Original listing text, shown exactly as published by the company.
Position Requirements
- Strategic planning and results focus
- Identify the appropriate goals for the teams
- Prioritize business and technology objectives to deliver a holistic approach to omnichannel solutions that includes ROI, time to market, scalability as well as alternative recommendations
Communication
- Partner with business stakeholders, peer groups, the technology leadership team, and key associates
- Communicate the vision and strategy to executive leadership, peers, and teams to support the strategic direction
- Guide teams through execution
Team Leadership and Development
- Attract, recruit, retain and coach a strong team of skilled and engaged associates aligned to the overall mission
- Create clear role expectations and develop associates to reach their full potential, understand their goals and needs, partner in their development, provide advice, feedback, training and advocacy
- Lead engineers through the shift to AI-assisted and agentic development, set the bar for how the team adopts AI tooling, agentic workflows, and new ways of building software at scale
Technology
- Continue to grow one’s knowledge base and stay current with industry trends while also formulating a strategic technology plan for each business area based on in-depth understanding of the current business needs and their future direction
- Partner on customer acquisition strategy and help the business navigate what acquisition looks like as Answer Engines and generative discovery reshape the funnel
- Expand the reach of the CarMax brand through Search Engine Optimization (SEO) and Generative Engine Optimization (GEO), so customers find us across both traditional search and AI-driven answer experiences
- Help lead the strategy for content management and customer personalization, the systems and content that power how we acquire, engage, and convert shoppers
- Partner deeply with Design to unlock a modern design-system-to-code pipeline, and build the platform foundations for personalization across the acquisition, search, and discovery experiences
- Lead the team through the next wave of integration change, such as emerging protocols like MCP, agent-to-agent interoperability, and an evolving API and data surface that lets CarMax systems plug into the broader AI ecosystem
- Operate AI-powered discovery responsibly and at scale, set the bar for evals, guardrails, and bias and hallucination monitoring, while managing the latency, reliability, and cost realities of running SLMs and LLMs in the customer path
- Ensure system health, compliance, and secure, efficient operations
- Drive a rigorous experimentation and measurement culture in partnership with Data and Analytics, such as A/B testing, causal measurement, and discovery-quality metrics (relevance, conversion, abandonment) that turn intuition into evidence
- Champion an accessible, high-performance discovery experience, accountable for accessibility (WCAG) and Core Web Vitals as both a customer obligation and a driver of SEO and conversion
- Design for customers and bots as distinct personas, the human shopper and the LLM crawler, AI agent, or retrieval pipeline through common experiences leveraging distinct surfaces, content shapes, and signals
Qualifications
- Passionate about enterprise software, commerce, content, and customer journeys
- Persuasive and effective communicator; able to explain complex or intangible concepts to stakeholders at all levels, including large audiences and executives
- Good listener; weighs input from multiple perspectives when forming opinions and recommendations
- Collaborative and team-oriented
- Experience gaining consensus among a large, diverse group of stakeholders, and ensuring rapid decisions are made
- Experience managing, training and mentoring others in enterprise technology software development and implementation best practices
- Innovative and entrepreneurial; thrives in a fast-paced environment
- Analytical; solves problems at root cause and prioritizes effectively
- Entrepreneurial drive and spirit; enjoys working in a fast-paced environment
- Handles constructive criticism with ease
- Adapts easily and efficiently to organizational and strategic change
Education and Experience
- BS/BA degree - Technology related, preferred
- 7+ years of experience in enterprise-class technology with 5+ years of application systems development and implementation
- 3+ years of experience managing direct reports
- 3+ years of experience leading transformative and evolutionary software projects
- 3+ years of experience in eCommerce user journeys, customer activation and engagement, or customer shopping funnel
- Experience in Machine Learning, Information Retrieval, Natural Language Processing
- Experience building with generative or agentic AI, LLM-based products, AI-assisted engineering workflows, or AI-driven discovery and personalization
If you think this is you, let us know and apply!
Work Location and Arrangement: This role will be based out of the Richmond Midtown or Plano Tech hub and have a Hybrid work arrangement.
- Associates based in Richmond work on-site 4 days per week.
- Associates based in Plano work onsite 2 days per week
Work Authorization: Applicants must be currently authorized to work in the United States on a full-time basis. Sponsorship will not be considered for this specific role.
