Senior IT Support Specialist (SysAdmin)

Bally's Interactive; Toronto; On-site; CAD 70,000 - 95,000; Full time

Benefits offered by this job

Annual leave

RRSP Program

Health insurance

Home office allowance

Wellness or Gym allowance

Job summary

Bally's Intralot is seeking an experienced Senior IT Support Specialist to join the IT team onsite in Toronto. You will deliver hands‑on Windows and Mac support, manage deployment tools, and maintain security and compliance for endpoints and software.

The role requires strong communication skills, the ability to work with VIPs and senior stakeholders, and experience with Intune, Autopilot, JAMF, and Jira. Hybrid or onsite flexibility may apply depending on project needs.

Qualifications

• Strong technical knowledge of Windows and Mac environments.
• Ability to support VIPs and senior stakeholders.
• Excellent written and verbal communication skills.

Responsibilities

• Delivering onsite and remote technical support to end users, including 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.

Skills

Strong communication

Time management

Independent work

Tools

Okta

Intune

Autopilot

JAMF

Endpoint Management

ManageEngine

Microsoft 365

Jira

Job description

Location: Duncan St, Toronto (Onsite - 5 days in office)

Bally ’ s Intralot is a newly formed company established through the combination of Intralot and Bally ’ s International Interactive, positioning the group as a top iGaming operator and a leading global provider of lottery solutions.

Bally ’ s Intralot is uniquely positioned across digital online gaming markets, lottery, i Lottery, and sports betting. Operating at the intersection of technology, regulation, and entertainment. We are optimally positioned to c apitalise o n strong global growth trends driven by digital adoption and regulatory expansion across lottery and iGaming markets.

Well, what about the team?

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.

So, what will you be doing?

• 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.

And what are we looking for?

• 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 and have advanced Microsoft 365 knowledge.

This is what you'll get

Different benefits packages are tailored to fit each location, but here ’ s a taste of what may be on offer

• Annual leave
• RRSP Program
• Health insurance
• Home office allowance
• Wellness or Gym allowance

DNA / Values

At Bally ’ s Intralot we are driven by a set of core values that we like to call our DNA. We strive to embody our DNA and keep them at the heart of everything we do!

We W in as One, we succeed together - across every location and every function. We collaborate openly, raise each other up, and share the wins. We're P owered by Curiosity, we ask questions, challenge assumptions and make space to learn and innovate. We have F un with Purpose, we bring creativity, energy and joy to how we work and what we deliver, because when people enjoy what they do, the work is better for everyone. Our teams E mbrace t he Possibility, when opportunity appears, we act. When the unexpected hits, we adapt. We don ’ t wait for change - we move towards it. At Bally's Intralot, we G uard t he Game, we protect what matters most, fair play for our players, integrity for our partners, and accountability in everything we do.

Equal Opportunities

At Bally ’ s Intralot, we are committed to promoting equal opportunities in employment and working conditions. Diversity, Equity and Inclusion are important to us, and we encourage a culture where everyone can be themselves at work. We believe passionately that employing a diverse workforce is central to our success, this is our superpower.

We do not discriminate against employees or job applicants on the basis of race, colour, nationality, ethnic or national origin, age, sex or sexual orientation, gender reassignment, religion or belief, marital or civil partner status, pregnancy or maternity, political opinion or disability.

Salary Range - 70,000 CAD to 95,000 CAD