{"schemaVersion":"jobsearcher.job.v1","id":"d3aa4e3a9b81198721b4fc3c","url":"https://jobsearcher.com/jobs/d3aa4e3a9b81198721b4fc3c","canonicalUrl":"https://jobsearcher.com/jobs/d3aa4e3a9b81198721b4fc3c","title":"Lead Infrastructure & Site Reliability Engineering","description":"Crum & Forster Company Overview\nTravel Insured International (TII), a Crum & Forster company, is hiring a Lead Infrastructure & Site Reliability Engineer.\nTravel Insured International is a leading travel insurance provider with more than 30 years in business. As a key component of our Specialty Business Unit, within the Accident & Health division, TII provides travel protection plans to help each individual travel confidently. Travel Insured International is proud to offer products to consumers and to agency partners of all sizes. We're committed to providing dependable coverage, great value, and end-to-end satisfaction for all customers.\nJob Description\nThis 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.\nThis is a build-and-enhance role: you will 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; and build the self-service platform capabilities that let engineering teams move fast safely. You will own reliability, security, and platform hands-on while partnering with engineering architecture, engineering leadership, and security stakeholders. With the AVP, Infrastructure, co-create the future-state vision and roadmap for Cloud, Observability, ITSM, and related domains making it a shared, measurable engineering discipline in support of TII's growth target and expansion into new distribution channels.\nWhat you will do:\nInfrastructure Strategy\n\nOwn and evolve TII's Azure infrastructure and reliability roadmap, aligned to the Azure Well-Architected Framework.\nWith the AVP, Infrastructure to co-create the future-state vision and roadmap for Cloud, Observability, ITSM, and related domains.\nDefine standards for compute, network, and platform services that scale with business growth and new channels.\nDrive cloud cost optimization (FinOps)—balancing performance, resilience, and spend.\nPartner with engineering architecture to ensure infrastructure enables design-time resilience and delivery velocity.\n\nSite Reliability Engineering\n\nOwn run-time reliability across availability, performance, scalability, and capacity for TII's platform.\nMature and expand the SLO practice—defining SLIs, refining the 99.9% (and higher, where warranted) SLOs, and operating error budgets to balance reliability and delivery speed.\nLead capacity planning and performance engineering to support the platform's growth.\nDrive operational readiness reviews for new services and major releases.\n\nObservability\n\nOwn and mature the observability platform across the three pillars—metrics, logs, and traces—enhancing Grafana/Prometheus and Azure Application Insights.\nImplement distributed tracing across the GraphQL/REST services to accelerate diagnosis and reduce time-to-detect and time-to-resolve.\nEstablish meaningful alerting and telemetry that reduce noise and surface real signals.\nBuild reliability dashboards that give teams and leadership clear visibility into service health.\n\nPlatform Engineering\n\nOwn the internal developer platform and self-service infrastructure capabilities that enable engineering teams to provision and operate safely.\nDefine golden paths / paved-road templates that make the reliable, secure, and compliant way the easy way.\nEstablish and champion Infrastructure as Code standards using Bicep and Terraform.\nImprove developer experience and engineering enablement through automation and reusable platform services.\n\nOperational Excellence & Automation\n\nDrive automation across provisioning, configuration, deployment, and remediation to eliminate toil.\nEstablish operational runbooks, self-healing patterns, and proactive reliability practices.\nContinuously improve deployment safety and rollback capability in partnership with CI/CD owners.\n\nCloud Security & Compliance\n\nOwn the engineering and operational security of the Azure cloud platform—including identity and access management, network security, configuration hardening, and secrets/key management.\nManage and improve the cloud security posture (e.g., Microsoft Defender for Cloud, Azure Policy), including continuous vulnerability management and remediation.\nImplement security monitoring and alerting as part of the observability platform to detect and respond to threats.\nEmbed DevSecOps and secure-by-design practices into platform and IaC workflows, enforcing guardrails and policy-as-code within golden paths and self-service tooling.\nPartner with the Security function on policy, governance, and compliance in a regulated insurance (PII) environment.\n\nIncident & Problem Management\n\nOwn the major-incident process and incident command, matured on the on-call platform (Better Stack).\nLead blameless post-incident reviews and drive systemic problem management to prevent recurrence.\n Improve on-call health, escalation paths, and mean-time-to-detect / mean-time-to-resolve.\nMaintain and enhance the mature Business Continuity and Disaster Recovery capabilities, including RTO/RPO targets and periodic testing.\n\nLeadership\n\nWill co-lead a small team of infrastructure, cloud, & system engineers.\nUplift the reliability and platform capability across engineering—raising standards and building a reliability culture.\nMentor engineers, demonstrating the leadership behaviors that support growth into a formal infrastructure leadership role.