Jobs at Woodbine Entertainment Group

Perform general maintenance and manual labour across facilities, grounds, tracks and stables: landscaping, turf care, snow removal, cleaning, minor repairs, equipment upkeep, emergency response, and assist other trades to maintain a safe, clean venue.

Senior-level infrastructure analyst responsible for monitoring, troubleshooting, and maintaining core network routing, perimeter firewalls, multi-cloud environments (Azure/AWS/GCP), virtualization and HCI platforms, and enterprise endpoint services using Microsoft 365 and Intune. Acts as Tier 3 escalation for service desk, automates tasks with PowerShell/Bash/Python, and supports cross-team operational priorities.

Provide friendly, professional guest service; address product and service needs; accurately process transactions using OLG lottery terminals and POS; handle cash/tendering, perform basic calculations, communicate in English, maintain company appearance standards; work afternoon/evening shifts including weekends.

Supervise and manage daily maintenance of the Standardbred racing surface at Woodbine Mohawk Park, lead a 10–15 person crew, ensure equipment operability and safety, create work schedules and track logs, evaluate track conditions and recommend race cancellations, and maintain relationships with horsemen and racing staff.