Job Description

Join a Team Built on Growth, Innovation, and Technology

Are you an experienced IT professional who enjoys solving complex technical challenges, automating business processes, and building scalable technology solutions?

At Gills Point S, technology is a key driver of our continued growth. We're looking for a Senior Systems Administrator to help manage and modernize the infrastructure supporting our multi-state organization. This role combines cloud administration, networking, security, automation, AI technologies, and technical leadership within a fast-paced environment where your ideas and expertise can make a real impact.

What You'll Do

Cloud & Systems Administration:

• Administer Microsoft 365, including Exchange Online, SharePoint, OneDrive, Teams, licensing, and tenant management.
• Manage Microsoft Entra ID, Conditional Access, MFA, and identity governance.
• Support Intune, endpoint management, software deployment, patching, and asset lifecycle processes.
• Maintain hybrid cloud infrastructure across Azure and AWS environments.
• Develop PowerShell automation to improve efficiency, consistency, and reporting.

Network, VoIP & Security:

• Support network infrastructure across multiple locations, including firewalls, switches, wireless networks, VPNs, and DNS.
• Administer and troubleshoot enterprise VoIP systems.
• Monitor system performance, reliability, and availability.
• Support cybersecurity operations, endpoint protection, vulnerability remediation, audits, and security frameworks such as NIST and ITIL.

Automation & AI Solutions:

• Administer Microsoft Copilot and other approved AI platforms.
• Build workflow automation using Power Automate, PowerShell, and RMM tools.
• Identify manual processes and implement solutions that improve productivity and scalability.
• Support future integration, orchestration, and data connectivity initiatives.

Technical Leadership & Projects:

• Serve as a Tier 2/3 escalation resource for complex technical issues.
• Mentor junior IT team members and contribute to documentation and process improvement.
• Lead infrastructure projects, technology rollouts, and acquisition integrations.
• Help establish standards that support organizational growth and operational excellence.

Requirements

What We're Looking For:

Required Qualifications:

• 4+ years of progressive experience in systems administration, infrastructure, networking, or cloud environments.
• Hands-on experience with Microsoft 365, Entra ID, and Intune.
• Microsoft 365 administration certification (MS-102 preferred or equivalent).
• Strong PowerShell scripting and automation skills.
• Experience troubleshooting complex technical issues independently.
• Solid understanding of networking, security, and infrastructure best practices.

Preferred Qualifications:

• Azure and/or AWS administration experience.
• CCNA, Network+, Security+, or related certifications.
• Experience with NIST or ITIL frameworks.
• VoIP administration experience.
• Experience with Microsoft Copilot, enterprise AI platforms, or workflow automation tools.
• Experience supporting multi-site organizations and technology integrations related to growth or acquisitions.

Why Join Gills Point S?

• Competitive pay and comprehensive benefits
• 401(k) with company match
• Professional development and certification support
• Opportunities to work with cloud, automation, and AI technologies
• Career growth within a rapidly expanding organization
• Collaborative, family-oriented culture that values innovation and new ideas

At Gills Point S, you'll help build the technology foundation that supports our future growth. If you're ready to make a meaningful impact through automation, cloud technologies, and technical leadership, we'd love to hear from you.