Site Reliability Engineer - Application Security

Site Reliability Engineer - Application SecurityToronto
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. 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.
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.
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 5+ years of experience in SRE, DevOps, platform engineering, cloud operations, or a related engineering role. Equivalent practical experience is welcome.
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, and TLS.
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
Experience at a start up or scale up
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 services across multiple AWS regions
Helped remediate penetration-test findings or contributed technical evidence to a SOC 2 audit
Participated in backup restoration or disaster recovery exercises.
Familiar with securing AI integrations, agent workloads, or MCP services
You hold relevant AWS, Kubernetes, Terraform, or security certifications.
Working with the team
You'll work closely with SRE and application engineers, and support AI and data initiatives where they depend on shared infrastructure.
We value people who ask questions, explain their reasoning, and leave systems easier for others to understand. 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.
What we bring to the table
100% employer-paid benefits and a Health Spending Account from day one
Work from anywhere in the world for up to four weeks
A stock option plan so you can own a piece of our success
One personal day and two volunteering days
Your birthday off
Five health days per year
A downtown Toronto office for hybrid work, with plenty of snacks
Compensation and work details
The salary range for this role is $130,000-$150,000 Compensation is based on experience, skills, and our internal compensation framework and equity. We're happy to discuss compensation throughout the hiring process. This is a full-time position on our SRE team.
The role includes a shared on-call rotation after onboarding. We'll discuss the schedule, escalation support, and expectations during the interview process.
Who we areWe're a team of curious, driven people changing how companies talk to their employees. Brands like Pepsi, Adidas, Panasonic, Dyson and many more use ContactMonkey to make internal comms go from ignored to engaged.
Our all-in-one platform lets teams build, send and measure internal emails right from Outlook or Gmail, with a drag-and-drop email builder, engagement tools and analytics that show what's actually landing. The result? More opens, more clicks and more conversations.
We've been growing fast, and we're just getting started:
Ranked by the Globe and Mail as one of Canada's fastest-growing companies
Named to the Deloitte Technology Fast 50™ in 2023, 2024 and 2025
Named to the Deloitte Technology Fast 500™ in 2023, 2024 and 2025 as one of North America's fastest-growing companies
Raised a $55M Series A in 2023
We build products for diverse workplaces, and the best way to do that is with a diverse team. We strongly encourage applications from everyone, regardless of race, religion, colour, national origin, gender, sexual orientation, age, marital status or disability status.
We want every candidate to have a great, accessible experience. If you need any accommodations or adjustments during the interview process or beyond, just let us know and we'll make sure the right support is in place. We're always working to improve, so we welcome your feedback, too.
We use AI to take notes during interviews. All applications and interviews are reviewed by real humans on our Talent Acquisition team. Our applicant tracking system uses AI to help with workflows and keep the hiring process running smoothly.
Voluntary Self-IdentificationFor government reporting purposes, we ask candidates to respond to the below self-identification survey. Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiringprocess or thereafter. Any information that you do provide will be recorded and maintained in aconfidential file.
As set forth in ContactMonkey’s Equal Employment Opportunity policy,we do not discriminate on the basis of any protected group status under any applicable law.
If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection. As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measurethe effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categoriesis as follows:
A "disabled veteran" is one of the following: a veteran of the U.S. military, ground, naval or air service who is entitled to compensation (or who but for the receipt of military retired pay would be entitled to compensation) under laws administered by the Secretary of Veterans Affairs;
or a person who was discharged or released from active duty because of a service-connected disability.
A "recently separated veteran" means any veteran during the three-year period beginning on the date of such veteran's discharge or release from active duty in the U.S. military, ground, naval, or air service.
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