Staff Site Reliability Engineer

Caseware combines over 35 years of industry expertise with AI-powered technology to transform how audit and accounting professionals work. Serving organizations across 130 countries, we bring intelligent automation directly into audit and financial reporting workflows—helping professionals reduce manual work, navigate complexity, and focus on informed decisions. Join our global team and help build technology that strengthens trust in financial information.

This is a hands-on senior engineering role focused on improving production resilience, strengthening security, driving operational excellence, and enhancing the developer experience across the organization.

In this role, you will design, build, and evolve the foundational systems, tooling, and operational practices that enable engineering teams to ship secure, reliable, and scalable software with confidence. You will help establish reliability standards, define service level objectives (SLOs), improve observability, automate operational processes, and drive incident management and post-incident learning practices that strengthen platform stability over time.

Partnering closely with Engineering, Security, Platform, and Product teams, you will architect scalable distributed systems, optimize Kubernetes and AWS-based infrastructure, and build automated delivery pipelines that support rapid and safe software releases. You will play a key role in reducing operational toil, improving system performance, increasing platform reliability, and ensuring that our infrastructure can support continued business growth.

❗ This is a full-time permanent position

❗ This is an existing vacancy

📍 Location: This is a remote location open to candidates legally authorized to work in Canada.

What you will be doing:

• Drive reliability engineering initiatives and operational excellence for mission-critical services running on AWS and Kubernetes.
• Design, implement, and continuously improve deployment, release, and rollback strategies across complex distributed systems.
• Establish secure-by-default CI/CD pipelines with robust automation, governance, and policy-driven controls.
• Enhance platform observability through metrics, logs, tracing, and actionable alerting to improve system visibility and operational efficiency.
• Define, implement, and mature Service Level Indicators (SLIs), Service Level Objectives (SLOs), and reliability standards across the organization.
• Lead response efforts for high-severity incidents, ensuring timely resolution, effective communication, and meaningful post-incident reviews that drive continuous improvement.
• Partner closely with engineering teams to strengthen platform standards, improve service resilience, optimize runtime performance, and embed reliability best practices.
• Mentor and guide engineers on cloud-native technologies, site reliability engineering principles, and operational excellence practices, fostering a culture of continuous learning and accountability.

What you will bring:

• 8+ years of experience in Site Reliability Engineering (SRE), Platform Engineering, DevOps, or related cloud-native engineering roles.
• Deep expertise in AWS services, including EKS, IAM, VPC, Lambda, CloudFront, S3, and cloud networking/security best practices.
• Advanced experience operating and scaling production Kubernetes environments.
• Strong hands-on experience with Istio service mesh, including traffic management, security, observability, and resiliency.
• Proven expertise with Infrastructure as Code (IaC), preferably using AWS CDK.
• Experience building and managing CI/CD pipelines using GitHub Actions or similar platforms.
• Strong troubleshooting, performance optimization, and incident management experience in distributed systems.
• Excellent communication, collaboration, and technical leadership skills.

Observability & Reliability

• Experience designing and operating monitoring, logging, tracing, and alerting solutions for cloud-native platforms.
• Strong knowledge of AWS CloudWatch, OpenTelemetry, AWS X-Ray, and Kubernetes observability tooling.
• Experience defining and operationalizing SLIs, SLOs, alerting strategies, runbooks, and reliability metrics.
• Proven ability to leverage observability data to improve service reliability, reduce incident impact, and optimize operational performance.

Software Engineering & Platform Development

• Strong proficiency in TypeScript and Node.js for platform engineering, automation, and operational tooling.
• Experience building and maintaining scalable backend services, APIs, and event-driven systems.
• Deep understanding of Kubernetes architecture, controllers, Gateway API, ingress management, and service networking.
• Experience implementing zero-trust architectures, mTLS, and service-to-service security controls.
• Commitment to high-quality engineering practices, including automated testing, code reviews, and observability-driven development.
• Strong understanding of resilience engineering, including autoscaling, disruption management, failure testing, and safe deployment strategies.

Nice to Have

• Experience with progressive delivery practices such as canary, blue/green, and feature-flag-based deployments.
• Experience working in regulated, compliance-driven, or security-sensitive SaaS environments.
• Familiarity with FinOps principles and cost optimization strategies for cloud platforms.
• Experience building internal developer platforms and self-service engineering tooling.
• Cloud-native certifications such as CKA, CKAD, CKS, KCSA, or KCNA.
• Kubestronaut certification or equivalent advanced Kubernetes expertise is highly regarded.

Salary Range:

The annual base salary for this position is between $140,000 CAD and $155,000 CAD per year.

This role is also eligible for discretionary bonus and/or commission, as well as other benefits. Actual pay within the listed range will be determined based on factors such as transferable skills, relevant experience, market conditions, and primary work location. The posted range is subject to change and may be updated periodically.

What's in it for you:

Shape what’s next with AI: Help transform audit and accounting through AI-powered technology. Explore new ways to bring AI into our own workflows, rethink how work gets done, and turn ideas into meaningful improvements for our teams and customers.

Make an impact that matters: Contribute to solutions that help professionals navigate complexity, make informed decisions, and strengthen trust in financial information around the world.

Bring your voice. Expand your perspective: Collaborate with a diverse global team where your ideas are valued, knowledge is shared, and different perspectives lead to better outcomes.

Build a career that grows with you: Develop your skills, take on new challenges, and explore career opportunities as our business and technology evolve.

Thrive at work and beyond: Enjoy competitive compensation, comprehensive benefits, recognition programs, and performance bonuses, alongside flexible work options, remote opportunities, and generous time off.

Many Voices, One Team:

We’re committed to building teams as diverse as our customers through equitable and inclusive hiring. We welcome candidates of all backgrounds. If you need accommodations or have questions at any stage of the application or interview process, contact our People Operations team at [email protected].

Background Check:

All successful candidates will undergo background screening, which may include identity verification, criminal record checks, and/or reference checks, as appropriate to the role and location and in accordance with applicable law.

Security and Fraud:

All employees are expected to apply security best practices and work within secure handling guidelines to perform assigned responsibilities when accessing data and business information.

Caseware takes the security of candidates seriously. All legitimate communication from us will come from email addresses ending in @caseware.com and our open positions are always listed on reputable job boards and on our website https://jobs.lever.co/caseware. We will NEVER ask for payment or financial information from you. If you receive an unsolicited job offer, proceed with extreme caution.