\nEstablish standards, documentation, and ways of working that scale across teams.\nOther duties as assigned\n\nWhat YOU will bring to C&F:\n\nExcellent problem-solving and analytical skills with attention to detail\n\nStrong analytical and problem-solving skills.\nExcellent verbal and written communication skills, with the ability to explain technical and functional issues clearly to both technical and non-technical stakeholders.\nDemonstrated leadership or mentoring of distributed/offshore teams (formal people-management experience a plus).\nExcellent collaboration and influencing skills\nOutcome & Metrics Orientation\nSelf-starter\n\nRequirements:\n\nBachelor's degree in Computer Science, or related field—or equivalent experience.\n8+ years in infrastructure, site reliability, platform, or DevOps engineering, with recent hands-on delivery.\nDeep, hands-on expertise operating production workloads on Microsoft Azure.\nProven experience with Infrastructure as Code using Bicep and/or Terraform.\nHands-on experience with observability tooling across metrics, logs, and traces (e.g., Grafana, Prometheus, Azure Application Insights).\nProven experience defining and operating SLIs/SLOs and error budgets.\nHands‑on experience securing Azure cloud environments—identity/access, network security, posture management (e.g., Microsoft Defender for Cloud, Azure Policy), and vulnerability management.\nExperience scaling Microsoft Fabric and Microsoft Purview.\nExperience owning incident management, on-call, and blameless post-incident reviews (e.g., Better Stack, PagerDuty, or comparable).\nStrong scripting/automation ability (e.g., PowerShell, Python, Bash) and CI/CD experience (Azure DevOps preferred).\nExperience supporting business continuity and disaster recovery with defined RTO/RPO.\nExperience building internal developer platforms, golden paths, and self-service infrastructure.\nCloud cost optimization / FinOps experience.\nExposure to AI-assisted operations (AIOps) and modern reliability automation.\nMicrosoft Azure certifications (e.g., Azure Solutions Architect Expert, Azure DevOps Engineer Expert, Azure Security Engineer Associate) preferred.\nExperience in insurance, travel, fintech, or SaaS (regulated environments) preferred.\nPrior leadership or mentoring of distributed/offshore teams desired. Formal people-leadership experience a plus\n\nWhat C&F will bring to you\nWhat C&F will bring to YOU:\n\nCompetitive compensation package\nGenerous 401K employer match\nEmployee Stock Purchase plan with employer matching\nGenerous Paid Time Off\nExcellent benefits that go beyond health, dental & vision. Our programs are focused on your whole family’s wellness including your physical, mental and financial wellbeing\nA core C&F tenant is owning your career development so we provide a wealth of ways for you to keep learning, including tuition reimbursement, industry related certifications and professional training to keep you progressing on your chosen path\nA dynamic, ambitious, fun and exciting work environment\nWe believe you do well by doing good and want to encourage a spirit of social and community responsibility, matching donation program, volunteer opportunities, and an employee driven corporate giving program that lets you participate and support your community\n\nAt C&F you will BELONG\nWe value inclusivity and diversity. We are committed to equal employment opportunity and welcome everyone regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or Veteran status. If you require a special accommodation, please let us know.\nFor California Residents Only: Information collected and processed as part of your career profile and any job applications you choose to submit are subject to our privacy notices and policies, visit https://www.cfins.com/onlineprivacypolicy/ca/noticeatcollection/ for more information.\nCrum & Forster is committed to ensuring a workplace free from discriminatory pay disparities and complying with applicable pay equity laws. Salary ranges are available for all positions at this location, taking into account roles with a comparable level of responsibility and impact in the relevant labor market and these salary ranges are regularly reviewed and adjusted in accordance with prevailing market conditions. The annualized base pay for the advertised position, located in the specified area, ranges from a minimum of $105,400 to a maximum of $198,100. The actual compensation is determined by various factors, including but not limited to the market pay for the jobs at each level, the responsibilities and skills required for each job, and the employee’s contribution (performance) in that role. To be considered within market range, a salary is at or above the minimum of the range. You may also have the opportunity to participate in discretionary equity (stock) based compensation and/or performance-based variable pay programs.\n#LI-MU\n#LI-Remote \n#J-18808-Ljbffr","company":"Cfins","rawCompany":"cfins","city":"Eastern","state":"KY","isRemote":false,"isActive":false,"createdAt":"2026-10-03T03:28:06.787Z","occupations":[{"code":"15-1299.08","title":"Computer Systems Engineers/Architects","slug":"computer-systems-engineers-architects"},{"code":"11-3021.00","title":"Computer and Information Systems Managers","slug":"computer-and-information-systems-managers"},{"code":"15-1299.05","title":"Information Security Engineers","slug":"information-security-engineers"}],"industries":[{"code":"541512","title":"Computer Systems Design Services","slug":"computer-systems-design-services"},{"code":"513210","title":"Software Publishers","slug":"software-publishers"},{"code":"541511","title":"Custom Computer Programming Services","slug":"custom-computer-programming-services"}],"jobPosting":{"@context":"https://schema.org","@type":"JobPosting","title":"Lead Infrastructure & Site Reliability Engineering","description":"Crum & Forster Company Overview\nTravel Insured International (TII), a Crum & Forster company, is hiring a Lead Infrastructure & Site Reliability Engineer.