[Hiring] Lead Infrastructure & Site Reliability Engineer @Crum & Forster

Role Description

This is a hands-on engineering role with strong leadership influence, focused on reliability and platform. You will lead through technical credibility and influence—setting standards, shaping direction, and elevating the reliability capability across engineering—while remaining deeply hands-on. As TII's Lead Infrastructure & Site Reliability Engineer, you will own the run-time reliability, observability, cloud security, and platform engineering that keep our all-Azure environment secure, resilient, and always-on—supporting the platform and business.

This is a build-and-enhance role:

• Mature our observability across metrics, logs, and traces.
• Establish disciplined incident command and blameless post-incident practices.
• Codify infrastructure with Bicep and Terraform.
• Harden the security posture of our Azure platform.
• Build self-service platform capabilities that let engineering teams move fast safely.
• Own reliability, security, and platform hands-on while partnering with engineering architecture, engineering leadership, and security stakeholders.
• Co-create the future-state vision and roadmap for Cloud, Observability, ITSM, and related domains.

Qualifications

• Excellent problem-solving and analytical skills with attention to detail.
• Strong analytical and problem-solving skills.
• Excellent verbal and written communication skills, with the ability to explain technical and functional issues clearly to both technical and non-technical stakeholders.
• Demonstrated leadership or mentoring of distributed/offshore teams (formal people-management experience a plus).
• Excellent collaboration and influencing skills.
• Outcome & Metrics Orientation.
• Self-starter.

Requirements

• Bachelor's degree in Computer Science, or related field—or equivalent experience.
• 8+ years in infrastructure, site reliability, platform, or DevOps engineering, with recent hands-on delivery.
• Deep, hands-on expertise operating production workloads on Microsoft Azure.
• Proven experience with Infrastructure as Code using Bicep and/or Terraform.
• Hands-on experience with observability tooling across metrics, logs, and traces (e.g., Grafana, Prometheus, Azure Application Insights).
• Proven experience defining and operating SLIs/SLOs and error budgets.
• Hands-on experience securing Azure cloud environments—identity/access, network security, posture management (e.g., Microsoft Defender for Cloud, Azure Policy), and vulnerability management.
• Experience scaling Microsoft Fabric and Microsoft Purview.
• Experience owning incident management, on-call, and blameless post-incident reviews (e.g., Better Stack, PagerDuty, or comparable).
• Strong scripting/automation ability (e.g., PowerShell, Python, Bash) and CI/CD experience (Azure DevOps preferred).
• Experience supporting business continuity and disaster recovery with defined RTO/RPO.
• Experience building internal developer platforms, golden paths, and self-service infrastructure.
• Cloud cost optimization / FinOps experience.
• Exposure to AI-assisted operations (AIOps) and modern reliability automation.
• Microsoft Azure certifications (e.g., Azure Solutions Architect Expert, Azure DevOps Engineer Expert, Azure Security Engineer Associate) preferred.
• Experience in insurance, travel, fintech, or SaaS (regulated environments) preferred.
• Prior leadership or mentoring of distributed/offshore teams desired. Formal people-leadership experience a plus.

Benefits

• Competitive compensation package.
• Generous 401K employer match.
• Employee Stock Purchase plan with employer matching.
• Generous Paid Time Off.
• Excellent benefits that go beyond health, dental & vision.
• Opportunities for career development including tuition reimbursement, industry-related certifications, and professional training.
• A dynamic, ambitious, fun and exciting work environment.
• Encouragement of social and community responsibility through matching donation programs and volunteer opportunities.