Director of Product Management – AI & Automation (Title & Escrow)

About the position

HomeLight is transforming the real estate transaction process by bringing speed, transparency, and intelligence to the complex world of title and escrow. Backed by top-tier investors, we're entering a new phase of growth—fueled by cutting-edge automation, operational scale, and AI-powered innovation. We’re seeking a Director of Product Management to lead our AI automation initiatives within HomeLight Closing Services. Your mission: build and scale Computer Use Agents (CUAs) that streamline escrow operations, reduce turnaround times, and redefine how real estate transactions get done.

Responsibilities

• Define and own the roadmap for CUAs and other intelligent automation features across our title and escrow platform.
• Champion a bold vision for how Agentic AI can transform back-office operations, starting with escrow workflows like HOAs, payoffs, E&O checks, and more.
• Build Computer Use Agents that autonomously operate internal and third-party SaaS tools, adapting to changes and collaborating with human experts when needed.
• Translate cutting-edge LLM capabilities (e.g., OCR, reasoning, UI navigation) into intuitive product experiences for real-world operations.
• Deeply understand the needs of escrow officers, processors, and customers—turning friction points into automation opportunities.
• Measure impact using KPIs tied to turnaround time, throughput, NPS, and agent accuracy.
• Work closely with engineering, data science, compliance, and legal to scope, prioritize, and deliver high-quality releases.
• Lead A/B tests, run fast experiments, and iterate constantly using data and user feedback.
• Evaluate build-vs-buy for AI tools and partners; own vendor selection for OCR, LLMs, and automation platforms.
• Partner with platform teams to define scalable systems for agent orchestration, logging, and performance monitoring.
• Align with executive stakeholders and ops teams to ensure AI adoption drives measurable business outcomes.
• Contribute to a culture of rapid learning, transparency, and ownership.

Requirements

• 8+ years of product management experience, including 2+ years building or scaling AI/ML products.
• Proven success launching AI agents, intelligent automations, or complex integrations in SaaS, fintech, legal tech, or proptech.
• Strong grasp of LLMs, OCR, APIs, model training pipelines, prompt engineering, and agent architectures.
• Experience taking products from 0→1 and iterating fast based on data.
• Exceptional writing and product storytelling—clear, concise, persuasive.
• Ability to manage ambiguity, align stakeholders, and get things out the door.

Nice-to-haves

• Experience in high-compliance domains like real estate, banking, or legal operations.
• Obsessed with simplifying complex workflows for end users.

Benefits

• Medical (Aetna or Kaiser), Dental & Vision (Guardian)
• Long-Term Disability & Short-Term Disability
• Hospital Indemnity Insurance, Accident Plan, and Employee Critical Illness (Guardian)
• 401k (Guideline), Life Insurance (Guardian) & Pet Insurance (Nationwide)
• Commuter benefits are offered in certain locations
• PTO, including Volunteer Days to give back to your community
• Annual Anniversary Perks, including professional development and sabbaticals!
• HomeLight Services to help you with buying and selling your home