City : Toronto

Category : IT Network & System Infrastructure

Industry : Sports and Media

Employer : Maple Leaf Sports & Entertainment (MLSE)

Powered by Passion. United by Purpose. Build for Impact. 

At Maple Leaf Sports & Entertainment Partnership (MLSE), we exist to deliver the ultimate fan experience by lifting trophies, spirits, and communities – united as one. 

We're more than a workplace. We are a team of passionate people, boldly building the future of sport and entertainment, together. We believe in the power of play, the strength of collaboration, and the energy that comes from showing up with purpose. 

From the ice to the pitch, the hardwood to the digital arena, we’re proud to be the driving force behind the Toronto Maple Leafs (NHL), the Toronto Raptors (NBA), Toronto FC (MLS), Toronto Argonauts (CFL) and development teams with the Toronto Marlies (AHL), Raptors 905 (NBA G League), Toronto FC II (MLS NEXT Pro League) and Raptors Uprising Gaming Club, the Toronto Raptors Esports franchise in the NBA 2K League.  

We bring these teams – and world-class entertainment – to life at our iconic venues, including Scotiabank Arena, BMO Field, Coca-Cola Coliseum, Ford Performance Centre, BMO Training Ground, and OVO Athletic Centre. Off the field, we serve up elevated dining at e11even, Real Sports, and our signature club spaces like Hot Stove Club, ScotiaClub, and Platinum Club. 

Through MLSE Foundation and MLSE LaunchPad, we use the power of sport to help youth facing barriers reach their full potential. Since 2009, we’ve invested more than $45 million into Ontario communities -- and we’re just getting started.  

This is what it means to be One MLSE: a culture where everyone plays a role, everyone belongs, and everyone contributes to something bigger than themselves. 

So, if you're ready to play with purpose, grow with passion, and win as one, we’d love to have you on our team. 

** We know that great candidates come from a variety of backgrounds and experiences. Even if you do not meet every qualification listed, we encourage you to apply. Your unique perspective, transferable skills, and lived experience may be exactly what we’re looking for. **

Job Description

The IT Event Support Specialist is responsible for providing technical support, implementation, and maintenance of Point-of-Sale (POS) systems across all organizational properties, with a focus on live event operations. This role ensures seamless technology performance during events by supporting end users, resolving incidents, and maintaining system reliability in a fast-paced, high-demand environment.

Contract Length: 1 year

Position Type: Full-time Contingent Worker

RESPONSIBILITIES:

• Provide first-level technical support to end users via phone, email, and in-person requests.
• Deliver on-site technical support during live events.
• Troubleshoot hardware, software, and POS-related issues; escalate when required.
• Implement and maintain POS systems including Oracle Micros, Silverware, QSR, Clover, Amazon, RFID, Toshiba, Mishi Pay, and TapIn2.
• Coordinate with payment vendors such as Eigen, Chase, Moneris, and Clover.
• Monitor and manage incidents according to SLAs.
• Identify recurring issues and recommend improvements.
• Maintain documentation and contribute to the ITSM knowledge base.
• Support asset management processes.
• Assist with setup and troubleshooting of Windows, iOS, and Android devices.

Qualifications

• Minimum 3 years of IT support experience.
• Post-secondary education in IT or related field is an asset.
• Excellent communication skills.
• Experience with POS systems preferred.
• Strong knowledge of Windows, iOS, and Android.
• Basic networking knowledge (routers, switches, firewalls).
• Familiarity with Cisco products is an asset.
• Knowledge of ITIL practices.
• Strong problem-solving and communication skills.
• Ability to work in fast-paced environments.
• Availability for evenings, weekends, and holidays.

Job Posting Compensation Range/Rate:

Freelance Rate