System Administrator II

Job Description:

• Administer Windows Server environments across production, staging, and development, including patching, configuration, and lifecycle management
• Administer IIS and application server configurations, including app pools, site bindings, logging, and performance settings
• Support Kubernetes-hosted workloads, including pod-level troubleshooting, deployment support, and monitoring cluster health alongside the DevOps team
• Monitor system health, respond to alerts, and participate in the team on-call rotation
• Perform routine maintenance including backups, patch cycles, certificate renewals, storage management, and capacity checks
• Support Active Directory administration, including user and group management, GPO, and DNS
• Perform day-to-day Azure administration for the tc.net environment, including VM management, storage, monitoring, and access control
• Triage and resolve Azure alerts and incidents
• Maintain and improve Azure monitoring dashboards and alerting configurations
• Document Azure resources, runbooks, and operational procedures
• Participate in incident response, diagnosing and remediating systems-layer issues
• Follow and improve change management procedures, including pre-change testing and rollback planning
• Write and maintain runbooks and SOPs
• Contribute to post-incident reviews, identifying root causes and recommending preventive measures
• Serve as the infrastructure-side partner in the production release process
• Own environment readiness for production deployments, validating configurations, infrastructure health, and rollback paths
• Participate in release coordination, deployment timing, environment sequencing, and risk assessment
• Work with QA and engineering on environment design and scaling decisions
• Participate in deployment post-mortems and improve the release process
• Identify repetitive manual tasks and implement automation
• Support infrastructure-as-code efforts
• Collaborate with DevOps on modernization and containerization infrastructure changes

Requirements:

• 5+ years of hands-on experience as a systems administrator or infrastructure engineer
• Bachelor’s degree or equivalent experience
• Must be willing to work rotating on-call, shared across the systems pillar
• Windows Server administration, including installation, configuration, patching, and troubleshooting
• Hands-on Azure experience, including VM management, Azure Monitor, storage, and RBAC
• Hands-on Kubernetes experience, including kubectl, workload management, and cluster observability
• Active Directory fundamentals: user and group management, GPO, DNS, and basic domain operations
• Experience administering IIS or comparable application server platforms, including configuration, troubleshooting, and performance management
• Familiarity with backup and recovery procedures and tools
• Experience supporting production deployments, including pre-deployment environment validation and rollback readiness
• Ability to read logs, trace issues across systems, and communicate findings clearly
• Organized and documentation-oriented, comfortable writing and maintaining runbooks and SOPs
• PowerShell or other scripting experience for automation and administration tasks
• Experience working in an ITSM or ticketing environment such as ServiceNow, Jira, or similar
• Microsoft certifications such as AZ-900, AZ-104, or Windows Server equivalent
• Familiarity with EDI, supply chain platforms, or integration middleware

Benefits:

• Remote first and casual work environment
• 401k with 3.5% company match and vested after 2 years
• 20 PTO days
• 1 birthday day off
• 3 summer days
• 1 Volunteer day
• 10 company holidays
• Medical, dental, vision and other life/health insurance plans
• Paid parental leave
• Wellness reimbursement program