AI Operations Strategy Director

The AI Operations Strategy Director will work in alignment with the broader company’s AI Strategy & Execution plan to design, lead, and execute Realtor.com’s enterprise approach to embedding artificial intelligence (AI) into the Realtor.com Next organization’s product, sales, marketing, and industry-facing operational workflows.

This leader is a hands-on builder and implementer — someone who can identify high-value automation opportunities, direct cross functional SMEs and engineers, and ship working solutions. They serve as the connector between strategy, product, marketing, data, operations, and engineering translating cross-functional needs into automation solutions that deliver real leverage. They bring deep technical and operational fluency, and hands-on AI tools expertise.

This position reports to the Realtor.com Next Sr. Director, Strategy & Operations and will be responsible for building and scaling the operational frameworks, pilots, and proof-of-concepts that define the generation of AI-enabled performance. They will work closely with functional leaders to identify, build, and scale AI-powered workflow automation across the Realtor.com Next organization to drive and implement organization-wide adoption, training, and governance initiatives.

What You'll Do:

• Ensures alignment with the company’s broader AI Strategy & Execution plan
• Drives measurable productivity improvements across the RDC Next org by translating AI strategy into actionable, implemented initiatives.
• Owns the full project pipeline, actively identifying, scoping, and prioritizing automation opportunities, and drives them through to implementation.
• Partners with leaders across Operations, Product, Analytics, Strategy, Finance and Engineering to identify and prioritize AI opportunities that improve performance and business outcomes.
• Owns a portfolio of AI “Hero Use Cases” (5–6 per planning cycle) with clear problem statements, business cases, success metrics, and automation targets and is directly accountable for delivering them.
• Develops frameworks for evaluating, piloting, and scaling AI solutions that deliver tangible business impact, including 4–8 week pilots with defined success criteria and ROI validation before scaling.
• Designs and builds agentic AI workflows, including function-specific and “manager” agents in partnership with functional leaders and AI Solutions Engineers.
• Builds reusable prompt libraries, playbooks, and lightweight automations by role and function to drive everyday adoption.
• Establishes the AI operating model across four pillars: Access, Training, Playbooks, and Governance, including guardrails and approval paths for new AI agents and tools 
• Establishes operational metrics and dashboards to track AI’s impact on productivity per headcount, time savings, throughput, and tooling cost avoidance.
• Communicates progress, milestones, and business outcomes to executive leadership through concise, data-backed storytelling.
• Ensures responsible and ethical AI adoption, maintaining compliance, trust, and organizational integrity.
• Supports change management across the organization, including training, tool usage adoption, and communications
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What You'll Bring:

• 12+ years of experience in business operations, product strategy, or technology enablement; at least 3 years in a leadership capacity.
• Demonstrated experience implementing AI or automation solutions in large-scale operational environments. Experience with Claude (or like technologies) required.
• Strong technical fluency, comfortable working directly with engineers, reviewing implementations, and getting hands-on with tools. This is a technical role first.
• Strong analytical, systems-thinking, and cross-functional leadership skills.
• Proven track record of shipping taking AI or automation projects from concept through production at scale.
• Excellent communication and executive presentation skills
• Experience working across both technical (product, engineering) and non-technical (sales, ops, CX) teams
• Comfort with ambiguity and the ability to translate vision into actionable frameworks
• Bachelor’s degree or equivalent experience.

Key Competencies: 

• Builder Mentality: Ships first, refines second. Moves from idea to working solution fast.
• Technical Acumen: Gets their hands dirty with tech.
• Strategic Vision: Connects operational pain points to enterprise-level transformation.
• Innovation Mindset: Constantly evaluating emerging AI technologies and patterns for business impact.
• Analytical Rigor: Data-driven decision-making with measurable results.
• Collaboration & Influence: Builds trust across departments and levels.

How We Work:

We balance creativity and innovation on a foundation of in-person collaboration. For most roles, our employees work three or more days in our offices, where they have the opportunity to collaborate in-person, adding richness to our culture and knitting us closer together.

How We Reward You:

Realtor.com is committed to investing in the health and wellbeing of our employees and their families. Our benefits programs include, but are not limited to:

• Inclusive and Competitive medical, Rx, dental, and vision coverage
• Family forming benefits
• 13 Paid Holidays
• Flexible Time Off
• 8 hours of paid Volunteer Time off
• Immediate eligibility into Company 401(k) plan with 3.5% company match
• Tuition Reimbursement program for degreed and non-degreed programs
• 1:1 personalized Financial Planning Sessions
• Student Debt Retirement Savings Match program
• Free snacks and refreshments in each office location