System Administrator - Microsoft 365 and On-Prem

Tom James is the world’s largest manufacturer and retailer of made-to-order clothing and the engine behind one of the most established tailored clothing brands.  As one of the few remaining vertically integrated clothing retailers-controlling the entire manufacturing process ‘from sheep to suit’ – we offer unparalleled value to those with an eye for quality.

We are excited to announce a new opportunity for a System Administrator to join our team. The Microsoft 365 and On-Prem System Administrator will help oversee the day-to-day operations of the Tom James IT infrastructure - ensuring systems are secure, efficient, and available to support business operations. This includes administering Microsoft 365 tenants, managing and configuring servers, networks, and related hardware/software, troubleshooting issues, and implementing solutions to maintain system performance and security.

• Microsoft 365 Administration: Help manage, configure, and license Microsoft cloud-based productivity services including Exchange, Teams, SharePoint, OneDrive.   
• System Management: Install, configure, and maintain servers (physical and virtual), operating systems (e.g., Windows, Linux, Unix), and software applications.
• Network Administration: Monitor and manage network infrastructure, including routers, switches, and firewalls, to ensure connectivity and performance.
• Security: Implement and maintain security measures, including firewalls, antivirus software, and patch management, to protect systems from threats.
• Troubleshooting: Diagnose and resolve hardware, software, and network issues in a timely manner to minimize downtime. Work with Help Desk on escalated tickets. 
• Backup and Recovery: Develop and maintain backup strategies to ensure data integrity and perform disaster recovery operations when needed.
• User Management: Manage user accounts, permissions, and access controls to ensure secure and efficient access to systems and resources. 
• Performance Monitoring: Monitor system performance, analyze logs, and optimize configurations to ensure reliability and scalability. 
• Documentation: Maintain detailed documentation of system configurations, procedures, and troubleshooting steps. 
• Automation: Develop scripts (e.g., PowerShell, Bash) to automate routine tasks and improve system efficiency. 
• Collaboration: Work with IT teams, vendors, and stakeholders to implement new technologies, upgrades, or system migrations. 
• Compliance: Ensure systems comply with organizational policies, industry standards, and regulatory requirements (e.g., GDPR, HIPAA).  

• Microsoft 365 (required)
• Microsoft Active Directory (on prem) and Entra
• Meraki and SonicWall firewalls, switches, and WAP’s
• Nutanix AHV Hyperconverged appliances
• Sentinel One and Reliaquest Greymatter security platforms
• Unitrends, Barracuda, and HYCU backups
• Citrix and Remote Desktop Services
• Dell Servers
• IBM i Servers

• Education: Bachelor’s degree in computer science, Information Technology, or a related field (or equivalent experience). 
• Experience: 3-5 years of experience in system administration, network management, or a related IT role. Microsoft 365 experience required. 

• Proficiency with operating systems (e.g., Windows Server and Desktop, Linux, IBM i). 
• Knowledge of virtualization platforms (e.g., Nutanix AHV, Hyper-V,). 
• Familiarity with cloud platforms (e.g., AWS, Azure, Google Cloud). 
• Experience with network protocols (e.g., TCP/IP, DNS, DHCP). 
• Scripting skills (e.g., PowerShell, Bash). 
• Understanding of cybersecurity best practices and tools. 
• Strong problem-solving, communication, and time-management skills; ability to work independently and in a team.  

• On-site presence required with some Remote work possible when needed.
• May require on-call availability for after-hours support or emergencies. 
• Ability to lift and manage hardware (e.g., servers, networking equipment). 
• Light travel may be required.  

Why this is a great opportunity

Tom James is an industry leader, and we have grown steadily every year we’ve been in business. Our worldwide team is made up of smart, dedicated, interesting people who make terrific coworkers. We offer a competitive starting salary, an outstanding benefits package including PTO, medical, dental, and vision insurance, short- & long-term disability, and of course 401(k) with match and stock.