IT Specialist II

We are currently recruiting for an IT Specialist II with 3-5 years of tier II technical support in a law firm or professional services environment. This is a permanent and full-time position, hours will be Monday through Friday, 8:30am to 5:00pm. We offer a challenging and rewarding environment, with a competitive compensation and benefit package. Roper Greyell is committed to our team members and in supporting all our employees in maintaining a work life balance.

Please note that in May 2026 Roper Greyell will be moving to new office space at 320 Granville Street.

JOB FUNCTION

The IT Specialist II is a highly technical, hands-on role responsible for supporting, maintaining, and optimizing the firm’s core infrastructure, cloud services, business applications, and end user systems. Working as a Tier 2 escalation point within the IT team, this position resolves complex technical issues, manages critical systems such as Azure, Windows Server, Azure Virtual Desktop, and document management applications, and ensures reliable, secure, and efficient technology operations across the firm. This role collaborates with third party vendors for Tier 3 escalations, supports small scale technical projects, and contributes to continuous improvement of IT services, ensuring stability and performance in a fast-paced legal environment. 

RESPONSIBILITIES

• Provides tier 2 support for the IT services team, troubleshooting advanced issues across cloud, server, networking, and endpoint environments. 

• Determines when issues require Tier 3 vendor escalation and coordinates resolution with third party support.  

• Manages systems such as Azure Portal, Azure Virtual Desktop, Windows Server, etc. 

• Plans, manages, and executes on small IT projects or components of overarching IT projects, with support from the Senior Manager, IT Services. 

• Provides high quality resolution and consistent support of standard processes by following documented work instructions and ways of working guidelines. 

• Ensures data accuracy and integrity with all transactions, communications and stakeholder support. 

• Maintains documentation, standard operating procedures, and system configurations. 

REQUIRED TECHNICAL SKILLS

Administrator and Troubleshooting experience include, but not limited to: 

• Azure Portal (Entra, Intune, Exchange, etc) 

• Azure Virtual Desktop (Image creation, updates, deployment, and support/troubleshooting) 

• Windows Server Management (Group Policies, role management, server configuration, and support/troubleshooting) 

• Windows Server Networking (Shares, Permissions, performance management, WAN/LAN configuration, and support/troubleshooting) 

• Business Applications: 

• Productivity Apps (Microsoft 365 Office Suite) 

• Accounting Software (Elite, Aderant, Acumin, or similar) 

• Document Management System (NetDocuments, iManage, or similar) 

• Cloud-based Applications (DocuSign, Clio, or similar) 

• VoIP Systems (configuration and support) 

• Hardware Systems 

• Videoconferencing Systems (Teams Room and Zoom Room Administration & Support) 

• Server Room Equipment (Switches, Firewalls, etc) 

• Enterprise Printer Management (Print Server, Scanners, etc) 

• Vendor Collaboration 

• Contacting and working with systems vendors to resolve issues 

• Industry-standard Certificates 

• Relevant Microsoft Certificates 

• Relevant Platform-specific Certificates 

QUALIFICATIONS

• 3-5 years of progressive IT experience, including at least 2 years in a Tier 2/Level 2 role. 

• Experience in a law firm or professional services environment is strongly preferred. 

• Diploma or bachelor's degree in information technology, Computer Science or a related field 

• System administration and IT certifications in Microsoft, Cisco, ITIL, Comp TIA Network+ or CCNA, or other relevant fields.