Senior Site Reliability Engineer in Winnipeg

Coalition is the world's first Active Insurance provider designed to help prevent digital risk before it strikes. Founded in 2017, Coalition combines comprehensive insurance coverage and innovative cybersecurity tools to help businesses manage and mitigate potential cyberattacks. Opportunities to make an impact with bold thinking are real—and happening daily at Coalition.

We are looking for a Senior Site Reliability Engineer to join our Platform SRE team. In this role, you will build and operate the infrastructure, tools, and "paved roads" that empower our developers to deliver scalable, secure, and reliable software with speed and confidence. You'll work across the entire stack—from infrastructure automation and observability to developer enablement and system reliability. You will be a key collaborator with software engineering and security teams, helping to evolve our Infrastructure as Code (IaC), enhance CI/CD pipelines, and scale our internal developer platform. We value pragmatism and engineering excellence, primarily using Python, Go, and AWS to reduce toil and build self-service capabilities.

Responsibilities

• Infrastructure Automation: Design, build, and scale production environments using AWS and Terraform, driving architectural decisions that improve long-term maintainability and reliability.
• System Reliability: Lead efforts to improve platform resilience through failure-based testing, automated recovery strategies, and proactive capacity planning.
• Developer Enablement: Own the design and delivery of reusable platform components and self-service tools that streamline the developer experience and reduce cross-team toil.
• Observability: Define and evolve observability standards across the platform, including system metrics, distributed tracing, and SLO frameworks.
• Project Ownership: Own projects end to end—from initial scoping and effort estimation through detailed planning, execution, and successful rollout.
• Mentorship & Standards: Mentor engineers across the team, uphold high infrastructure quality, and actively shape the best practices and standards used by the organization.
• Collaboration: Engage in technical design discussions, providing guidance and feedback while adapting strategies based on team input and evolving requirements.
• On-Call: Participate in a low-volume on-call rotation.

Skills and Qualifications

• 6+ years of experience in SRE, DevOps, Cloud Engineering, or Software Development roles
• Hands-on experience operating production environments in AWS
• Proficiency in Go or Python, with experience building production-grade automation, tooling or libraries
• Strong experience with Terraform
• Experience with container orchestration platforms like ECS or Kubernetes
• Familiarity with CI/CD tools such as GitHub Actions
• Experience designing and implementing re-usable platform components based on team requirements
• Solid understanding of observability practices including system metrics, distributed tracing, and SLOs
• Exposure to failure-based testing approaches and automated recovery strategies
• Strong leadership and communication skills, both written and verbal
• Experience evangelizing reliability best practices

Bonus Points

• Experience with microservices architectures
• Exposure to Kafka or other event streaming systems
• Experience building internal developer platforms or self-service infrastructure
• Familiarity with systems security, compliance requirements, or hardening practices

Compensation

As a remote-first organization, our compensation reflects the cost of labor across several Canadian geographic markets. In Alberta, British Columbia & Ontario the base salary for this position ranges from $151,000/year up to $201,000/year. For all other locations, the base salary for this position ranges from $135,900/year up to $185,900/year. Consistent with applicable laws, an employee's pay within this range is based on a number of factors, which include but are not limited to relevant education, skills, job-related knowledge, qualifications, work experience, credentials, and/or geographic location.

Why Coalition?

Work at Coalition is centered on the joint mission to Protect the Unprotected. We have built a remote-first, highly inclusive culture that welcomes people from diverse backgrounds. We trust each other to take responsibility, share ownership of outcomes, and put in the work together to protect businesses from digital risk. Coalition's exceptional growth stems from its ability to address real-world problems for organizations of all sizes while remaining true to our founding values of character, humility, responsibility, purpose, authenticity, and inclusion. We're always looking for collaborative, inquisitive individuals to join #OurCoalition.