Join us as we push engineering forward in a world that's changing fast. You'll help us evolve how we build, deploy, and secure software. Embracing new technologies, challenging the status quo, and finding better ways to ship faster without compromising reliability or security

Working closely with our SRE and development teams, you'll help run and improve our production infrastructure, streamline deployments, investigate production issues, and address security risks

You'll also help build the technical controls that support SOC 2 audits and GDPR compliance

Our north star: Become an AI-first engineering team. AI coding agents are a core part of how we build and operate. We use them to write and review Terraform, debug incidents, automate repetitive operational work, and move faster without lowering the bar on quality or security

We're looking for someone who already works this way, or is excited to: someone who knows how to direct an agent well, check its output with a critical eye, and spot where AI can remove toil from our infrastructure and security workflows

You'll also help shape how we use AI safely, including guardrails, access controls, and keeping sensitive data protected

Our environment includes AWS, Kubernetes on EKS, Terraform, Terragrunt, GitHub Actions, Prometheus, Grafana, and CloudWatch. Our applications use Ruby on Rails, Vue.js, and Node.js, with MySQL, PostgreSQL, and Sidekiq supporting the backend

Infrastructure & reliability: Maintain AWS and Kubernetes environments, troubleshoot production issues, and improve availability, performance, and resource usage

Terraform & Terragrunt: Build and maintain infrastructure as code, review plans, manage environment configuration, and address infrastructure drift

Deployments & developer experience: Improve CI/CD pipelines, deployment automation, release checks, and rollback procedures

Monitoring & incidents: Improve monitoring and alerts, join the on-call rotation, and contribute to incident reviews

Application security: Work with developers to assess vulnerabilities,



review security risks, and validate fixes

CI/CD security: Maintain code, dependency, secrets, container, and infrastructure scanning

Cloud security: Strengthen IAM, secrets management, network controls, and Kubernetes security

SOC 2 & GDPR: Support technical controls, audit evidence, and personal data protection

Recovery: Test backups and recovery procedures, maintain runbooks, and support production readiness

Collaboration: Participate in code reviews, document changes, and support application, AI, and data engineering teams

You'll work closely with SRE and application engineers, and support AI and data initiatives where they depend on shared infrastructure

You'll take part in technical discussions and code reviews, share what you learn, and help improve how we operate

Reducing recurring incidents, unnecessary alerts, and repetitive manual work is part of the role. We want reliable systems and sustainable operations for the people supporting them

Benefits

Hybrid Work

Employee Stock Options

Personal Development Budget

Bi-weekly Lunch & Learn

Monthly Team-building Activities

Health & Dental Coverage

Bonus Opportunities

Extended Vacation Days (34 days of vacation annually, with summer Fridays, and more)

Hands-on experience supporting production workloads in AWS

You hold relevant AWS, Kubernetes, Terraform, or security certifications

Experience using logs, metrics, dashboards, and alerts to investigate production problems

Worked with MySQL, PostgreSQL, Redis or Valkey, and Sidekiq

Experience with GitHub Actions, Argo CD, Helm, Karpenter, or KEDA

Familiarity with IAM, least privilege, secrets management,



and encryption

Understanding of common web application risks, including broken access control, injection, authentication weaknesses, and sensitive data exposure A solid understanding of Linux, networking, DNS, HTTP, and TLS

Familiar with securing AI integrations, agent workloads, or MCP services

Supported services across multiple AWS regions

Built useful monitoring with Prometheus, Grafana, or CloudWatch

We're excited to work with someone who's curious about what's next, passionate about continuous improvement, and motivated to turn recent ideas into real engineering progress

We value people who ask questions, explain their reasoning, and leave systems easier for others to understand

Clear communication skills and good judgment about when to work independently, request a review, or escalation

Experience with Docker and Kubernetes, including troubleshooting deployments, services, health checks, and resource limits

Helped remediate penetration-test findings or contributed technical evidence to a SOC 2 audit

Ability to write automation in Python, Bash, Ruby, JavaScript, or another suitable language

Experience writing and maintaining Terraform modules and Terragrunt configuration, including reviewing plans and working with remote state

Experience at a start up or scale up

Working knowledge of SOC 2 controls and GDPR principles relevant to engineering, including access restrictions, data minimization, retention, and deletion

Around 3-5 years of experience in SRE, DevOps, platform engineering, cloud operations, or a related engineering role. Equivalent practical experience is welcome

Practical application security experience through vulnerability remediation, secure code review, threat modelling, or security tooling

Experience with Git, pull requests, CI/CD pipelines, and deployment workflows

Participated in backup restoration or disaster recovery exercises

Supported Ruby on Rails or Node.js applications in production

📌 Site Reliability Engineer - Application Security (Winnipeg)
🏢 ContactMonkey
📍 Winnipeg