Description
Born from the legacy of the 1988 Winter Olympic Games, WinSport is more than a place โ it is a spirit that ignites potential. As a not-for-profit organization and the proud owner and operator of Canada Olympic Park, WinSport provides inclusive opportunities for Canadians to discover, develop, and excel at sport and physical activity through world-class training, legendary facilities, and exceptional experiences. Through yearโround sport, entertainment, recreation, and shared experiences, WinSport brings people together and creates spaces where belonging thrives.
The Director, Information Technology is a key leadership role where you will have the opportunity to shape WinSportโs technology strategy, strengthen infrastructure and cybersecurity, and support the continued modernization of a dynamic, multiโbuilding campus. Reporting to the Chief Financial Officer and serving as the primary IT advisor to the Executive Leadership Team, you will lead a shared service function that supports highโvolume, publicโfacing operations, including more than one million annual guest visits, approximately $35M in annual revenue, and a workforce that scales seasonally from approximately 150 to 800 team members.
This is a pivotal leadership role for a strategic, handsโon technology leader who understands that reliable, secure, and wellโintegrated systems are essential to exceptional guest, athlete, employee, and event experiences. As a trusted advisor to the CFO and Executive Leadership Team, you will lead the development and execution of a pragmatic IT roadmap, oversee core operational systems, strengthen cybersecurity and risk management practices, and ensure the stability of revenueโimpacting technologies across pointโofโsale, ticketing, RFID access control, food and beverage, lessons and programs, and event operations.
The ideal candidate brings postโsecondary education in Information Technology, Computer Science, or an equivalent combination of education and experience, along with 7+ years of progressive IT experience, including leadership across infrastructure, endโuser services, and business applications in a lean environment. You have experience supporting highโavailability, revenueโimpacting environments such as hospitality, retail, attractions, venues, or eventโbased operations, and bring strong capability in network and endpoint management, cybersecurity fundamentals, vendor and MSP oversight, and executive communication.
Join a leadership team that is building on an Olympic legacy while shaping the future of sport, recreation, and community connection in Calgary. At WinSport, you will help strengthen the systems, tools, and technology foundations that enable safe, seamless, and memorable experiences for guests, athletes, employees, partners, and the broader community.