\nTravel Insured International is a leading travel insurance provider with more than 30 years in business. As a key component of our Specialty Business Unit, within the Accident & Health division, TII provides travel protection plans to help each individual travel confidently. Travel Insured International is proud to offer products to consumers and to agency partners of all sizes. We're committed to providing dependable coverage, great value, and end-to-end satisfaction for all customers.\nJob Description\nThis 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.\nThis is a build-and-enhance role: you will 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; and build the self-service platform capabilities that let engineering teams move fast safely. You will own reliability, security, and platform hands-on while partnering with engineering architecture, engineering leadership, and security stakeholders. With the AVP, Infrastructure, co-create the future-state vision and roadmap for Cloud, Observability, ITSM, and related domains making it a shared, measurable engineering discipline in support of TII's growth target and expansion into new distribution channels.\nWhat you will do:\nInfrastructure Strategy\n\nOwn and evolve TII's Azure infrastructure and reliability roadmap, aligned to the Azure Well-Architected Framework.\nWith the AVP, Infrastructure to co-create the future-state vision and roadmap for Cloud, Observability, ITSM, and related domains.\nDefine standards for compute, network, and platform services that scale with business growth and new channels.\nDrive cloud cost optimization (FinOps)—balancing performance, resilience, and spend.\nPartner with engineering architecture to ensure infrastructure enables design-time resilience and delivery velocity.\n\nSite Reliability Engineering\n\nOwn run-time reliability across availability, performance, scalability, and capacity for TII's platform.\nMature and expand the SLO practice—defining SLIs, refining the 99.9% (and higher, where warranted) SLOs, and operating error budgets to balance reliability and delivery speed.\nLead capacity planning and performance engineering to support the platform's growth.\nDrive operational readiness reviews for new services and major releases.\n\nObservability\n\nOwn and mature the observability platform across the three pillars—metrics, logs, and traces—enhancing Grafana/Prometheus and Azure Application Insights.\nImplement distributed tracing across the GraphQL/REST services to accelerate diagnosis and reduce time-to-detect and time-to-resolve.\nEstablish meaningful alerting and telemetry that reduce noise and surface real signals.\nBuild reliability dashboards that give teams and leadership clear visibility into service health.\n\nPlatform Engineering\n\nOwn the internal developer platform and self-service infrastructure capabilities that enable engineering teams to provision and operate safely.\nDefine golden paths / paved-road templates that make the reliable, secure, and compliant way the easy way.\nEstablish and champion Infrastructure as Code standards using Bicep and Terraform.\nImprove developer experience and engineering enablement through automation and reusable platform services.\n\nOperational Excellence & Automation\n\nDrive automation across provisioning, configuration, deployment, and remediation to eliminate toil.\nEstablish operational runbooks, self-healing patterns, and proactive reliability practices.\nContinuously improve deployment safety and rollback capability in partnership with CI/CD owners.\n\nCloud Security & Compliance\n\nOwn the engineering and operational security of the Azure cloud platform—including identity and access management, network security, configuration hardening, and secrets/key management.\nManage and improve the cloud security posture (e.g., Microsoft Defender for Cloud, Azure Policy), including continuous vulnerability management and remediation.\nImplement security monitoring and alerting as part of the observability platform to detect and respond to threats.\nEmbed DevSecOps and secure-by-design practices into platform and IaC workflows, enforcing guardrails and policy-as-code within golden paths and self-service tooling.\nPartner with the Security function on policy, governance, and compliance in a regulated insurance (PII) environment.\n\nIncident & Problem Management\n\nOwn the major-incident process and incident command, matured on the on-call platform (Better Stack).\nLead blameless post-incident reviews and drive systemic problem management to prevent recurrence.\n Improve on-call health, escalation paths, and mean-time-to-detect / mean-time-to-resolve.\nMaintain and enhance the mature Business Continuity and Disaster Recovery capabilities, including RTO/RPO targets and periodic testing.\n\nLeadership\n\nWill co-lead a small team of infrastructure, cloud, & system engineers.\nUplift the reliability and platform capability across engineering—raising standards and building a reliability culture.