Senior Product Manager, AI

Dealpath•San Francisco, CA

7h•$175,000 - $200,000•Hybrid

About The Position

Dealpath is leading the digital transformation of real estate investment, powering decisions for the world’s largest asset class. As we accelerate our investment in AI to redefine what’s possible, we’re seeking a hands-on and visionary Principal Product Manager to spearhead our AI initiatives, drive product innovation, and deliver business growth. In this strategic role, reporting to the VP of Product & Design, you’ll collaborate with our CTO, SVP of Product, design, engineering, and executives from global investment firms (e.g., Blackstone, Nuveen, Starwood, Oxford, CBRE, JLL). Your mission: harness emerging AI technologies to build products that unlock smarter, faster, and more impactful real estate investment decisions, while being deeply involved in ensuring model quality, success, and broader thought leadership. Why This Role Matters AI is reshaping nearly every industry and Dealpath is poised to lead this transformation in real estate investment. As a Product Manager for AI, you’ll: Define and Drive the AI Vision: Shape a forward-thinking AI strategy that integrates seamlessly with the broader product roadmap and delivers measurable business outcomes. Lead Thought Leadership: Represent Dealpath’s AI innovation by creating content, hosting webinars, and engaging with clients and prospects. We’re excited to have you Lead the AI Product Roadmap: Define, prioritize, and execute a bold AI product roadmap — balancing near-term wins with long-term platform thinking — and ensure it ladders up to Dealpath's broader product and business goals. Drive End-to-End Execution: Rapidly prototype and vibe code AI-powered solutions for early user testing, build and maintain AI evals to validate model performance, and partner with AI/ML engineers to develop proof of concepts. Lead cross-functional collaboration with AI/ML, front-end engineering, design, and marketing to bring polished, production-ready AI products to market. Innovate on Real-World Investment Workflows: Identify the highest-leverage opportunities to apply AI across the deal lifecycle — from sourcing/screening to underwriting to asset management — and build solutions that meaningfully reduce manual work for real estate professionals. Be Customer-Focused: Engage directly with sophisticated real estate clients to uncover pain points, pressure-test solutions, and ensure what we ship actually moves the needle for their workflows. Communicate and Align: Serve as the internal and external voice of Dealpath's AI strategy — presenting the roadmap, sharing progress, and building confidence with stakeholders from the executive team to enterprise customers.

Requirements

8+ years in product management, with a meaningful portion spent shipping AI-powered products. You've been close enough to the work to understand what it actually takes to go from a model in development to a feature in production.
Proven experience working alongside ML engineers — creating and iterating on AI evals, diagnosing model failures, and driving continuous improvement. You're not afraid to get into the details and participate in systems & agent design discussion.
Comfortable spinning up rough AI prototypes and vibe coding proof-of-concepts to test ideas with users before committing to a full build.
Working knowledge of LLMs, RAG pipelines, agentic systems, and MCP — enough to make informed build-vs-buy decisions and have credible technical conversations with AI/ML engineers.
Experience building AI products that require human calibration, oversight, and feedback loops — and the product intuition to know when to automate and when to keep humans in the loop.
Ability to engage directly with sophisticated enterprise clients, set realistic expectations during AI calibration phases, and maintain trust even when the product is still evolving.
Comfortable representing Dealpath's AI vision externally — whether hosting webinars, contributing to thought leadership content, or speaking at industry events.
Proven ability to distill complex AI concepts into narratives that resonate with executives, customers, and cross-functional partners alike.
Ability to work in our San Francisco or NYC office 3+ days per week.

Nice To Haves

Experience in real estate, private equity, or investment management.
Background in enterprise SaaS, collaboration software, or data visualization tools.
Experience developing monetization strategies for AI products.

Responsibilities

Define and Drive the AI Vision: Shape a forward-thinking AI strategy that integrates seamlessly with the broader product roadmap and delivers measurable business outcomes.
Lead Thought Leadership: Represent Dealpath’s AI innovation by creating content, hosting webinars, and engaging with clients and prospects.
Lead the AI Product Roadmap: Define, prioritize, and execute a bold AI product roadmap — balancing near-term wins with long-term platform thinking — and ensure it ladders up to Dealpath's broader product and business goals.
Drive End-to-End Execution: Rapidly prototype and vibe code AI-powered solutions for early user testing, build and maintain AI evals to validate model performance, and partner with AI/ML engineers to develop proof of concepts. Lead cross-functional collaboration with AI/ML, front-end engineering, design, and marketing to bring polished, production-ready AI products to market.
Innovate on Real-World Investment Workflows: Identify the highest-leverage opportunities to apply AI across the deal lifecycle — from sourcing/screening to underwriting to asset management — and build solutions that meaningfully reduce manual work for real estate professionals.
Be Customer-Focused: Engage directly with sophisticated real estate clients to uncover pain points, pressure-test solutions, and ensure what we ship actually moves the needle for their workflows.
Communicate and Align: Serve as the internal and external voice of Dealpath's AI strategy — presenting the roadmap, sharing progress, and building confidence with stakeholders from the executive team to enterprise customers.