Senior IT Specialist

Upturn Co. • San Juan, PR

4d

About The Position

The Senior IT Specialist is responsible for the administration, maintenance, monitoring, troubleshooting, and continuous improvement of the organization's IT infrastructure, security posture, and end-user support services. This role serves as a senior technical resource, providing leadership in the implementation of best practices, cybersecurity initiatives, infrastructure projects, and operational support while ensuring high availability, reliability, and security of enterprise systems.

Requirements

• Associate's or Bachelor's degree in Computer Science, Information Technology, Information Systems, Cybersecurity, or related field. Equivalent combination of education and relevant experience may be considered.
• 5 to 8 years of progressive experience in Systems Administration, Infrastructure Support, Network Administration, Cybersecurity, or related IT functions.
• Infrastructure & Systems Administration: Microsoft Windows Server 2012, 2016, 2019, and newer versions
• Active Directory administration and Group Policy management
• Microsoft 365 administration and support
• DNS, DHCP, File Services, Print Services, and Remote Desktop Services
• Virtualization technologies, primarily VMware environments
• Server performance monitoring and optimization
• Backup and Disaster Recovery solutions administration
• Networking: Firewall configuration, administration, and monitoring
• Switches, routers, wireless infrastructure, and network troubleshooting
• WAN/LAN administration and monitoring
• VPN configuration and maintenance
• Network performance analysis and troubleshooting
• Fiber connectivity and telecommunications redundancy management
• Firmware upgrades and lifecycle management
• Cybersecurity: Security monitoring and incident response
• Security hardening of servers, endpoints, and network devices
• Vulnerability assessment and remediation
• Antivirus and endpoint protection administration
• Security alert analysis and escalation
• Patch management and compliance
• Identity and Access Management (IAM)
• Factor Authentication (MFA) implementation and support
• Cloud Technologies: Microsoft Azure administration and monitoring
• Azure Virtual Machines
• Azure Storage Services
• Azure Networking
• Microsoft Entra ID (Azure Active Directory)
• Hybrid cloud infrastructure support
• End User Support: Windows 10 and Windows 11 administration
• Microsoft Office 2019, Office 365, and Microsoft Teams
• Executive-level technical support
• Asset and inventory management
• Ticketing system administration and SLA compliance
• Excellent verbal and written communication skills
• Strong customer service orientation
• Ability to communicate effectively with technical and non-technical stakeholders
• Strong analytical and problem-solving skills
• Self-motivated and highly organized
• Ability to prioritize and manage multiple tasks simultaneously
• Strong teamwork and collaboration skills
• Proactive and results-oriented mindset
• Ability to work under pressure and in fast-paced environments
• Professional proficiency in English (written and verbal)
• Strong sense of ownership and accountability
• Willingness to learn and adapt to emerging technologies
• Availability to work after hours when required
• Availability to participate in emergency support activities

Nice To Haves

• CompTIA Security+ or CompTIA Network + or Microsoft Certified: Azure Administrator Associate
• Microsoft Certified: Windows Server Hybrid Administrator Associate
• VMware Certified Professional (VCP)
• Cisco Certified Network Associate (CCNA)
• Fortinet NSE Certification
• ITIL Foundation Certification

Responsibilities

• Administer, maintain, and support enterprise infrastructure environments
• Monitor systems, networks, and security platforms to ensure optimal performance and availability
• Lead troubleshooting efforts for complex infrastructure and cybersecurity incidents
• Implement security best practices and compliance requirements
• Coordinate server, network, and security upgrades
• Develop and maintain technical documentation, procedures, and knowledge base articles
• Participate in infrastructure planning, architecture discussions, and technology recommendations
• Mentor junior IT staff and provide technical guidance when required
• Support disaster recovery, business continuity, and cybersecurity initiatives
• Participate in on-call rotations and provide after-hours support when necessary

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: Associate degree