Senior AI Product Manager

Roofstock•Oakland, CA

1d•$175,000 - $205,000•Hybrid

About The Position

As the leading end-to-end investment platform for single-family rental homes (SFR), our mission is to reinvent the rental housing ecosystem for the benefit of all. We successfully merge our passion for helping investors build wealth through real estate with cutting edge technology that transforms the way they do it. How it’s going (and growing) With a talented team of 750+ Roofsters, our collaborative, can-do culture is what fuels our growth. In 2022, we closed on our Series E, raising $240 million, and have offices in the Bay Area and New York City. Our growth includes recent acquisitions of Stessa (financial and asset management software), RentPrep (tenant screening and placement service for landlords), and Mynd (property management platform for both Retail and Institutional investors). In 2025, Roofstock took an ownership stake in Casago (short-term rental management services), expanding our platform to support both long-term and short-term rental investment services. About the Role As a Senior AI Product Manager on Roofstock’s Property Management team, you will own and execute key product initiatives across internal tools and customer-facing experiences for investors, residents, and vendors. This is a hands-on individual contributor role focused on driving execution, shaping roadmap priorities, and delivering scalable solutions that improve efficiency and user experience. You’ll partner closely with engineering, design, operations, and data teams to bring impactful products to life. We’re looking for a strong product executor with experience in consumer software, SaaS, proptech, or operational platforms who can translate complex business needs into intuitive solutions, leverage data to inform decisions, and identify opportunities to incorporate AI and automation into workflows.

Requirements

5 - 8+ years of product management experience
Proven track record of delivering and iterating on technology products that drive business impact
Experience working closely with cross-functional teams including engineering, design, and operations
Exposure to AI/ML, automation tools, or data-driven product
Data-driven mindset with the ability to define metrics and use insights to inform decisions
Ability to break down complex problems into simple, scalable product solutions
Excellent communication skills with the ability to collaborate across teams and influence stakeholders
Experience building AI-powered products (e.g., large language models, agentic AI automation) and familiar with their practical applications and shortcomings
Understanding of user experience principles and product analytics
Bachelor’s degree in Computer Science, Business, or equivalent experience

Nice To Haves

Experience in real estate, property management, or proptech
Experience working on internal tools or operational platforms
Background in a high-growth or startup environment

Responsibilities

Product Ownership & Execution Own and drive specific product areas within the property management platform from ideation through launch and iteration
Translate business objectives into clear product requirements, user stories, and prioritized backlogs
Partner with engineering and design teams to deliver high-quality, scalable product solutions
Define and track key performance metrics to measure product success and drive continuous improvement
Prioritize product features based on business impact, technical feasibility, and user needs
AI & Automation Integration Identify opportunities to apply agentic AI and automation to improve operational efficiency and reduce manual processes
Partner with engineering and data teams to integrate AI-powered features (e.g., workflow automation, predictive insights, LLM-enabled tools)
Contribute to a data-informed product approach by leveraging insights to enhance product functionality and user experience
Stay informed on emerging AI technologies and evaluate practical applications within property management workflows
Cross-Functional Collaboration Work closely with operations teams to understand user needs, pain points, and opportunities for improvement
Collaborate with stakeholders across engineering, design, and business teams to align on priorities and deliver outcomes
Partner with go-to-market teams to support the successful rollout of new features and enhancements
Engage with customers and users (investors, residents, vendors) to gather insights that inform product decisions
Continuous Improvement & Delivery Gather and incorporate user feedback to iterate on product features and improve overall experience
Use data and analytics to inform decision-making and prioritize product enhancements
Balance speed and quality in a fast-paced, evolving environment
Contribute to scalable product development processes that support ongoing