IT Support Specialist - Head Office (Yorkdale)

Retailors (Fox NSP Europe); Toronto; On-site; CAD 50,000 - 58,000; Full time

Job summary

Retailors (Fox Group) in Canada is seeking an experienced IT Support Specialist for the Head Office and retail store teams. You will provide front-line support to onsite and remote users, manage POS/ERP systems, and maintain Microsoft 365, Intune, AD/AAD to ensure smooth operations.

The role requires travel between retail locations in the Greater Toronto Area, weekend/holiday coverage as needed, and setup support for new store openings. A valid driver’s license is required.

Qualifications

• Minimum of five (5) years of end-user and remote technical support experience (mandatory).
• Proven hands-on experience supporting ERP systems and retail POS environments (mandatory).
• Strong experience administering Microsoft 365 Exchange Online and Microsoft Intune.
• Experience managing Active Directory and Azure AD/Microsoft Entra ID.

Responsibilities

• Provide front-line technical support to onsite and remote end users.
• Support POS systems, cash registers, and ERP systems.
• Administer Exchange Online and Intune; manage AD and Entra ID.
• Support Azure servers, VMs, and Windows OS.
• Install and troubleshoot HP Retail hardware (touchscreens, printers, scanners, laptops).
• Troubleshoot networking including VLANs, SSL, Wi-Fi, firewall policies.
• Travel between retail locations and support store openings.

Skills

End-user support

Remote support

ERP systems

Retail POS

Microsoft 365

Intune

AD/AAD Entra

Windows OS

SQL Server

HP Retail hardware

Networking concepts

Tools

ManageEngine MDM

Apple device management

Android device management

Microsoft 365 Exchange Online

Microsoft Intune

Job description

Who We Are

Retailors is a leading and rapidly expanding retailer specializing in the sports and athleisure industry. We are proud to be the global partner of choice for operating Nike retail locations across Canada, Europe, Australia, New Zealand, and Israel.

As part of the Fox Group, Retailors Canada continues to expand its footprint across the country. Our IT team plays a critical role in supporting this growth by delivering reliable technology solutions that keep our Head Office and retail operations running efficiently.

Who We’re Looking For

We are seeking an experienced IT Support Specialist to join our Head Office team. This role provides technical support across all five of our brands, working closely with both Head Office employees and retail store teams. The ideal candidate is a proactive problem solver, an exceptional team player, and thrives in a fast-paced retail environment.

Responsibilities include, but are not limited to:

• Provide front-line technical support to onsite and remote end users.
• Support Point-of-Sale (POS) systems, cash register environments, and ERP systems.
• Administer and troubleshoot Microsoft 365 Exchange Online and Microsoft Intune.
• Manage and maintain Active Directory (AD) and Azure Active Directory (AAD)/Microsoft Entra ID.
• Support Microsoft Azure servers, virtual machines, and Windows operating systems.
• Install, configure, and troubleshoot HP Retail hardware, including touchscreens, receipt printers, barcode scanners, and HP/Dell desktops and laptops.
• Support network printers and resolve general network connectivity issues.
• Troubleshoot and support networking technologies, including:
  • VLANs
  • SSL tunneling
  • SSL clients
  • Network switching
  • Wi-Fi
  • Firewall policies
• Provide technical support to retail stores during weekends, holidays, and outside regular business hours, as required.
• Travel between retail locations to support day-to-day operations and new store openings.
• Assist with the setup and deployment of new retail stores in a fast-paced environment.
• Support Mobile Device Management (MDM) solutions, including ManageEngine MDM, Apple device management, and Android device management (asset).

Qualifications

• Minimum of proven five (5) years of experience providing end-user and remote technical support (mandatory).
• Proven hands-on experience supporting ERP systems and retail Point-of-Sale (POS) environments (mandatory).
• Strong experience administering Microsoft 365 Exchange Online and Microsoft Intune.
• Experience managing Active Directory (AD) and Azure Active Directory (AAD)/Microsoft Entra ID.
• Strong knowledge of Microsoft Windows operating systems, including installation, troubleshooting, and administration.
• The ideal candidate will have extensive hands‑on experience with Microsoft SQL Server (STD\Express) and a strong

understanding of database architecture, performance tuning, query optimization, and troubleshooting.

(mandatory).

Experience supporting HP Retail hardware, including touchscreens, printers, scanners, and HP/Dell desktops and laptops.

• Experience supporting and troubleshooting network printers.
• Solid understanding of networking concepts, including VLANs, routing, SSL tunneling, SSL clients, switching, Wi‑Fi, and firewall policies.
• Ability and willingness to work flexible hours, including weekends, holidays, and on‑call support when required.
• Valid driver's license with the ability to travel between retail locations as needed.
• Ability to prioritize multiple tasks and perform effectively in a fast‑paced retail environment.

Work Location

• Primarily onsite at our Head Office located at Yorkdale Shopping Centre.
• Regular travel to retail store locations throughout the Greater Toronto Area is required.
• Additional travel may be required to support new store openings, urgent technical issues, and on‑call support.

Pay range: $50,000 – $58,000

This is a vacant position.

Retailors (Fox Group) is an equal opportunity employer committed to diversity and inclusion, and we encourage applications from all qualified candidates, including those with disabilities. We will accommodate applicants’ needs, upon request, throughout all stages of the recruitment process. Please inform us of the accommodation(s) that you may require. Information received relating to accommodation will be addressed confidentially.

We thank all applicants for your interest in this exciting opportunity; however, only qualified applicants will be contacted