AI Enablement Lead

Canal Insurance Company specializes in insurance for commercial trucking and specialty transportation operations. Canal was founded in 1939 and is located in Greenville, South Carolina. At Canal, we recognize that our success would not be possible without the hard work and dedication of our employees. We know that happiness and productivity go hand in hand, and to that end, we consciously cultivate a culture that enables us to recruit and retain the very best talent in the business.

• Located in beautiful downtown Greenville, SC
• Employee referral program
• Casual dress code
• Innovation-focused & customer-centric
• 80+ years of industry expertise
• Committed to giving back to our community
• Unquestioned integrity and commitment

• Basic & Voluntary Life Insurance Plans
• Short Term & Long Term Disability
• 401(k) plan with company match up to 6%
• Flexible Spending Accounts
• Employee Assistance Programs
• Generous PTO Plan

We are looking for an Lead AI Enablement to lead the enterprise's transition from isolated AI experiments to scaled, governed, business-embedded AI adoption. This is a hybrid strategic-and-tactical role: you'll set the vision for how AI creates value across the business, and you'll personally roll up your sleeves to make adoption happen — inside business functions and inside IT.

You'll be the connective tissue between business stakeholders who need AI-powered solutions, IT teams who need to adopt AI to move faster and build better, and the governance function that keeps all of it safe, compliant, and trusted. You will own the strategy, but you will also own the outcomes.

• Define and own the enterprise AI adoption strategy, aligned to business priorities and operating model
• Act as the internal evangelist for AI across the organization — building executive buy-in, business unit champions, and grassroots enthusiasm
• Identify, prioritize, and build the business case for high-value AI use cases across functions (Sales, Finance, Ops, HR, Customer Service, etc.)
• Translate ambiguous business problems into concrete AI-enabled solutions, partnering with business leaders to scope and sequence initiatives
• Represent AI strategy and progress to executive leadership and the board as needed

• Partner directly with business unit leaders to identify workflows where AI can measurably improve speed, quality, or cost
• Own end-to-end delivery of prioritized use cases: from business case, to pilot, to scaled deployment, to measured value
• Build and manage a prioritized AI use case pipeline / roadmap with clear ROI tracking
• Establish repeatable frameworks for evaluating, piloting, and scaling AI solutions across the business
• Drive AI adoption within IT and engineering to increase development speed, code quality, and delivery efficiency
• Own rollout, training, and adoption strategy for developer-facing AI tools (e.g., Git Hub Copilot, coding assistants, internal AI platforms)
• Partner with engineering leadership to embed AI into the SDLC — code generation, testing, code review, documentation, incident response
• Define and track adoption and efficiency metrics for AI-assisted engineering (e.g., cycle time, defect rates, developer satisfaction)
• Own the enterprise-wide adoption strategy for Microsoft Copilot and other licensed AI productivity tools
• Design and run enablement programs: training, champions networks, use-case libraries, adoption campaigns
• Track and report adoption metrics beyond vanity numbers (licenses issued) — actual usage depth, workflow integration, and productivity impact
• Partner with procurement/vendor management on tool rationalization and licensing strategy

• Build and own the enterprise AI governance framework: policies for responsible…