Director, AI​/ML Engineering

8116 - Midtown Office - 2220 W. Broad Street, Richmond, Virginia, 23220

Car Max, the way your career should be!

Car Max is looking for a Director, AI/ML Engineering to lead and scale our artificial intelligence and machine learning capabilities. The AI/ML Engineering team powers next-generation AI solutions — including agentic AI systems, generative AI applications, and intelligent automation workflows — as well as core machine learning models such as vehicle pricing, personalized recommender on , ad‑bidding, and computer vision. This role is critical for our data and AI organization that provides scalable, reliable, and real‑time models for best customer and associate experience.

We are seeking highly motivated individuals comfortable in a dynamic environment, with experience leading 50+ member teams (FTEs & contractors) and a solid track record in AI engineering, generative AI, agentic systems, and machine learning technology and platform. The role requires ability to step into multiple roles ranging from technical product manager, team mentor, and technical architect. It is ideal for individuals with high accountability, leadership development, strong analytical and financial skills, excellent communication, partnership mentality, and comfort turning facts into recommendations.

The individual must be able to influence cross‑functional partners and provide the Technology point‑of‑view on complex business issues to senior management, team members, and partners.

• Establish a technology vision and strategy for AI engineering — spanning agentic AI, generative AI, AI workflow automation, machine learning engineering, platform, and services, focusing on business outcomes tracked via key metrics, including overall financial management
• Define and execute a roadmap for Agentic AI systems — autonomous, multi‑step AI agents that take action on behalf of customers and associates — integrating with existing ML and data science platforms
• Lead the adoption of generative AI technologies (including large language models and multimodal AI) to create differentiated customer experiences, associate tools, and internal productivity solutions
• Architect and govern AI workflow and automation pipelines that connect generative AI, agentic components, and traditional ML models into end‑to‑end intelligent business processes
• Lead and develop a 40+ member team (FTEs & contractors) responsible for feature engineering, agentic AI development, generative AI engineering, ML engineering, automation, and ML Ops for data science models
• Partner with Technology and Product leadership to define, drive, and deliver our AI/ML services to power the brand's omni‑channel front‑end experiences (website, mobile apps, in‑store experience)
• Closely collaborate with data science and leadership to identify solutions, prioritize the roadmap and ensure delivery commitments
• Foster a product engineering culture within the team and establish best practices around discovery, prototyping, continuous and rapid testing, and learning, with a relentless focus on delivering customer value
• Establish responsible AI governance practices, including safety, bias mitigation, explainability, and compliance guardrails for generative and agentic AI systems
• Collaborate with other Product Managers and Architects on the design and integration with other products and/or technology platforms
• Collaborate with other key stakeholders (e.g., legal, security, etc.) to ensure product features meet all security and privacy requirements — with particular attention to data governance and safety requirements for generative AI and agentic systems
• Partner with Reliability Engineering team to ensure proper controls have been implemented for proactive monitoring of critical product features, availability, and stability

• Proven technology leader with experience building and managing highly engaged teams
• Passionate about AI engineering — including agentic AI, generative AI, and AI automation — as well as Data Science and Machine Learning engineering
• Persuasive communicator – able to explain complex or…