Systems Administrator

DRIFTWOOD HOSPITALITY MANAGEMENT•North Palm Beach, FL

11d•Remote

About The Position

The Systems Administrator supports technology across Driftwood Hospitality Management’s hotel portfolio. Reporting to the Director of IT, the role installs, configures, maintains, and upgrades property and corporate systems, with a strong focus on technology deployments such as PMS and POS implementations, network refreshes, and server installations and migrations. The Systems Administrator works with property leadership, the IT Help Desk, brand technology teams, and third-party vendors to provide reliable, secure, brand-compliant technology that supports guest and associate experiences. The role can be remote, requires travel of up to 25%, and includes on-call participation for critical incidents affecting 24/7 hotel operations. The position also administers infrastructure and identity systems, maintains patching, backups, inventories, and security controls, supports PCI DSS compliance and brand audits, troubleshoots escalated issues, provides property support and training, and maintains technical documentation. Work may take place at the corporate office, remotely, and at hotel properties. Schedules may vary with project needs and may include after-hours work to limit disruption to hotel operations.

Requirements

Bachelor’s degree in Information Technology, Computer Science, or a related field, or an equivalent combination of education and experience.
Three or more years of experience in systems or network administration.
Strong working knowledge of LAN and WAN network administration, including VLANs, switching, routing, and firewall configuration.
Hands-on experience administering and troubleshooting Windows operating systems and Windows Server, including Active Directory, DNS, and DHCP.
Familiarity with virtualization platforms such as VMware or Hyper-V and cloud services such as Microsoft Azure and Microsoft 365.
Ability to travel up to 25%, including overnight stays, and a valid driver’s license.
Ability to participate in the on-call support rotation, including evenings, weekends, and holidays.
Excellent problem-solving and analytical skills, with the ability to work independently and as part of a team.
Strong communication and interpersonal skills, including the ability to explain technical concepts to non-technical audiences.
Strong organizational and time management skills, with the ability to manage multiple projects simultaneously.

Nice To Haves

Experience in the hospitality industry, particularly with hotel operations technology.
Experience with hotel PMS and POS platforms, such as Oracle OPERA, Oracle MICROS Simphony, Agilysys, and Toast.
Experience with guest-facing technology, including guest Wi-Fi (HSIA), in-room entertainment, and electronic locking systems.
Working knowledge of PCI DSS requirements.
Industry certifications such as CompTIA Network+ or Security+, Cisco CCNA, or relevant Microsoft certifications.
Experience with IT service management (ticketing) and documentation platforms.

Responsibilities

Travel to properties throughout the portfolio to install, configure, and upgrade hotel technology systems and network infrastructure.
Lead and support PMS, POS, and other property system deployments, conversions, and upgrades, including hotel openings, new property onboarding, and rebranding projects.
Execute network refresh projects, including installation and configuration of switches, firewalls, wireless access points, and related infrastructure.
Plan and perform server installations, migrations, and decommissions, including transitions to virtualized and cloud-hosted environments.
Coordinate with vendors, contractors, internet service providers, and brand technology teams on project scheduling, site readiness, circuit installations, and system cutovers.
Configure, administer, and maintain networks, servers, and endpoints in compliance with brand standards and company security policies.
Administer Active Directory, Microsoft Entra ID, Microsoft 365, Group Policy, and user account access and permissions.
Manage patching and updates for servers, network devices, and endpoints.
Monitor system and network performance, availability, and capacity, and proactively identify and resolve issues.
Maintain backup and disaster recovery processes, including regular testing of data restores.
Maintain accurate hardware and software asset inventories, including lifecycle, warranty, and licensing records.
Safeguard systems and data through access controls, firewall management, endpoint protection, and backup procedures.
Support PCI DSS compliance for payment environments, including network segmentation, separation of guest and back-office networks, and participation in annual assessments.
Ensure property networks and systems meet brand technology standards, and support brand technology audits and remediation efforts.
Assist in responding to and investigating security incidents in accordance with established procedures.
Diagnose and resolve system, network, and hardware issues and outages, engaging vendors as needed.
Serve as an escalation point for the IT Help Desk and help ensure timely resolution of higher-level tickets.
Participate in the on-call rotation to resolve critical after-hours incidents affecting hotel operations.
Provide remote and on-site support to property associates and leadership, and deliver training on new or upgraded systems.
Create and maintain documentation of systems, network diagrams, configurations, and standard operating procedures.
Recommend improvements to infrastructure, processes, and standards to enhance reliability, security, and efficiency.
Stay current on emerging hospitality technology, security threats, and industry best practices.
Perform other duties as assigned.