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[Remote] DWX - Site Reliability & Automation Engineer

Remote, USA Full-time Posted 2026-06-16

Note: The job is a remote job and is open to candidates in USA. Group 1001 is a technology-driven family of insurance companies focused on delivering outstanding value and operational performance. They are seeking a DWX Site Reliability & Automation Engineer to drive automation and AI enablement, freeing engineers from repetitive tasks and enhancing operational efficiency.

Responsibilities

  • Identifying the highest-leverage opportunities
  • Building the automation
  • Enabling AI across the team, safely
  • Driving reliability as a discipline
  • Partnering broadly

Skills

  • 7+ years in SRE, platform engineering, or DevOps roles, ideally with time in regulated environments — L&A, insurance, or financial services preferred
  • Built and run real automation at scale, not just scripted around the edges
  • Expert-level command of Infrastructure-as-code — Terraform, Bicep, ARM, or equivalent
  • CI/CD pipelines — Azure DevOps, GitHub Actions, with real-world experience in testing, gating, and progressive delivery
  • Scripting and development — PowerShell, Python, and at least one general-purpose language you'd ship production code in
  • Git — branching strategies, code review discipline, repo hygiene
  • Cloud platforms — Azure deeply; AWS or GCP a plus
  • Observability — Azure Monitor, Log Analytics, KQL, Application Insights, or comparable stacks
  • API and integration work — Graph API, REST, webhooks, event-driven patterns
  • Genuine, current depth in AI and automation
  • 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
  • Digital transformation mindset — helped organizations move from ticket-driven to product-driven operations, from runbook-driven to code-driven, from reactive to proactive
  • Ability to build the business case as well as the system
  • 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

Benefits

  • Employees who meet benefit eligibility guidelines and work 30 hours or more weekly, have the ability to enroll in Group 1001’s benefits package.
  • Employees (and their families) are eligible to participate in the Company’s comprehensive health, dental, and vision insurance plan options.
  • Employees are also eligible for Basic and Supplemental Life Insurance, Short and Long-Term Disability.
  • All employees (regardless of hours worked) have immediate access to the Company’s Employee Assistance Program and wellness programs—no enrollment is required.
  • Employees may also participate in the Company’s 401K plan, with matching contributions by the Company.

Company Overview

  • Group 1001 is a collective that empowers companies to create positive growth. Our insurance and annuities are easy to understand and accessible to all. It was founded in 2013, and is headquartered in Zionsville, Indiana, USA, with a workforce of 1001-5000 employees. Its website is https://group1001.com/.
  • Company H1B Sponsorship

  • Group 1001 has a track record of offering H1B sponsorships, with 1 in 2021, 1 in 2020. Please note that this does not guarantee sponsorship for this specific role.
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