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Director, AI Learning Enablement

Job in Richmond, Henrico County, Virginia, 23214, USA
Listing for: COMFORT SYSTEMS
Full Time position
Listed on 2026-08-30
Job specializations:
  • IT/Tech
    Change Management, AI Business & Operations
  • Business
    Change Management, AI Business & Operations
Salary/Wage Range or Industry Benchmark: 187000 - 214000 USD Yearly USD 187000.00 214000.00 YEAR
Job Description & How to Apply Below

Director, AI Learning Enablement

Capital One's Enterprise Learning & Development team is looking for a Director, AI Learning Enablement Leader to shape and deliver the learning and development strategy for our enterprise-wide AI transformation. You'll work with various partners across the company including strategy, technology, and HR leaders to design and implement learning initiatives that drive enterprise workforce readiness accelerating AI fluency and operational tool adoption across the company.

Evolving our organization to maximize speed-to-value requires a substantial paradigm shift. The company’s AI workforce strategy is pivotal to accelerating how Capital One operates. In this role, you will serve as the strategic lead responsible for creating and delivering our enterprise learning roadmap for AI. You will support our internal and external AI toolkit and drive associate readiness and enablement across the enterprise.

We're seeking a highly analytical, product-minded strategist who lives at the intersection of talent, technology and organizational transformation to drive workforce readiness and adoption through training and talent development. Whether your background is in management consulting, technology adoption, or enterprise learning and development, your ability to build consensus around critical problem statements and drive scaled change management will be critical. If you are energized by architecting macro-level talent development strategies, driving large-scale change, and ruthlessly prioritizing high-leverage work over administrative noise—this role is for you.

The ideal candidate for this role is…
  • Strategic Learning Partner: Anticipates future workforce capabilities by staying at the absolute forefront of emerging AI capabilities and trends. Thinks and solves problems systemically using structured frameworks to clear gray space and bring order to ambiguity.

  • Product-Minded: Applies iteration, experimentation, and a Minimum Viable Product (MVP) approach to learning, focusing strictly on behavior change and business outcomes rather than steady-state bureaucracy.

  • Project Manager: Demonstrates rigorous discipline in orchestrating complex, cross-functional initiatives. Excels at managing competing priorities, navigating matrixed dependencies, and proactively mitigating risks to ensure seamless delivery from inception to adoption.

  • Enterprise Catalyst & Influencer: Thrives in a highly matrixed environment, possessing the credibility and executive presence to challenge senior stakeholders to think boldly, dismantle legacy delivery frameworks, and align around modern operating rhythms.

  • Bilingual in Technology + Human Performance: Skilled at translating advanced technical concepts (LLM workflows, prompt engineering, agentification) into simple, high-impact enablement tools that genuinely remove operational friction.

  • Insight-Driven: Grounded in data analytics and learning science. Uses adoption metrics, platform usage trends, and business data to measure true return on investment (ROI) and continuously prioritize the learning backlog.

  • Champion of Simplicity: Consistently seeks simple solutions and systematically eliminates arbitrary uniqueness across lines of business to maximize scalability and promote best practices

Here is what you need to be successful:
  • Extensive experience designing and executing large-scale technology adoption, change management, or corporate upskilling programs in a matrixed enterprise environment.

  • Deep, hands-on technical literacy and power-user familiarity with enterprise generative AI platforms (e.g., Claude, Gemini), prompt engineering techniques, and data privacy principles.

  • Demonstrated mastery in structured problem solving and process improvement, with a highly pragmatic approach to automating or dismantling outdated operational workflows.

  • Exceptional written and verbal communication skills, with a proven ability to synthesize complex technical architectures into compelling storylines that build immediate executive alignment.

  • Strong program management discipline with a track record of managing competing timelines, resource allocation, and project risks autonomously…

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