As of November 7, 2026, Jobsy lists 6 chief technology officer jobs in Canada. The most active employers are Calliere, Martell Ventures and Raydar. Skills often requested: leadership, communication skills, case management and process improvement.
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5+ YOECandidates need prior technology leadership at an early-stage company, around 5 years of relevant experience, and strong product judgment. They also need experience building scalable platforms, applying AI in workflows, and enough hands-on coding skill to write code when needed.
Candidates need deep hands-on software engineering and architecture experience, recent practical work with AI tools and agents, and a record of shipping products in fast-moving companies. Prior CTO, VP Engineering or senior technical leadership is preferred.
Organisational resilience, Blueprints, Technical support, Leadership, Process improvement, Communication skills
5+ YOECalliere needs a leader with at least five years as a startup CTO, founding CTO or engineering leader who has owned product in a 0 to 1 setting. Candidates must be able to write code, make AI useful in real workflows, and set priorities across many voices. Legal background is not needed.
Google Cloud, PostgreSQL, Node.js, React, Next.js, Python
10+ YOECandidates need 10+ years of progressive technology leadership, including CTO or senior IT roles. Real estate or multi-site operations experience and experience running IT for organizations of several hundred employees are required.
15+ YOECandidates need 15+ years of engineering leadership, including significant time as a CTO or VP of Engineering, and a bachelor's degree in a technical field (advanced degree preferred). They need deep, hands-on experience with modern AI engineering, agentic systems in production with measured outcomes, and rigorous model evaluation.
Attention to detail, Communication skills, Onboarding, Architectural design, Workflow, Computer science
What skills do chief technology officer jobs ask for?
Postings most often mention leadership, communication skills, case management, process improvement, forecasting, fundraising, vendor management and attention to detail.