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Job Title


Head of Machine Learning


Company : People In AI


Location : Canada,


Created : 2026-05-07


Job Type : Full Time


Job Description

Head of AI, GenAI & Agentic Systems Compensation: Up to $285K base + equity Location: Canada Only - Remote Company: A fast-growing, remote-first B2B SaaS company transforming workflows in the construction technology space. A scaling product-led SaaS business is hiring a Director-level Head of AI to lead its AI strategy, roadmap, and execution across the organization. This is a high-impact leadership role for someone who can take AI from vision to production, define measurable success metrics, and build a scalable AI function inside a fast-moving technology company. The Role Youll own the companys AI vision and roadmap, working closely with executive leadership to drive adoption of Generative AI, agentic workflows, RAG, and traditional machine learning across customer-facing products and internal systems. This is not a hands-off management role. You wont be coding day to day, but youll stay close enough to the technical work to guide architecture, unblock teams, and ensure high-quality delivery. What Youll Do - Define and execute the companys AI vision, strategy, and long-term roadmap tied to measurable business outcomes - Lead and scale a high-performing AI/ML function, including hiring, operating model, standards, and governance - Oversee delivery of agentic AI and GenAI systems, including orchestration frameworks and model selection - Own strategic direction for RAG platforms, including enterprise knowledge retrieval, quality, reliability, and consistency - Establish KPIs, experimentation frameworks, and continuous improvement processes - Partner with Engineering and Platform teams on an AWS-based AI ecosystem - Ensure AI solutions meet privacy, security, and responsible AI requirements - Act as a strategic AI advisor to senior leadership, influencing product strategy and investment decisions What Youll Bring - AI / machine learning experience, including significant leadership responsibility - Proven track record delivering production AI systems, not just prototypes or research - Strong understanding of LLMs, RAG, agentic AI concepts, and key technical tradeoffs - Experience leading cross-functional AI initiatives and managing executive stakeholders - Ability to communicate complex AI topics clearly to both technical and non-technical audiences - Experience overseeing AI systems deployed on AWS Bonus Points - Experience with recommendation, ranking, personalization, or search systems - Experience building AI functions inside scaling product organizations - Background in marketplace products, workflow automation, or document intelligence Why Join? This is an opportunity to shape AI strategy at the executive level while staying close to real product delivery. Youll define how AI is embedded across a growing SaaS platform, build the team and operating model from the ground up, and drive measurable impact across customer-facing and internal workflows. About People In AI People In AI partners with leading AI, ML, and data-driven companies to connect exceptional talent with high-impact opportunities. We work closely with candidates and clients to ensure strong alignment across technical scope, culture, and long-term career growth.