Engineer Manager, Observability

  • San Francisco, CA
  • Employees can work remotely
  • Full-time
  • Position open to remote: Yes

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 take credit cards. Square made credit card payments possible for all by turning a mobile phone into a credit card reader. Since then Square has been building an entire business toolkit of both hardware and software products including Square Capital, Square Terminal, Square Payroll, 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

The Observability Team is a high-visibility foundational engineering team that builds the tools that Square engineers leverage to understand the behaviors and performance of services, data stores and application platforms. We decide on the technical direction to build the future for observability capabilities at Square. We scale the systems and platforms that handle terabytes of data daily, as well as the developer experience around this ecosystem of telemetry, logs and other data. Engineers on our team feel at home working in and around multiple languages and have empathy for the need for high-quality information to make technical and product decisions. You'll work with teams across Square to eliminate points of friction and build solutions that allow our engineers to move faster.

You will: 

  • Initially guide a foundational team of engineers while still performing technical responsibilities (ie. deploys, triaging, code reviews) in a more limited capacity.
  • Grow the team by hiring qualified candidates, coaching and developing engineers, and using your technical and managerial expertise.
  • Set the vision for your space and manage all expectations and deliverables.
  • Partner closely with strategic vendors and teams across Square to make technical, design, strategy and product decisions.


You have:

  • 2+ years of experience managing, recruiting, and retaining strong engineering talent and growing effective teams.
  • Experience handling complex technical concepts, leading and working with remote teams to make decisions that allow them to move forward, and communicating those decisions upward.
  • Interest in working across multiple technical domains, including back-end microservices and both internal and external-facing tools.

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.


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
  • Paid time off
  • Learning and Development resources