IT System Administrator

Job Summary We are seeking an experienced IT System Administrator for a direct hire opportunity in San Juan, PR within the insurance industry. This role is ideal for a hands-on infrastructure professional who enjoys managing hybrid technology environments, supporting business-critical systems, and serving as a Level 2/3 escalation resource for complex technical issues. This opportunity offers a stable, professional work environment with supportive leadership, collaborative teamwork, and meaningful infrastructure improvement projects. The IT System Administrator will contribute to system reliability, cybersecurity maturity, cloud and identity management, and long-term technology strategy while continuing to grow technical expertise in a business-critical IT role. Key Responsibilities Administer Windows Server and Linux environments across physical, virtual, on-premise, and cloud infrastructure. Manage corporate networks, firewalls, VPNs, Wi-Fi, cloud platforms, and related infrastructure services. Administer Azure Entra ID, SSO, MFA, Conditional Access, Microsoft Intune, and mobile device management. Develop and maintain backup, disaster recovery, monitoring, patching, capacity planning, and infrastructure security processes. Provide Level 2/3 technical escalation, troubleshoot complex issues, and support infrastructure migrations and improvement projects. Automate administrative tasks using PowerShell, Bash, Python, and generative AI tools while maintaining documentation, runbooks, and procedures. Compensation and Benefits Salary range: $50,000 to $60,000 per year. Job type: Direct hire. Location: San Juan, PR. Required Qualifications and Skills Administer and support hybrid Windows Server, Linux, virtualized, network, and cloud infrastructure environments. Manage identity, access, endpoint, and security controls using Azure Entra ID, MFA, Conditional Access, and Microsoft Intune. Support backup, disaster recovery, patch management, infrastructure monitoring, scripting, and automation initiatives. Serve as a Level 2/3 escalation resource for complex infrastructure, systems, and network issues. Bachelor's degree in Computer Science, Information Technology, or a related field. 3 to 4+ years of experience in systems administration, IT infrastructure, or networking. Advanced knowledge of Windows Server, Linux, networking, virtualization, cloud platforms, Azure Entra ID, and Intune. Experience with AWS, Azure, and/or Google Cloud environments. Experience with backup and disaster recovery planning, restoration testing, monitoring tools, patching, and system updates. Scripting and automation experience using PowerShell, Bash, Python, or similar tools. Knowledge of NIST Cybersecurity Framework 2.0 and cybersecurity best practices. Fluent in English and Spanish, both written and verbal. Strong troubleshooting, documentation, communication, vendor coordination, and cross-functional collaboration skills. Preferred Qualifications Relevant certifications such as CCNA, CompTIA, Microsoft Azure, AWS, or equivalent. Experience supporting regulated industries such as insurance, financial services, healthcare, or other compliance-driven environments. Experience improving infrastructure standards, security controls, runbooks, and operational procedures. Familiarity with generative AI tools for IT automation, documentation, or operational efficiency. Equal Opportunity Employer / Disabled / Protected Veterans The Know Your Rights poster is available here: The pay transparency policy is available here: We are committed to working with and providing reasonable accommodations to individuals with disabilities. If you need a reasonable accommodation for any part of the employment process, please contact your staffing representative who will reach out to our HR team. #J-18808-Ljbffr AppleOne Employment Services