Senior IT Support Specialist (SysAdmin)

TL;DR

Senior IT Support Specialist (SysAdmin): Deliver onsite and remote technical support for Windows and Mac systems to end users including VIPs and stakeholders, manage deployments and security with Intune, Autopilot, JAMF, with an accent on identity management, compliance, and device lifecycle. Focus on troubleshooting complex issues, optimizing endpoint configurations, and ensuring reliable AV/video conferencing equipment.

Location: Onsite at 20 Duncan Street, Toronto, ON M5H3G8, Canada. Support remote sites with occasional visits; flexible hours including weekends if needed.

Salary: 70,000–85,000 CAD

Company

Bally's Corporation is a global casino-entertainment company owning casinos, online gaming platforms like Bally Bet and Bally Casino, with shares on NYSE (BALY).

What you will do

• Provide onsite and remote technical support to end users, VIPs, and senior stakeholders with quick issue resolution.
• Record and monitor support requests in helpdesk (e.g., Jira), follow escalation processes.
• Manage Windows 11 and Mac OS builds, hardware inventory, device lifecycle, and security compliance.
• Administer OKTA for identity/access, support Microsoft 365 apps (Teams, Exchange, OneDrive, SharePoint).
• Use Intune, Autopilot, JAMF for deployments, scripting, profiles, and endpoint management.
• Maintain AV/video conferencing equipment and collaborate on new system rollouts and testing.

Requirements

• Work independently with minimal supervision, excellent written/verbal communication.
• Flexible hours including weekends; support remote sites with occasional visits.
• Experience with Windows 11, Mac OS troubleshooting/deployment; senior stakeholder support.
• Proficiency in Autopilot/Intune, JAMF, Manage Engine; Microsoft 365 advanced knowledge.
• Helpdesk systems (Jira), ITIL concepts, network/printer troubleshooting, software packaging/patching.

Culture & Benefits

• Annual leave, RRSP program, health insurance, home office allowance, wellness/gym allowance.
• Core values: Always Ready, You Make the Difference, All One Team, Learning Every Day, Love to Lead.
• Commitment to diversity, equity, inclusion, and equal opportunities.