responsible for all of Cash App’s community products and will report directly to the Head of Engineering - Product.

You will:

  • Work alongside Design, Mobile, and Product counterparts to build and execute on a roadmap and strategy that establishes Cash App as a leader for consumer-facing Community services

  • Build an outstanding organization by hiring exceptional people and fostering a culture of ownership, inclusiveness, accountability, and urgency

  • Lead structure and process changes to ensure teams scale effectively with minimal overhead

  • Collaborate with engineering managers, product managers, and stakeholders to align on OKRs and execution milestones

  • Champion technical excellence and ensure quality as the number of products grow


You have:

  • 15+ years of experience working in the tech industry

  • Embedded yourself in the community ecosystems and are a thought leader in the evolution of consumer-facing social products

  • Led multiple teams and managers within a high-growth organization

  • Delivered products used by millions of people

  • Familiarity with the unique challenges that accompany social products

  • Experience building and maintaining a culture of technical excellence, meritocracy, and accountability across large teams

  • Experience leading organizations across multiple time zones and countries

Additional Information

At Square, we value diversity and always treat all employees and job applicants based on merit, qualifications, competence, and talent. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. We will consider for employment qualified applicants with criminal histories in a manner consistent with the requirements of the San Francisco Fair Chance Ordinance. Applicants in need of special assistance or accommodation during the interview process or in accessing our website may contact us by sending an email to assistance(at)squareup.com. We will treat your request as confidentially as possible. In your email, please include your name and preferred method of contact, and we will respond as soon as possible.


At Square, 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
  • Flexible time off
  • Learning and Development resources

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. Square is a proud equal opportunity employer. We work hard to evaluate all employees and job applicants consistently, without regard to race, color, religion, gender, national origin, age, disability, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other 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

Additionally, we consider qualified applicants with criminal histories for employment on our team, and always assess candidates on an individualized basis.

Square, Inc. (NYSE: SQ) builds tools to empower businesses and individuals to participate in the economy. Sellers use Square to reach buyers online and in person, manage their business, and access financing. Individuals use Cash App to spend, send, store, and invest money. And TIDAL is a global music and entertainment platform that expands Square's purpose of economic empowerment to artists. Square, Inc. has offices in the United States, Canada, Japan, Australia, Ireland, Spain, Norway, and the UK.

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