Hey there We're ContactMonkey

Our mission is to power measurable employee engagement worldwide, and we're looking for an Intermediate Site Reliability Engineer to join our Engineering team.

About the job We’re looking for someone who enjoys running production systems, understands how applications work, and brings practical application security experience. You’ll work closely with our SRE and development teams to maintain our infrastructure, improve deployments, investigate production issues, and address security risks. You’ll also contribute to 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 setting 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. You’ll take ownership of defined projects and operational improvements, with senior engineers available for guidance and review. There’s room to develop deeper expertise in reliability, infrastructure automation, application security,



and AI-assisted operations.

Your impact

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.

About you

Around 3–5 years of experience in SRE, DevOps, platform engineering, cloud operations, or a related engineering role.



Equivalent practical experience is welcome.

Hands-on experience supporting production workloads in AWS.

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

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

A solid understanding of Linux, networking, DNS, HTTP, and TLS.

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

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

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

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

Understanding of common web application risks, including broken access control, injection, authentication weaknesses, and sensitive data exposure.

Familiarity with IAM, least privilege, secrets management, and encryption.

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

Clear communication skills and good judgment about when to work independently, request a review, or elevate an issue.

How you can stand out

Supported Ruby on Rails or Node.js applications in production

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

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

Built useful monitoring with Prometheus, Grafana, or CloudWatch

Supported servi

📌 Intermediate Site Reliability Engineer ContactMonkey · Toronto · Site Reliability CA$130,000–CA$150,
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📍 Toronto