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IT Technician

Cayman Medical Ltd

Grand Cayman · George Town · Full-time · KYD$35,000 - KYD$39,000 Per Annum (paid Monthly)

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Requirements • Minimum 5 years of independent, hands-on experience in IT systems administration, application support/development, networking, and technical troubleshooting. • Demonstrated experience building, configuring, administering, maintaining, and troubleshooting Windows and Linux/Ubuntu server environments, rather than end-user support alone. • Strong practical experience with: o Windows Server and Ubuntu/Linux administration o Virtual machines and virtualized application environments o Docker and containerized application environments o TCP/IP networking, firewalls, access controls, and network security o Windows/Linux workstations and server-to-client connectivity o Grandstream PBX and IP telephone systems • Experience with database and application development/integration, including: o 4th Dimension (4D) database/application environments o MySQL and SQL/database connectivity o PHP, CSS, JavaScript and AJAX o SOAP/API and system-to-system integrations • Proven ability to troubleshoot across the application, database, operating system, network, firewall, and integration layers. • Practical experience supporting healthcare technology, including CML Radiology Information Systems (RIS), PACS, OpenEMR, clinical workstations, and healthcare application workflows. • Hands-on experience designing, configuring, testing, and troubleshooting local or self-hosted AI-agent environments, including workflow automation, Retrieval-Augmented Generation (RAG), structured knowledge retrieval, agent memory/context management, and integration of AI tools with existing software and IT workflows. • Working knowledge of cybersecurity, including system access controls, user privileges, endpoint/server security, network defense, threat identification, and security-related troubleshooting. • CompTIA A+ certification together with documented training in Windows Server administration, networking, cybersecurity, or equivalent relevant technical training. • Ability to work independently, document technical changes, communicate effectively with users and vendors, and support systems within a confidential healthcare environment. Key Responsibilities: • Install, configure, administer, maintain, and troubleshoot company servers, workstations, networks, firewalls, software, databases, and communication systems. • Maintain Windows and Linux server environments, virtual machines, Docker/container environments, access controls, system updates, and security configurations. • Maintain and troubleshoot OpenEMR, RIS/PACS, healthcare applications, and related connectivity and workflows. • Maintain and support 4D and MySQL database/application environments and associated web, API, and system integrations. • Perform software development, scripting, application configuration, testing, debugging, deployment, and technical documentation as required. • Configure and maintain network infrastructure, firewall rules, network-connected devices, Grandstream PBX, IP phones, and related communication systems. • Develop, configure, test, integrate, and maintain local AI-agent and AI-assisted automation environments for approved technical and operational workflows. • Investigate technical problems through hardware, operating system, network, security, database, application, and integration layers to identify root causes. • Provide end-user technical support, implementation assistance, system training, and user guidance. • Coordinate technical work with management, users, vendors, and external development resources and maintain appropriate system and change documentation.