• Design, own, and evolve the on-prem Kubernetes architecture used to deploy the Netwrix platform. • Define best practices for cluster layout, networking, storage, security, and lifecycle management. • Support self-managed Kubernetes environments across a wide range of customer infrastructure setups. • Diagnose and resolve complex platform-level issues spanning Kubernetes, networking, storage, and application layers. • Own the design and implementation of the product installer and deployment tooling (e.g. Helm charts, custom installers, scripts). • Define packaging and dependency management strategies for on-prem environments. • Design and maintain reliable upgrade, rollback, and migration workflows with minimal customer downtime. • Improve installation validation, pre-flight checks, and post-install verification to reduce support burden. • Establish standards for logging, monitoring, diagnostics, and supportability in customer-managed environments. • Partner with Support and Customer Success to improve troubleshooting workflows and reduce deployment-related incidents. • Ensure on-prem installations are secure, observable, and operationally mature. • Act as the technical authority for on-prem infrastructure and deployment concerns. • Review and influence architectural decisions that impact platform operability and reliability. • Mentor engineers on Kubernetes, infrastructure design, and operational best practices. • Drive improvements in documentation, runbooks, and operational readiness across the organization.

• Work with a team of highly skilled Staff and Senior Engineers • Evolve and optimize our hybrid AWS and bare metal infrastructure to securely run sandboxed code and AI Agents with industry leading cost efficiency • Investigate customer and infrastructure problems down to the packet capture and process memory level together with the team to ensure customers can trust Checkly • Contribute to infrastructure reliability and ensure systems stay snappy for ad hoc and scheduled workloads without breaking or exploding costs • Collaborate with product engineers to improve developer experience, support our strong shipping culture and provide observability they need

• Work with a team of highly skilled Staff and Senior Engineers • Evolve and optimize our hybrid AWS and bare metal infrastructure to securely run sandboxed code and AI Agents with industry leading cost efficiency • Investigate customer and infrastructure problems down to the packet capture and process memory level together with the team to ensure customers can trust Checkly • Contribute to infrastructure reliability and ensure systems stay snappy for ad hoc and scheduled workloads without breaking or exploding costs • Collaborate with product engineers to improve developer experience, support our strong shipping culture and provide observability they need

• Administer and maintain mission-critical Windows and Linux servers in virtualized (VMware, Hyper-V) and cloud (Azure, AWS) environments • Develop and maintain scripts (PowerShell, Bash, or Python) to automate tasks, improve system performance, and streamline operational workflows • Configure, deploy, and support Windows and macOS desktop systems, ensuring optimal performance and consistent user experiences • Troubleshoot endpoint, connectivity, and authentication issues by analyzing logs, configuration data, and network traffic • Collaborate with network engineers to monitor and maintain connectivity, resolving LAN/WAN/Wi-Fi issues as they arise • Support AV systems and classroom technology, ensuring seamless integration of instructional and collaboration tools for campus environments • Participate in user access and permissions management, maintaining secure, compliant data access for managed services clients • Monitor systems using tools such as ConnectWise, SolarWinds, or similar platforms; identify issues and escalate complex problems to senior team members when necessary • Follow security best practices in all system and network configurations, applying updates and patches in compliance with FERPA, GLBA, and institutional standards • Assist with periodic security audits, documenting findings and corrective actions to maintain compliance • Maintain detailed and accurate infrastructure documentation, including system configurations, troubleshooting procedures, and setup processes • Provide day-to-day leadership, coaching, and performance management for the Network Administrator and two Desktop Technicians, fostering collaboration and accountability across the team • Ensure consistent service delivery, prioritization of tasks, and professional development for team members • Support administrative and operational tasks such as inventory management, vendor coordination, and IT reporting • Demonstrate strong soft skills, including communication, teamwork, organization, and adaptability in a client-focused environment • Occasional travel to client sites, as needed