DWX - Site Reliability & Automation Engineer

Group 1001

3d•$180,000 - $230,000•Remote

About The Position

Group 1001 is a consumer-centric, technology-driven family of insurance companies focused on delivering outstanding value and operational performance. This role is a dedicated Site Reliability & Automation Engineer for the DWX team, focused on automation, efficiency, and AI enablement to free up engineers to focus on core tasks. The engineer will identify high-leverage automation opportunities, build production-grade automated workflows, enable AI tools safely, and drive reliability practices within DWX. This role is crucial for improving engineering efficiency, preventing incidents, and unlocking new capabilities.

Requirements

7+ years in SRE, platform engineering, or DevOps roles, ideally with experience in regulated environments (L&A, insurance, or financial services preferred).
Proven experience building and running automation at scale.
Demonstrated ability to make systems measurably more reliable, eliminate processes through engineering, and accelerate teams through tooling.
Expert-level command of Infrastructure-as-code (Terraform, Bicep, ARM, or equivalent).
Expert-level command of CI/CD pipelines (Azure DevOps, GitHub Actions) with real-world experience in testing, gating, and progressive delivery.
Expert-level command of Scripting and development (PowerShell, Python, and at least one general-purpose language).
Expert-level command of Git (branching strategies, code review discipline, repo hygiene).
Expert-level command of Cloud platforms (Azure deeply; AWS or GCP a plus).
Expert-level command of Observability (Azure Monitor, Log Analytics, KQL, Application Insights, or comparable stacks).
Expert-level command of API and integration work (Graph API, REST, webhooks, event-driven patterns).
Genuine, current depth in AI and automation, including hands-on experience deploying LLM-powered workflows in enterprise environments.
Understanding of agentic systems, MCP, retrieval-augmented patterns, and AI safety practices.
A point of view on which AI use cases are real and which are hype.
Experience with AI governance (prompt safety, data classification, output validation, audit trails).
Demonstrated digital transformation mindset: experience helping organizations move from ticket-driven to product-driven operations, from runbook-driven to code-driven, and from reactive to proactive.
Ability to build the business case as well as the system.
A strong aptitude for identifying automation opportunities and a passion for improving the lives of other engineers.

Nice To Haves

Experience implementing SRE practice from scratch in an organization that didn't previously have it.
Background in platform engineering (building internal developer platforms, golden paths, paved roads).
AI/ML engineering experience beyond prompt-level work (fine-tuning, evaluation, RAG architectures, agent frameworks).
Certifications: Azure Solutions Architect Expert, Azure DevOps Engineer Expert, HashiCorp Terraform Associate, or equivalent.
Experience with ServiceNow scripting and flow designer at a meaningful depth.
Background contributing to or maintaining open source automation or SRE tooling.
Experience in regulated industries with appreciation for the compliance constraints around AI and automation.

Responsibilities

Identifying the highest-leverage automation and AI-enablement opportunities within DWX by embedding with engineers, observing work, and analyzing data.
Engineering end-to-end automated workflows using Infrastructure-as-Code (Terraform, Bicep), CI/CD (Azure DevOps, GitHub Actions), configuration-as-code, and orchestration platforms (Logic Apps, Power Automate, ServiceNow flows, custom services).
Ensuring automated code is production-grade, version-controlled, peer-reviewed, observable, and resilient.
Safely enabling AI tools (Copilot, Claude, internal LLM platforms, agentic systems) across DWX by defining patterns for AI-assisted troubleshooting, AI-augmented runbooks, prompt libraries, agent workflows, and necessary guardrails.
Driving SRE practices within DWX, including meaningful SLIs and SLOs, robust observability, effective post-incident learning, and chaos/resilience thinking.
Partnering with the Senior Support Manager on problem management to convert recurring incidents into automation backlog.
Collaborating with Solutions Engineers, Operations Engineers, Microsoft Engineer, Cybersecurity, Networks, Architecture, Product Management, and Business Technology teams to enhance their effectiveness.