Engineering Manager, Retail

  • Toronto, ON, Canada
  • Employees can work remotely
  • Full-time
  • Current Square Employee?: Apply via go/jobs with your Square email.

Company Description

From the cozy local wine store to the trendy sneaker pop-up, the Retail team at Square is finding new ways to equip retail sellers and their staff with the tools they need to succeed. Our team focuses on helping smaller retailers meet their customers wherever they are: be that in-store, online, or on social/messaging platforms. We’re addressing the desire for clean and minimalist store counters with intuitive yet sophisticated iOS, Android, and Web-based software that integrates seamlessly with our sleek hardware, all backed by highly reliable services.

Job Description

As an Engineering Manager on Retail, you'd lead a full-stack team responsible for helping our sellers manage and fulfill orders from any channel, whether in store or online. You'll work cross functionally with Product and Design to build features that present elegant UI for complex problems, saving sellers time and reducing anxiety as they strive to succeed in today’s pandemic-accelerated shift to omni-channel selling.

You will: 

  • Lead your team in creating beautiful, unique products which allow retail sellers to manage increasingly complex business operations

  • Oversee the success of your team's product commitments

  • Build systems, services, and product features across multiple platforms that have immediate impact for retail 

  • Use your technical expertise to coach and guide your team, and to maintain a high bar

  • Work collaboratively with experienced designers, product managers, and engineers; both on our team and with our friends on other teams

  • Report into a Director of Engineering and engage in product discussions with leaders across the company


You have:

  • Experience leading, managing, and building a team of accomplished software engineers

  • A passion for mentoring engineers and teaching colleagues

  • Empathy for the challenges of retail sellers, and for your colleagues at Square 

  • Eagerness to share your ideas, and openness to those of others 

  • Demonstrated collaboration with co-workers on other teams and in other locations

  • Bachelor’s degree in Computer Science (or an equivalent degree), and 8 or more years of professional software development experience.

Technologies we use and teach:

  • Java, PHP, Ruby, Go
  • Javascript, Ember.js, VueJS
  • Guice, Guava, Protocol Buffers, gRPC, jOOQ, Rails, Laravel
  • MySQL, Redis, Kafka, Elasticsearch, PostgreSQL, Cassandra, Memcached

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) 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.

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