Calgary, Alberta, Canada · On-site
Born from the legacy of the 1988 Winter Olympic Games, WinSport is more than a place — it is a spirit that ignites potential. As a not-for-profit organization and the proud owner and operator of Canada Olympic Park…
Skills: IT Strategy, Cybersecurity, Infrastructure Management, Network Management, Endpoint Management
Calgary, Alberta, Canada · On-site
The Ice Technician is responsible for daily ice resurfacing, preventive maintenance, arena cleanliness, equipment operation, and supporting venue conversions. This role ensures that all ice sheets and facility conditions…
Skills: Ice Resurfacing, Preventive Maintenance, Ammonia Refrigeration, Equipment Operation, Facility Maintenance
Calgary, Alberta, Canada · On-site
What the role is about: You have a strong desire to help people and to create memorable interactions with guests and co-workers. You will be a valued member of the Food & Beverage team responsible for serving F&B items f…
Skills: Customer Service, Bartending, Cash Handling, Verbal Communication, Professionalism
Calgary, Alberta, Canada · On-site
What the role is about: You have a strong desire to help people and to create memorable interactions with guests and co-workers. You will be a valued member of the Food & Beverage team responsible for preparing and servi…
Skills: Customer Service, Barista Skills, Cash Handling, Food Preparation, Inventory Recording
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Lead the development and execution of the IT roadmap and technology strategy to support a multi-building campus. Oversee core operational systems, cybersecurity, and infrastructure to ensure seamless guest and athlete experiences.
Requires a post-secondary degree in IT or Computer Science and over 7 years of progressive IT leadership experience. Must have a background supporting high-availability, revenue-impacting environments such as hospitality or event-based operations.
Born from the legacy of the 1988 Winter Olympic Games, WinSport is more than a place — 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 year-round 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 WinSport’s technology strategy, strengthen infrastructure and cybersecurity, and support the continued modernization of a dynamic, multi-building 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 high-volume, public-facing 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, hands-on technology leader who understands that reliable, secure, and well-integrated 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 revenue-impacting technologies across point-of-sale, ticketing, RFID access control, food and beverage, lessons and programs, and event operations.
The ideal candidate brings post-secondary 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, end-user services, and business applications in a lean environment. You have experience supporting high-availability, revenue-impacting environments such as hospitality, retail, attractions, venues, or event-based 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.
Janet Soles and Associates has been retained to conduct this search on behalf of WinSport. For more information about this opportunity or to apply, please send your curriculum vitae and letter of interest with the Subject Line – “WinSport Dir IT” in confidence to [email protected].
Discover. Develop. Excel.
At WinSport, we're proud to cultivate a dynamic environment that stands out as one of the world's premier sport destinations. Our mission goes beyond fostering excellence in athletic facilities and training; we're dedicated to nurturing a community where individuals at all levels can lead active, healthy lifestyles. As a not-for-profit organization, we're the proud custodians of Canada Olympic Park, the Bob Niven Training Centre, the Bill Warren Training Centre in Canmore, and the innovative Markin MacPhail Centre. These facilities are not just athletic grounds but arenas where dreams take flight, and potential meets opportunity. The investments made here echo far beyond the podium, funneling directly back into the community, supporting both Canadian high-performance athletes and inviting thousands of Calgarians to embrace the thrill of winter sports each year. It is through this sustainable model that we ensure the spirit and legacy of the 1988 Games do not just survive but thrive and evolve. Today, as we embark on the groundbreaking chapter of the new Day Lodge, our commitment deepens. This cutting-edge facility is designed to revitalize our almost 40 year legacy as a hub of engagement and activity, catering to over 1.2 million visitors annually. It promises an inclusive and accessible experience for all, with a renewed focus on sustainability to reduce environmental impact and a net-zero carbon footprint. Through such endeavors, WinSport is forging the path to become the world's leading Winter Sport Institute. Our vision is clear – to support Canadian athletes and the wider community for generations to come, ensuring the legacy of the 1988 Winter Olympics continues to inspire action, innovation, and excellence. Join us as we step into the future, blending our storied past with forward-thinking progress, all in the name of sport and community vitality.
Offices: 88 Canada Olympic Road SW, Calgary , Alberta T3B5R5 , CA
Discover. Develop. Excel.
At WinSport, we're proud to cultivate a dynamic environment that stands out as one of the world's premier sport destinations. Our mission goes beyond fostering excellence in athletic facilities and training; we're dedicated to nurturing a community where individuals at all levels can lead active, healthy lifestyles. As a not-for-profit organization, we're the proud custodians of Canada Olympic Park, the Bob Niven Training Centre, the Bill Warren Training Centre in Canmore, and the innovative Markin MacPhail Centre. These facilities are not just athletic grounds but arenas where dreams take flight, and potential meets opportunity. The investments made here echo far beyond the podium, funneling directly back into the community, supporting both Canadian high-performance athletes and inviting thousands of Calgarians to embrace the thrill of winter sports each year. It is through this sustainable model that we ensure the spirit and legacy of the 1988 Games do not just survive but thrive and evolve. Today, as we embark on the groundbreaking chapter of the new Day Lodge, our commitment deepens. This cutting-edge facility is designed to revitalize our almost 40 year legacy as a hub of engagement and activity, catering to over 1.2 million visitors annually. It promises an inclusive and accessible experience for all, with a renewed focus on sustainability to reduce environmental impact and a net-zero carbon footprint. Through such endeavors, WinSport is forging the path to become the world's leading Winter Sport Institute. Our vision is clear – to support Canadian athletes and the wider community for generations to come, ensuring the legacy of the 1988 Winter Olympics continues to inspire action, innovation, and excellence. Join us as we step into the future, blending our storied past with forward-thinking progress, all in the name of sport and community vitality.
Offices: 88 Canada Olympic Road SW, Calgary , Alberta T3B5R5 , CA
