Help Desk System Administrator Jobs in Boca Raton, FL

Schedule: Monday–Friday | 8:30 AM–5:00 PM
Occasional evenings, weekends, or overnight work may be required.

Are you passionate about technology and helping others? Are you looking for an opportunity to grow your IT career while making a meaningful impact in the lives of seniors and fellow team members?

If you're ready to join a supportive, mission-driven organization where your work truly matters, we'd love to meet you.

Sinai Residences is Boca Raton's premier five-star senior living community, offering the elegance and sophistication of a luxury resort. Located on the secure, gated 100-acre Jewish Federation campus, Sinai provides an exceptional living experience for residents and an outstanding workplace for employees.

We are proud to have been ranked #1 on Fortune's 2025 Best Workplaces for Aging Services, reflecting our commitment to a people-first culture that provides the tools, training, and support our team members need to succeed and grow.

At Sinai Residences, you'll become part of a dedicated team committed to delivering exceptional service, compassionate care, and enriching experiences for our residents. You'll have the opportunity to:

• Make a meaningful impact every day
• Work in a collaborative, supportive environment
• Grow your IT skills and career
• Support both employees and residents through technology
• Enjoy working in an upscale, mission-driven community

The Help Desk Technician provides frontline technical support to employees and residents by troubleshooting hardware, software, networking, telephone, printer, mobile device, and audiovisual equipment issues.

This role is responsible for responding to service requests, documenting and resolving technical issues, preparing and deploying equipment, maintaining asset records, and supporting IT projects and system improvements. The technician delivers courteous, patient, and professional customer service while helping ensure technology remains secure, reliable, and accessible throughout the organization.

This position also partners closely with the IT Director by reporting on technical asset status, monitoring endpoint health, supporting infrastructure improvements, and assisting during emergency situations.

• Serve as the first point of contact for Help Desk support for approximately 400 employees and Sinai residents.
• Record, track, troubleshoot, and resolve Help Desk requests, escalating issues or coordinating with vendors as needed.
• Diagnose and resolve computer, hardware, software, printer, telephone, network, and connectivity issues.
• Provide in-person technical support and user training for staff and residents, including regularly scheduled Resident IT Clinics.
• Install, configure, and maintain enterprise software, operating systems, and business applications.
• Support desktops, laptops, printers, peripherals, VoIP phones, mobile devices, and audiovisual equipment.
• Configure and deploy new computers and technology equipment.
• Create and maintain workstation images for efficient deployment.
• Administer Microsoft Active Directory and Microsoft 365 user accounts, including Teams, OneDrive, and SharePoint.
• Maintain accurate IT asset inventory and documentation.
• Monitor endpoint management and remote monitoring systems to proactively identify and resolve issues.
• Assist with new system implementations, hardware upgrades, software deployments, patches, and system improvements.
• Participate in emergency IT support and business continuity efforts when needed.

• 3–4 years of Help Desk or end-user IT support experience.
• Strong experience supporting Windows enterprise environments.
• Experience administering Microsoft 365, including Teams, OneDrive, and SharePoint.
• Experience with Active Directory user administration.
• Knowledge of Microsoft Office applications and Windows operating systems.
• Experience with hardware imaging, deployment, configuration, and troubleshooting.
• Experience supporting desktops, laptops, monitors, printers, peripherals, iPhone, and Android devices.
• Experience with Help Desk ticketing systems.
• Knowledge of print services and user account management.
• Strong troubleshooting and problem-solving skills.
• Excellent customer service and communication skills with the ability to support both employees and senior residents in person and over the phone.
• Exceptional organizational skills, attention to detail, and follow-through.

• IT certifications such as CompTIA A+, Network+, Microsoft, or equivalent.
• Experience working in healthcare, hospitality, or senior living environments.

Compassion
We serve our residents, families, and one another with empathy, kindness, and respect.

Diversity
We celebrate the diversity of our community, recognizing that different perspectives make us stronger.

Service
We approach every day with positivity, humility, and a commitment to exceeding expectations.

Teamwork
We succeed together by supporting one another, sharing knowledge, and taking ownership of every challenge we encounter.

• Ability to stand and walk throughout the workday.
• Ability to lift and carry up to 30 pounds independently.
• Ability to push and pull carts weighing up to 50 pounds.
• Frequent bending, reaching, stooping, and balancing.
• Ability to see, hear, and communicate effectively.
• May be exposed to cleaning chemicals, communicable illnesses, and other environmental conditions typical of a healthcare or senior living community.

If you're passionate about technology, enjoy helping others, and want to be part of an award-winning organization where your contributions make a real difference, we encourage you to apply today.