Site Reliability Engineer (Application Security) at CONTACTMONKEY — NeverHard
Site Reliability Engineer (Application Security) at CONTACTMONKEY in Toronto, Ontario. Skills: AI, AWS, CI/CD, CloudWatch, EKS. Apply on NeverHard.
Company
CONTACTMONKEY
Location
Toronto, Ontario
Type
full_time
Remote: Yes
Required skills:
AI
AWS
CI/CD
CloudWatch
EKS
GitHub Actions
Grafana
Infrastructure as Code
Kubernetes
MySQL
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 new 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
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