Zipline - Senior DevOps Engineer

About Zipline

Zipline is a well-funded, rapidly growing SaaS company transforming how frontline teams work. We empower the world’s leading brands across retail, healthcare, logistics, and beyond to connect, align, and inspire their employees- from headquarters to the front lines. Our customers consistently give us best-in-class NPS and CSAT scores, and they rave about how Zipline makes their teams’ lives easier and their businesses more effective. We’re also a fully remote company, with passionate employees across the U.S., Canada, and around the globe.

About Zipline’s Platform Team

The Zipline Platform Team enables Zipline to innovate quickly and safely by ensuring our platform is reliable, secure, observable, and scalable. We build and maintain the foundational infrastructure, tooling, and operational practices that empower our product engineering teams to ship with confidence.

Our mission is to continuously improve production excellence and developer experience through automation, strong observability, resilient infrastructure, and thoughtful operational practices. We partner closely with engineering teams to reduce toil, manage risk, and ensure Zipline’s systems perform reliably at scale.

About the Role

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.

What You’ll Do

• 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

What We Look For

• 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

Technologies You'll Work With

• AWS, Terraform, Kubernetes, Docker

• Google Cloud (Datastream, Vertex, BigQuery)

• GitHub, CircleCI

• Ruby on Rails (in partnership with product teams)

• Postgres, Redis, Elasticsearch

• Datadog, Sentry

• Slack, JIRA, Google Drive

Compensation
At Zipline, we're committed to paying our team fairly, transparently, and in a way that supports growth. This role is targeting an annual salary within Canada of $122,688 CAD to $149,952 CAD.

The broad salary ranges reflect the growth someone will experience in the role—from developing skills to reaching expertise within their career level. We've found that hiring team members with the expectation of being accomplished in the role sets them up for success, which for this position on the Canadian band is $122,688 CAD. Salaries below this point typically reflect someone with potential but still building the necessary skills, while salaries above are for individuals already excelling in the role, with a deep understanding of Zipline's impact on customers, product, and company.

At Zipline, you'll continue to have career development conversations with your manager to ensure your compensation grows as you advance.

Our salary ranges are determined by market, factoring in our revenue and employee size and paying competitively. In higher cost of living markets, we apply 5-10% multipliers on our ranges, depending on the location, to maintain competitive compensation and reflective of the increased expenses our team members face in those areas. While we primarily hire in Canada and the USA, we are a global employer, and all hiring regions will use the same methodology to determine fair and transparent pay.

Transparency is key to building trust in our compensation process. To better understand how this range is determined, we encourage you to ask as many questions as you'd like about compensation during the interview process to ensure clarity and confidence.


What's In It For You

• 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.

Want to learn more about how we work?

We may be remote, but we're anything but disconnected. Zipline is a thriving, dynamic team spread across the globe—collaborating, innovating, and having a blast along the way.

Zipliners work from all over—vans, boats, Airbnbs, and everything in between. No office? No problem. Our culture still feels like one big hug.

Even though we're distributed, we make space to connect—whether it's our weekly all-company social or gathering in person at our yearly retreats. We're building something meaningful together, and we're glad you're considering being a part of it.

We can't wait to meet you!

How We Hire
We use AI tools to support our recruitment process, including helping us organize applications and identify early matches based on role criteria. That said, every rejection decision is made by a human. We encourage candidates to apply authentically and avoid relying solely on AI-generated responses, especially during interviews.

This opportunity is offered through HighlightTA, the on-demand talent team supporting Zipline’s growth.

Connect with us and learn more:

Zipline on Linkedin
HighlightTA on LinkedIn