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IT Support Specialist

  • Markham, ON
  • On-site
  • Posted Sep 2, 2026
  • 1 position

$22–$25 / hour

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Employment type
Contract
Experience level
Mid-level · 2+ years
Apply by
Oct 2, 2026
Posting language
English
Working hours
40 hours per week
Seniority
Associate
Application method
Direct apply is available

Job summary

The specialist is responsible for deploying and managing on-site IT infrastructure, including POS systems and network connectivity, for high-profile events. They must ensure zero downtime for revenue-generating sales events through proactive troubleshooting and hardware maintenance.

Job details

IT Support Specialist – (Travel-Contract) Are you an independent, hands-on IT professional who loves to travel and thrives in fast-paced live environments? We are partnering with a premier global company to source an IT Support Specialist for their high-profile events tour. This exciting contract opportunity gives you the chance to travel across Canada. All expenses fully covered and paid for by the company, including flights, hotels, and per diems/food. Explore Western Canada and beyond, and get paid to deploy cutting-edge event tech! This is an urgent, high-visibility contract role requiring a self-starter who can independently manage on-site technical infrastructure, troubleshoot network issues in real time, and ensure zero downtime for revenue-generating sales events. Key Responsibilities: POS & Payment Configuration: Set up, configure, and troubleshoot point-of-sale systems, including POSiflex hardware, MyPOS regional configurations, and Global Payment terminal integration. Network & Connectivity Management: Configure backup internet hubs, manage IP whitelisting with vendors like Tricity, and resolve LAN/WAN/Wi-Fi issues on-site. Hardware Setup & Teardown: Handle physical unboxing, cabling, deployment, and inventorying of IT equipment, printers, and workstations. Independent Problem Solving: Proactively diagnose root causes, troubleshoot print queues and network bottlenecks, and communicate effectively with on-site event staff. Qualifications & What We Are Looking For: Direct POS Experience: Prior hands-on experience supporting and configuring retail POS systems, payment terminals, and transaction hardware is a top priority. Strong Communication Skills: Exceptional communication abilities to coordinate seamlessly with event management, vendors, and non-technical staff under tight deadlines. Independent Execution: Proven capability to work autonomously in live retail/event environments, take full ownership of issues, and drive them to resolution. Travel Readiness: 100% committed to regional and national out-of-province travel across Canada (including Western Canada) for the duration of the event schedule, with all travel costs 100% company-paid. If you have a strong background in retail POS support, networking fundamentals, and field execution, and want an adventure where your flights, hotels, and meals are entirely covered. We want to hear from you.

What you’ll do

The specialist is responsible for deploying and managing on-site IT infrastructure, including POS systems and network connectivity, for high-profile events. They must ensure zero downtime for revenue-generating sales events through proactive troubleshooting and hardware maintenance.

Requirements

Candidates must have direct experience configuring retail POS systems and payment terminals along with strong networking fundamentals. A commitment to 100% travel across Canada and the ability to work autonomously in fast-paced environments is required.

Benefits

• Flights covered • Hotels covered • Per diems • Food allowance

Listed skills

  • Network Troubleshooting · Preferred
  • Problem solving · Preferred
  • Communication Skills · Preferred
  • Inventory management · Preferred
  • Technical Support · Preferred

Other relevant skills

Identified from the job description. Confirm important requirements above.

  • POS Configuration
  • Network Troubleshooting
  • Payment Terminal Integration
  • LAN/WAN Management
  • Wi-Fi Configuration
  • Hardware Deployment
  • IP Whitelisting
  • Inventory Management
  • Technical Support
  • Field Execution
  • Communication Skills
  • Problem Solving

Job areas

  • Technology
  • Customer Service & Support
  • Retail
  • Consulting
  • Logistics

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