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Technology Director Jobs in Calgary, AB (NOW HIRING)

WinSport

Director, Information Technology

Calgary, AB · On-site

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 ...

Funday

Creative Director

Calgary, AB · Remote

Creative Director (Art) Oh hey there, creative sage. Yes, you. If you move fast, care deeply about ... Use insight, culture, and technology to approach problems in new ways, turning briefs into ideas ...

Funday Agency

Creative Director

Calgary, AB · On-site

Creative Director (Art) Oh hey there, creative sage. Yes, you. If you move fast, care deeply about ... Use insight, culture, and technology to approach problems in new ways, turning briefs into ideas ...

Postman

Key Account Director

Calgary, AB · Remote

The Opportunity We are looking for a Key Account Director to lead growth within a set of Postman ... Together, you'll engage senior technology leaders, uncover complex challenges, and drive adoption ...

Quadreal

Director, Operations- West

Calgary, AB · On-site

The Director is responsible for driving operational excellence across building systems ... Certified Engineering Technologist or P.Eng, B.E.S. or Operating Engineer certification being ...

Trimac Transportation

Director, Talent

Calgary, AB

... technology-enabled future. As a member of our People & Culture leadership team, the Director ... Talent will lead the evolution and execution of an integrated talent strategy across Talent ...

Funday Agency

Senior Art Director

Calgary, AB · On-site +1

Senior Art Director As a Senior Art Director, you will report directly to a Creative Director. Our ... Curiosity and a passion for digital media and the latest trends in tech * Ability to juggle ...

Funday

Senior Art Director

Calgary, AB · Remote

Senior Art Director As a Senior Art Director, you will report directly to a Creative Director. Our ... Curiosity and a passion for digital media and the latest trends in tech * Ability to juggle ...

Trimac Transportation

Director, Talent

Calgary, AB · On-site

... technology-enabled future. As a member of our People & Culture leadership team, the Director ... Talent will lead the evolution and execution of an integrated talent strategy across Talent ...

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Technology Director information

See Calgary, AB salary details

$46.5K

$113.3K

$200.5K

How much do technology director jobs pay per year?

As of Aug 21, 2026, the average yearly pay for technology director in Calgary, AB is $113,276.00, according to ZipRecruiter salary data. Most workers in this role earn between $83,500.00 and $136,500.00 per year, depending on experience, location, and employer.

What is a technology director?

A technology director refers to two distinct positions. The first is the person in charge of technology at a school or in a school district. As an educational technology director, your duties are to determine the technology needs of students and teachers and develop partnerships with vendors to secure classroom technology within your budget. You also oversee other technical administrators and workers during the daily operations of the technology department. At a company, a corporate technology director has similar responsibilities but is not focused on educational technology, but rather on infrastructure and applications that enhance business productivity.

What does a technology director do?

A Technology Director oversees the technology strategy and infrastructure of an organization. They are responsible for managing IT teams, implementing new systems, ensuring cybersecurity, and aligning technology initiatives with business goals. Their duties often include budgeting, policy development, evaluating emerging technologies, and collaborating with other departments. The Technology Director plays a key role in ensuring that technology resources effectively support the organization's operations and growth.

What are the key skills and qualifications needed to thrive as a technology director, and why are they important?

To thrive as a Technology Director, you need strong leadership abilities, deep technical expertise, and experience in IT strategy, typically supported by a bachelor’s or master’s degree in computer science or a related field. Familiarity with enterprise IT systems, cloud platforms, cybersecurity frameworks, and certifications such as PMP or CISSP are often required. Exceptional communication, problem-solving, and stakeholder management skills set successful Technology Directors apart. These skills and qualifications are crucial for aligning technology initiatives with organizational goals and ensuring secure, efficient technology operations.

How does a technology director typically collaborate with other departments to drive organizational goals?

A Technology Director plays a crucial role in aligning the IT strategy with the broader objectives of the organization. This involves regular collaboration with leaders from departments such as operations, finance, marketing, and human resources to understand their technological needs and ensure IT initiatives support their goals. Technology Directors often participate in cross-functional meetings, manage interdepartmental projects, and communicate technical concepts in accessible terms. Effective collaboration helps streamline workflows, support digital transformation, and maximize the impact of technology investments.
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For Technology Director jobs in Calgary, AB, the most frequently searched job titles are:

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Technology Director jobs near you
Infographic showing various Technology Director job openings in Calgary, AB as of August 2026, with employment types broken down into 1% As Needed, 78% Full Time, 17% Part Time, and 4% Contract. Highlights an 85% Physical, 4% Hybrid, and 11% Remote job distribution, with an average salary of $113,276 per year, or $54.5 per hour.

Director, Information Technology

WinSport

Calgary, AB • On-site

Full-time

This job post has expired today. Applications are no longer accepted.

Job description

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 apply@jssearch.ca.

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