AI Enablement Lead

Canal Insurance Company•Greenville, SC

18h•Hybrid

About The Position

Canal Insurance Company is seeking an AI Enablement Lead to move the enterprise from isolated AI experiments to scaled, governed, business-embedded AI adoption. This hybrid strategic-and-tactical role owns the strategy and outcomes for using AI across business functions and IT. The lead connects business stakeholders seeking AI-powered solutions, IT teams adopting AI to improve delivery, and governance partners responsible for safe, compliant, and trusted use. The role defines the enterprise AI adoption strategy, champions AI across the organization, identifies and delivers high-value business use cases, and leads adoption of AI tools in IT and engineering. It also owns enterprise adoption of Microsoft Copilot and other licensed AI productivity tools, including enablement, usage measurement, and licensing strategy. The lead builds and maintains the AI governance framework, working with Legal, Risk, Compliance, and Security on responsible use, regulatory alignment, accountability, and auditable oversight. The position is located in Greenville, South Carolina. Canal describes its culture as innovation-focused and customer-centric and offers career growth opportunities and a comprehensive benefits package. Success in the first 12 months includes establishing an operational adoption strategy and governance framework, scaling business use cases with measured ROI, increasing active use of enterprise AI tools, improving engineering delivery metrics, establishing an operating governance council, and avoiding material AI-related compliance or risk incidents.

Requirements

At least 8 years of experience in technology strategy, digital transformation, or enterprise IT.
At least 2 years of recent hands-on AI or generative AI implementation experience.
Demonstrated experience translating business problems into deployed AI solutions, rather than only providing advisory work or strategy presentations.
Experience driving AI or tooling adoption within an engineering or IT organization, with understanding of the software development lifecycle and developer workflows.
Experience leading enterprise rollouts of Copilot, ChatGPT Enterprise, or comparable AI tools at scale.
Working knowledge of AI governance frameworks and emerging regulations, such as the EU AI Act, NIST AI RMF, ISO/IEC 42001, or equivalent.
Strong stakeholder management skills and credibility with business executives and engineering leadership.
Experience leading cross-functional programs involving Legal, Compliance, Security, and Data teams.
Ability to work at both strategic and tactical levels, including roadmaps and board reporting as well as pilot design, adoption metrics, and hands-on rollout.

Nice To Haves

Prior experience in a Head of AI Enablement, AI Transformation, or similar hybrid role.
Consulting experience implementing AI programs, or in-house experience scaling AI beyond the pilot stage.
Familiarity with Microsoft's AI stack, including Copilot, Azure AI, and Power Platform, or an equivalent enterprise AI ecosystem.
Experience establishing an AI Center of Excellence or governance council from scratch.

Responsibilities

Define and own the enterprise AI adoption strategy in alignment with business priorities and the operating model.
Promote AI adoption throughout the organization, building executive support, business-unit champions, and grassroots engagement.
Identify, prioritize, and develop business cases for high-value AI use cases across functions.
Translate business problems into concrete AI-enabled solutions in partnership with business leaders.
Represent AI strategy and progress to executive leadership and the board as needed.
Partner with business-unit leaders to identify workflows where AI can improve speed, quality, or cost.
Own end-to-end delivery of prioritized use cases, from business case and pilot through scaled deployment and measured value.
Build and manage a prioritized AI use-case pipeline or roadmap with ROI tracking.
Establish repeatable frameworks for evaluating, piloting, and scaling AI solutions.
Drive AI adoption within IT and engineering to improve development speed, code quality, and delivery efficiency.
Own rollout, training, and adoption strategy for developer-facing AI tools, such as GitHub Copilot, coding assistants, and internal AI platforms.
Work with engineering leadership to integrate AI into the software development lifecycle, including code generation, testing, code review, documentation, and incident response.
Define and track adoption and efficiency metrics for AI-assisted engineering, such as cycle time, defect rates, and developer satisfaction.
Own the enterprise adoption strategy for Microsoft Copilot and other licensed AI productivity tools.
Design and run enablement programs, including training, champions networks, use-case libraries, and adoption campaigns.
Measure actual AI tool usage depth, workflow integration, and productivity impact, beyond licenses issued.
Partner with procurement and vendor management on tool rationalization and licensing strategy.
Build and own the enterprise AI governance framework, including policies for responsible use, data handling, model risk, and human oversight.
Establish approval workflows and accountability models for AI in business-critical processes.
Partner with Legal, Risk, Compliance, and Security to align with regulatory requirements.
Own the AI risk register and maintain a documented, auditable decision trail for AI systems in production.