Senior DevOps Engineer

Wonolo

2d • Remote

About The Position

We are looking for an experienced Senior DevOps Engineer to join our team. In
this role, you will help define and evolve the infrastructure architecture,
operational standards, and engineering best practices that support our
development teams. This role will have a broad impact across infrastructure,
automation, CI/CD, observability, and developer enablement.

You will work closely with engineers across the organization to improve system
reliability, scalability, and efficiency, while helping build a strong
foundation for sustainable growth. The ideal candidate is a collaborative,
self-driven problem solver who is comfortable leading technical initiatives,
proposing pragmatic improvements, and implementing solutions with a high degree
of ownership.

You will work extensively with technologies such as Nomad, Kubernetes,
Buildkite, Terraform, Ansible, and Datadog to build and operate resilient,
scalable, and well-observed systems.

We welcome qualified candidates located anywhere in Canada #LI-Remote.

Requirements

• Extensive hands-on experience with AWS
• Experience with Terraform and Ansible
• Programming or scripting experience in Python or Ruby and Bash
• Experience with CI/CD systems such as Buildkite, CircleCI, Jenkins, or similar
• Strong knowledge of Docker and container-based systems
• Experience with Kubernetes required; experience with Nomad is a strong plus
• Strong Linux fundamentals and comfort with shell scripting
• Familiarity with Datadog or similar monitoring and observability platforms
• Strong troubleshooting and systems thinking skills
• A strong preference for automation, standardization, and repeatable processes over manual workarounds
• A collaborative mindset and the ability to work independently with a high degree of ownership

Nice To Haves

• Background in platform engineering or developer enablement
• Familiarity with Temporal or similar orchestration and workflow frameworks
• Hands-on work with PostgreSQL administration, operations, or performance management
• Exposure to AI observability, monitoring, or operational support for AI-driven systems

Responsibilities

• Own the design and execution of projects that strengthen infrastructure, scalability, reliability, and operational maturity across the organization
• Establish and drive infrastructure standards, architecture decisions, and engineering best practices across teams
• Build and operate the automation that powers provisioning, configuration management, deployments, and core platform workflows
• Lead improvements across CI/CD, observability, and developer enablement to increase engineering velocity and system confidence
• Take ownership of complex infrastructure and production issues, driving both immediate resolution and sustainable long-term fixes

Benefits

• The opportunity for growth in a mission-driven and well-funded start-up
• Meaningful equity
• We pay 100% of the medical/dental/vision insurance premiums for you
• Generous parental leave plan
• Cell phone reimbursement and company laptop
• Retirement plans as well as life and disability insurance
• Access to no-cost on-demand mental health support, including counselling, mindfulness and meditation, and wellbeing courses
• We encourage a healthy work-life balance and offer flexible schedules, an open vacation policy, and the ability to work from anywhere in Canada (no more commutes!)
• Team outings, happy hours, company off-sites, and more!

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed
• Number of Employees: 101-250 employees