Senior IT Support Specialist (SysAdmin)

Bally's Interactive•Toronto, ON

6h•CA$70,000 - CA$90,000•Onsite

About The Position

We are currently seeking an experienced and proactive Senior IT Support Specialist to join our dynamic IT team. In this role, you will provide high-quality support to end users, including VIPs and senior stakeholders, while taking ownership of the delivery and security of both Windows and Mac systems. This is a unique opportunity that blends hands-on support with strategic management of deployment tools and system security. We're looking for someone with strong technical expertise, excellent communication skills, and the ability to adapt and thrive in a fast-changing environment.

Requirements

Work independently with minimal supervision.
Communicate excellently in written and verbal forms.
Adapt to flexible working hours, including weekends if needed.
Support remote sites with occasional visits.
Manage time efficiently and solve problems effectively.
Support Windows 11 and Mac OS X, including troubleshooting and deployment.
Work with senior stakeholders and use helpdesk systems like Jira.
Package software, patch, deploy OS, and handle queries and reporting.
Deploy and administer Autopilot, JAMF, Manage Engine, or Microsoft Intune.
Support remote users, manage printers, and troubleshoot networks.
Understand ITIL concepts.
Have advanced Microsoft 365 knowledge.

Responsibilities

Delivering onsite and remote technical support to end users, ensuring quick resolution of issues and providing exceptional service to VIPs and senior stakeholders.
Recording and monitoring support requests in the helpdesk system (preferably Jira) and adhering to the escalation process.
Managing Windows and Mac builds to maintain user experiences and security, supporting Windows 11 and Mac OS, and maintaining hardware inventory and device lifecycle.
Administering OKTA for identity and access management, supporting Microsoft 365 applications like Teams, Exchange, OneDrive, and SharePoint, and maintaining configurations and installation procedures.
Utilizing Microsoft deployment tools like Intune, Autopilot, JAMF, and Endpoint Management tools for configuration, profile creation, scripting, and deployment.
Delivering day-to-day end-user support with professionalism and efficiency, managing deployment tools and automation processes.
Leveraging in-depth experience with Autopilot/Intune and Jamf to optimize device management capabilities.
Collaborating with IT to implement technologies, participating in rollouts, testing, and deployment of new systems and applications.
Ensuring endpoints and images meet security and compliance standards.
Providing maintenance and support for AV and video conferencing equipment to ensure reliable meetings, and building strong relationships within the IT team, adapting to priorities, and thriving under deadlines in a complex environment.