\nMentor engineers, demonstrating the leadership behaviors that support growth into a formal infrastructure leadership role.\nEstablish standards, documentation, and ways of working that scale across teams.\nOther duties as assigned\n\nWhat YOU will bring to C&F:\n\nExcellent problem-solving and analytical skills with attention to detail\n\nStrong analytical and problem-solving skills.\nExcellent verbal and written communication skills, with the ability to explain technical and functional issues clearly to both technical and non-technical stakeholders.\nDemonstrated leadership or mentoring of distributed/offshore teams (formal people-management experience a plus).\nExcellent collaboration and influencing skills\nOutcome & Metrics Orientation\nSelf-starter\n\nRequirements:\n\nBachelor's degree in Computer Science, or related field—or equivalent experience.\n8+ years in infrastructure, site reliability, platform, or DevOps engineering, with recent hands-on delivery.\nDeep, hands-on expertise operating production workloads on Microsoft Azure.\nProven experience with Infrastructure as Code using Bicep and/or Terraform.\nHands-on experience with observability tooling across metrics, logs, and traces (e.g., Grafana, Prometheus, Azure Application Insights).\nProven experience defining and operating SLIs/SLOs and error budgets.\nHands‑on experience securing Azure cloud environments—identity/access, network security, posture management (e.g., Microsoft Defender for Cloud, Azure Policy), and vulnerability management.\nExperience scaling Microsoft Fabric and Microsoft Purview.\nExperience owning incident management, on-call, and blameless post-incident reviews (e.g., Better Stack, PagerDuty, or comparable).\nStrong scripting/automation ability (e.g., PowerShell, Python, Bash) and CI/CD experience (Azure DevOps preferred).\nExperience supporting business continuity and disaster recovery with defined RTO/RPO.\nExperience building internal developer platforms, golden paths, and self-service infrastructure.\nCloud cost optimization / FinOps experience.\nExposure to AI-assisted operations (AIOps) and modern reliability automation.\nMicrosoft Azure certifications (e.g., Azure Solutions Architect Expert, Azure DevOps Engineer Expert, Azure Security Engineer Associate) preferred.\nExperience in insurance, travel, fintech, or SaaS (regulated environments) preferred.\nPrior leadership or mentoring of distributed/offshore teams desired. Formal people-leadership experience a plus\n\nWhat C&F will bring to you\nWhat C&F will bring to YOU:\n\nCompetitive compensation package\nGenerous 401K employer match\nEmployee Stock Purchase plan with employer matching\nGenerous Paid Time Off\nExcellent benefits that go beyond health, dental & vision. Our programs are focused on your whole family’s wellness including your physical, mental and financial wellbeing\nA core C&F tenant is owning your career development so we provide a wealth of ways for you to keep learning, including tuition reimbursement, industry related certifications and professional training to keep you progressing on your chosen path\nA dynamic, ambitious, fun and exciting work environment\nWe believe you do well by doing good and want to encourage a spirit of social and community responsibility, matching donation program, volunteer opportunities, and an employee driven corporate giving program that lets you participate and support your community\n\nAt C&F you will BELONG\nWe value inclusivity and diversity. We are committed to equal employment opportunity and welcome everyone regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or Veteran status. If you require a special accommodation, please let us know.\nFor California Residents Only: Information collected and processed as part of your career profile and any job applications you choose to submit are subject to our privacy notices and policies, visit https://www.cfins.com/onlineprivacypolicy/ca/noticeatcollection/ for more information.\nCrum & Forster is committed to ensuring a workplace free from discriminatory pay disparities and complying with applicable pay equity laws. Salary ranges are available for all positions at this location, taking into account roles with a comparable level of responsibility and impact in the relevant labor market and these salary ranges are regularly reviewed and adjusted in accordance with prevailing market conditions. The annualized base pay for the advertised position, located in the specified area, ranges from a minimum of $105,400 to a maximum of $198,100. The actual compensation is determined by various factors, including but not limited to the market pay for the jobs at each level, the responsibilities and skills required for each job, and the employee’s contribution (performance) in that role. To be considered within market range, a salary is at or above the minimum of the range. You may also have the opportunity to participate in discretionary equity (stock) based compensation and/or performance-based variable pay programs.\n#LI-MU\n#LI-Remote \n#J-18808-Ljbffr","datePosted":"2026-10-03T03:28:06.787Z","dateModified":"2026-10-03T03:28:06.787Z","hiringOrganization":{"@type":"Organization","name":"Cfins","sameAs":"https://jobsearcher.com"},"jobLocation":{"@type":"Place","address":{"@type":"PostalAddress","addressLocality":"Eastern","addressRegion":"KY","addressCountry":"US"}},"identifier":{"@type":"PropertyValue","name":"JobSearcher","value":"d3aa4e3a9b81198721b4fc3c"},"url":"https://jobsearcher.com/jobs/d3aa4e3a9b81198721b4fc3c"}}