AI Operations Strategy Director

Recognized as the No. 1 site trusted by real estate professionals, Realtor.com® has been at the forefront of online real estate for over 25 years, connecting buyers, sellers, and renters with trusted insights and expert guidance to find their perfect home. Through its robust suite of tools, Realtor.com® not only makes a significant impact on the real estate industry at large, but for consumers, navigating the biggest purchase they will make in their life, by providing a user experience that is easy to use, easy to understand, and most of all, easy to make decisions.

Join us on our mission to empower more people to find their way home by breaking barriers to entry, making the right connections, and building confidence through expert guidance.

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

Do the best work of your life at Realtor.com®

Here, you’ll partner with a diverse team of experts as you use leading-edge tech to empower everyone to meet a crucial goal: finding their way home. And you’ll find your way home too. At Realtor.com®, you’ll bring your full self to work as you innovate with speed, serve our consumers, and champion your teammates. In return, we’ll provide you with a warm, welcoming, and inclusive culture; intellectual challenges; and the development opportunities you need to grow.

Diversity is important to us, therefore, Realtor.com® is an Equal Opportunity Employer regardless of age, color, national origin, race, religion, creed, gender, sex, sexual orientation, gender identity and/or expression, marital status, status as a disabled veteran and/or veteran of the Vietnam Era or any other characteristic protected by federal, state or local law. In addition, Realtor.com® will provide reasonable accommodations for otherwise qualified disabled individuals.