Senior DevOps Engineer – Software Deployment & Infrastructure Automation

The position::

As Trigo rapidly scales from a handful of pilot stores to dozens of deployments each week, we’re looking for a DevOps engineer to take the lead on one of the most critical technical challenges in our business: how we deploy software at scale.

Today, deploying our core system into each store is a complex, multi-stage process. Tomorrow, it needs to be seamless, automated, and capable of onboarding dozens of stores per week—without sacrificing versatility and quality

This role isn’t just about CI/CD or scripting. It’s about refining the automation infrastructure that enables repeatable, self-service deployments across hundreds of live, mission-critical environments. You’ll sit at the heart of our Ops Technology team, working at the intersection of system engineering and in-store execution, and serving as the technical backbone for deployment scale.

You'll help shape and evolve our DevOps toolset—working hands-on with cutting-edge technologies to streamline deployments, boost reliability, and scale our platform with speed and confidence. For the right person, this role is a stepping stone toward technical leadership in one of Trigo’s most strategic teams.

• Design and build the software deployment framework that powers Trigo’s in-store systems at scale
• Lead remote deployments using Octopus Deploy, driving repeatability and automation
• Set up and manage Kubernetes clusters for scalable microservices in diverse environments
• Deploy and monitor services with a focus on resilience, observability, and recovery
• Troubleshoot complex issues across CI/CD, environments, services, and infrastructure
• Collaborate with System Engineering and SRE peers to ensure smooth end-to-end deployment flows
• Continuously evolve our CI/CD pipelines, deployment logic, and infrastructure-as-code practices
• Build tooling, templates, and documentation to enable fast, low-touch deployments by others
• Serve as a technical leader and force multiplier within the Ops Tech team

• 3+ years in DevOps, Infrastructure, or SRE roles with deep end-to-end ownership
• Solid background in Kubernetes, container orchestration, and microservices
• Experience deploying and supporting systems in live production environments
• Strong CI/CD skills with tools like GitHub Actions, GitLab CI, or Jenkins
• Scripting proficiency in Bash, PowerShell, or Python
• Familiarity with monitoring, alerting, and diagnostics (Prometheus, Grafana, etc.)
• Experience with infrastructure-as-code tools like Terraform, Helm, etc.
• Excellent troubleshooting skills and a bias toward automation and scale
• Strong communication and the ability to work cross-functionally and independently

• Experience with Azure and GCP
• Understanding of K8s networking, service meshes, ingress controllers
• Passion for enabling others—through tools, documentation, or mentorship
• Proven ability to drive change in fast-moving, operationally complex environments
• Expertise with Octopus Deploy and experience deploying software remotely

• You’ll lead the way in building Trigo’s software deployment engine—one of the company’s biggest scale levers
• You’ll touch everything: infrastructure, CI/CD, in-store rollout, automation tooling, and operational strategy
• You’ll shape the team: This role is a foundation for future technical leadership in Ops Tech
• You’ll have impact at scale: Every system you improve will directly affect dozens of stores launched each week
• You’ll grow fast: Work alongside senior product and R&D leadership to define the future of tech deployment in retail