Senior Director of AI
Gary Jonas Computing Ltd was established in September 1990 as a client‑oriented, technology‑driven software application company. Jonas Software leads the enterprise management software market for Private and Semi‑private Clubs, Foodservices, Construction, Metal Service Centers, Moving & Storage, Attractions & Leisure, Fitness & Sports, and other industries. With 12 distinct brands, Jonas serves over 8,000 customers across 15 countries and operates in more than 30 markets worldwide.
We are seeking a dynamic, strategic leader to oversee AI initiatives, driving transformative projects that enhance product capabilities, improve operational efficiencies, and unlock new revenue opportunities. As a member of the Senior Leadership Team, this role will shape the strategic direction of AI deployment within the organization.
Job Responsibilities
Develop and own the company’s AI strategy, ensuring alignment with long‑term business goals and market opportunities.
Work with Product and R&D teams on the design and development of AI projects.
Drive end‑to‑end AI solution development, from research and prototyping to scalable production deployment.
Evaluate emerging AI technologies and industry trends, recommending adoption strategies to maintain competitive advantage.
Establish AI governance standards, including model ethics, safety, privacy, data integrity, and responsible AI practices.
Collaborate with executive leadership to identify high‑impact AI use cases across products, operations, and customer experiences.
Set KPIs and performance metrics for AI initiatives and ensure measurable ROI and business value delivery.
Communicate AI vision and outcomes to internal stakeholders and external audiences, including customers, partners, and industry forums.
Qualifications
Demonstrated ability to translate business problems into AI solutions with measurable impact on revenue, efficiency, or customer experience.
Proven track record of delivering AI projects in production, including scalable architectures, model deployment, monitoring, and lifecycle management.
Experience identifying and implementing AI solutions that delivered tangible business value (e.g., revenue growth, cost reduction, efficiency improvement).
Expert‑level understanding of modern AI techniques such as deep learning, LLMs, generative AI, reinforcement learning, NLP, and applied machine learning.
Strong leadership experience leading high‑performance technical teams and influencing executive stakeholders.
Experience with AI governance, including model explainability, risk assessment, fairness, privacy, and regulatory compliance.
Excellent communication skills, with the ability to present complex AI concepts to technical and non‑technical audiences.
Experience building and managing budgets, vendor relationships, and cross‑functional programs at an enterprise scale.
Business Unit: Jonas Club
Scheduled Weekly Hours: 37.5
Number of Openings Available: 1
Worker Type: Regular
Pay Scale: $130,000–$150,000 CAD annually
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