Zipline - Senior DevOps Engineer

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CA$122,688 - CA$149,952Remote

About The Position

As a Senior DevOps Engineer, you will play a hands-on role in operating and improving Zipline’s cloud infrastructure, CI/CD systems, and production reliability. You will own well defined infrastructure and reliability responsibilities end-to-end, while collaborating closely with application engineers to embed DevOps and SRE best practices throughout the development lifecycle. This role blends cloud operations, infrastructure development, and reliability engineering, with meaningful on-call ownership and clear opportunities to grow into deeper system ownership over time.

Requirements

  • Production experience operating and supporting cloud-based systems
  • Proficiency with at least one programming or scripting language (Ruby preferred; TypeScript/JavaScript a plus)
  • Experience working with a major cloud provider (AWS preferred)
  • Hands-on experience with Infrastructure as Code tools (Terraform, Pulumi, or similar)
  • Familiarity with CI/CD systems (CircleCI, GitHub Actions, GitLab CI, Jenkins, etc.)
  • Experience with containerization and orchestration (Docker, Kubernetes, ECS)
  • Working knowledge of observability practices and tools (Datadog, Sentry, Prometheus, etc.)
  • Strong communication skills and a collaborative, service-oriented mindset
  • Comfort working as a remote contributor—managing time, communicating clearly, and delivering reliably
  • Pride in building systems and tooling that are maintainable, well-documented, and easy for others to use

Responsibilities

  • Partner with product and platform engineering teams to improve system reliability, scalability, and developer experience
  • Build, maintain, and evolve CI/CD pipelines to support safe, fast, and reliable deployments
  • Improve observability through better monitoring, alerting, logging, and telemetry
  • Implement and maintain Infrastructure as Code (Terraform) to manage cloud resources safely and reproducibly
  • Operate and scale containerized workloads (Kubernetes, Docker)
  • Support and evolve Zipline's AWS-based cloud infrastructure (experience with GCP or Azure is a plus)
  • Assist our Data team in codifying and maintaining our data warehouse and ML infrastructure on GCP.
  • Participate in an on-call rotation, responding to and resolving production incident
  • Contribute to incident follow-ups and postmortems by helping implement durable fixes and reducing operational toil
  • Collaborate with Rails-focused product teams to improve reliability, performance, and deployment workflows

Benefits

  • Remote-first culture: Join a high performing, fully remote team and work where you're comfortable
  • Stock Options: Get meaningful ownership in a fast-growing, venture-backed company shaping the future of retail.
  • Time off: We believe rest fuels great work. Our flexible time-off policy gives you the freedom to take the breaks you need, when you need them—whether it's a long weekend or a well-deserved vacation. We'll also give you a monthly coffee-shop stipend to switch up your workspace and get inspired outside the office. And when you've been with us for five years? You'll earn a fully paid one-month sabbatical to truly unplug and reflect—we call it a thank-you for your impact and dedication.
  • Benefits: World-class medical, dental, and vision policies.
  • Team Connection: Annual company off-sites in fun locations. We've done New York, Costa Rica, Whistler, Palm Springs, San Diego, and Mexico City.
  • Volunteering: Every quarter, Zipliners get a paid day off to volunteer for a nonprofit of their choice.
  • Learning: We support continuous learning and provide unlimited access to our Udemy Business account
  • Great humans, great work: Work with kind, collaborative teammates who care about doing meaningful work and making a real impact. We value diversity of all kinds and are committed to building a diverse and inclusive workplace where we learn from each other. We are an equal opportunity employer and welcome people of all different backgrounds, experiences, abilities, and perspectives.
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