The Head of AI Enablement is responsible for owning and executing the end-to-end AI transformation across the organization. This role is highly execution-focused and sits at the intersection of operations, technology, compliance, and change management.The successful candidate will take AI from fragmented pilots and siloed tools to fully embedded, governed workflows that drive measurable business outcomes. This is not a research or advisory role—it is a hands‑on leadership role focused on identifying operational bottlenecks, deploying AI solutions into production, and driving adoption across the business in a regulated workplace.This individual will act as the internal owner of AI initiatives, working directly with executive stakeholders to prioritize, implement, and scale high‑impact use cases.Key Responsibilities Own and execute the enterprise AI strategy and roadmap aligned to business priorities and operational inefficienciesIdentify, prioritize, and deliver high‑impact AI use cases across underwriting, HR/recruitment, operations, and other core functionsMap existing workflows, systems,



and data flows to identify opportunities for automation and optimizationDesign and deploy AI‑powered workflows using LLMs, document intelligence, and automation tools (not just pilots—production systems)Embed AI into standard operating procedures (SOPs) to ensure consistent and scalable adoptionEstablish and operationalize AI governance frameworks, including model risk management, auditability, vendor oversight, and data privacy standardsPartner with Operations, IT, Compliance, Legal, and Risk to ensure AI solutions are secure, explainable, and compliantDefine clear success metrics (e.G., reduction in manual effort, processing time, error rates) and track ROI across initiativesDrive alignment across executive stakeholders, managing competing priorities and ensuring focus on highest‑impact initiativesLead internal enablement by increasing AI fluency across teams and ensuring successful adoption of deployed solutionsOversee transition and knowledge

📌 Head Of Ai Enablement (Winnipeg)
🏢 Sage Recruiting
📍 Winnipeg