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Coalition, Inc.
Staff Site Reliability Engineer (AI Enablement)Coalition, Inc. • Winnipeg, Canada
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Staff Site Reliability Engineer (AI Enablement)

Staff Site Reliability Engineer (AI Enablement)

Coalition, Inc. • Winnipeg, Canada
9 days ago
Salary
CA$180,400.00 yearly
Job type
  • Full-time
Job description
About us 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 meet bold thinking are real—and happening daily at Coalition.

About the role We are looking for a Staff Site Reliability Engineer to lead AI enablement across our engineering organization. As AI‑assisted development reshapes how software gets built, a new platform layer is emerging underneath—one that requires guardrails, quality gates, security standards, and tooling infrastructure to ensure AI‑generated output is reliable, secure, and production‑worthy. This role owns that layer.

This role blends building and buying—you’ll design and develop custom tools and frameworks where market offerings don’t meet our needs, while continuously evaluating the evolving landscape to ensure we’re leveraging the best solutions available. We aim to be on the cutting edge, not the bleeding edge—investing deliberately in what delivers real value and staying ready to pivot when the market shifts meaningfully.

You will define and drive the strategy for embedding AI‑native tools and practices into the software development lifecycle— from AI‑assisted code review and developer workflow automation to establishing security standards for emerging frameworks like MCP. You’ll own AI tooling standards for the engineering org, evaluate and adopt the best platforms, use data to measure impact and prioritize where to invest next, and partner with teams to automate repetitive workflows using agentic tools.

This is a visible, high‑influence role—you’ll run lunch‑and‑learns, shape best practices, and be the go‑to voice for how we leverage AI to multiply engineering output while keeping the foundations trustworthy.

This role sits within our Platform SRE team, and you’ll participate in the team’s ad‑hoc support rotation, providing infrastructure guidance and troubleshooting for engineering teams. This means you bring deep SRE fundamentals—AWS, Terraform, production operations—alongside your AI enablement focus.

Responsibilities

8–10+ years of experience in SRE, DevOps, Cloud Engineering, Platform Engineering, or Software Development roles

Hands‑on experience with AI‑assisted development tools such as Cursor, GitHub Copilot, or similar

Experience building AI/LLM‑powered developer tools or integrations

Demonstrated ability to drive org‑wide tooling adoption, including change management, training, and measuring outcomes

Proficiency in prompt engineering techniques

Proficiency in Go or Python, with experience building production‑grade automation, tooling, or libraries

Hands‑on experience operating production environments in AWS

Strong experience with Terraform

Experience with container orchestration platforms like ECS or Kubernetes

Familiarity with CI/CD tools such as GitHub Actions

Solid understanding of observability practices including system metrics, distributed tracing, and SLOs. Datadog is a plus

Exceptional communication and presentation skills, both written and verbal

Skills and qualifications

AI Enablement Strategy: Define and own the standards and best practices for AI‑assisted development across the engineering organization, from tool selection to workflow integration.

Tooling Development: Evaluate, build, or adopt AI‑powered tools that improve code quality, catch vulnerabilities earlier in the development process, and reduce review cycle times—whether that means evolving internal solutions or identifying and integrating third‑party platforms.

Adoption & Advocacy: Partner with engineering teams to understand what's impacting their AI tool adoption, guide them through improvements, and lead org‑wide enablement efforts such as lunch‑and‑learns, workshops, and documentation.

Measuring Impact: Establish metrics and feedback loops to quantify the impact of AI tooling on developer productivity, code quality, and delivery speed.

Infrastructure Automation: Contribute to the design and scaling of production environments using AWS and Terraform when on rotation or as needs arise.

Mentorship & Standards: Mentor engineers across the team, uphold high infrastructure quality, and actively shape the best practices and standards used by the organization.

On‑Call: Participate in a low‑volume on‑call rotation

Bonus points

Experience troubleshooting complex distributed systems in a high‑traffic production environment

Exposure to event streaming systems such as Kafka or Kinesis

Experience building Internal Developer Platforms (IDP) or designing self‑service infrastructure workflows

Familiarity with systems security, compliance requirements, or infrastructure hardening

Experience with agentic AI workflows, MCP frameworks, or AI‑powered automation beyond code generation

Track record of leading incident response or driving post‑incident review processes

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 $180,400/year up to $230,400/year.

For all other locations, the base salary for this position ranges from $153,400/year up to $203,400/year.

Consistent with applicable laws, an employee's pay within this range is based on a number of factors, which includes but is not limited to relevant education, skills, job‑related knowledge, qualifications, work experience, credentials, and/or geographic location. Your recruiter can share more on the specific target salary range for your location during the interview process. Coalition, Inc. reserves the right to modify this range as needed.

Vacancy status: This posting is for an existing vacancy.

Use of AI: We utilize AI‑assisted tools to help us organize and review the high volume of applications we receive. However, our human recruiting team makes all final hiring decisions and interview selections, valuing personal connection over algorithms.

Application Updates: Consistent with our commitment to transparency, if you are interviewed for this role, we will provide a status update on your application within 45 days of your final interview.

Perks

100% medical, dental, and vision coverage

Flexible PTO

Annual home office stipend and WeWork access

Mental & physical health wellness programs like Headspace, Lumino, and more

Competitive compensation and opportunity for advancement

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.

Privacy Notice Coalition is committed to protecting your privacy and handling your personal information responsibly. We collect, use, and store personal information as necessary for the recruitment process and in compliance with applicable privacy laws and regulations in all regions where we operate. We want you to understand what personal information we collect, how we use it, and your rights regarding access, correction, and deletion of your data where applicable. Information submitted, collected, and processed as part of your application is subject to Coalition’s Privacy Policy. For further details, please review our full Privacy Policy or contact us with any questions regarding how your information is handled.

Safe Hiring Notice All legitimate communication from Coalition comes from @coalitioninc.com emails, and open roles are listed only on our Careers page. We never ask for payment, banking details, or personal identification before an offer is accepted through our secure systems. If you believe you’ve been a victim of fraudulent recruiting, follow guidance from the Federal Trade Commission (FTC).

Anti‑Discrimination Notice Coalition is proud to be an Equal Opportunity employer. Our policy is to provide equal employment opportunities to all individuals, without discrimination or harassment on the basis of any characteristic protected by applicable laws in each country where we operate. This commitment includes, but is not limited to, ensuring equal treatment in recruitment, selection, training, promotion, transfer, compensation, and all other aspects of employment. Coalition does not tolerate discrimination or harassment of any kind, and we are dedicated to fostering an inclusive and supportive workplace.

Accommodations Coalition is committed to providing reasonable accommodations to qualified individuals with disabilities, including applicants and employees, in accordance with applicable laws and regulations in each country where we operate. Our policy is to support equal opportunity in the hiring process by considering qualified applicants regardless of disability or other protected characteristics, unless providing accommodation would impose an undue hardship or disproportionate burden. If you require accommodation to complete an application, interview, pre‑employment testing, or participate in the selection process, please contact us at candidateaccommodations@coalitioninc.com. We also consider all qualified applicants, including those with criminal histories, in line with applicable laws and regulations in each jurisdiction.

To all recruitment agencies Coalition does not accept unsolicited agency resumes. Do not forward resumes to our email alias, employees, or other physical or virtual organization locations. Coalition is not responsible for any fees related to unsolicited resumes.

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Staff Site Reliability Engineer (AI Enablement) • Winnipeg, Canada

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