Senior Director of Product, AI

POS-14653

At HubSpot, our mission is to help millions of organizations grow better—and AI is a powerful force driving that growth. We believe the next generation of customer experiences will be powered by intelligent, conversational, and deeply personalized AI. That’s why we’re investing heavily in Customer Assistant AI: to empower our users with fast, contextual, and scalable support experiences—delivered exactly where and when they need them.

We’re looking for an empathetic, visionary, and execution-oriented Senior Director of Product to lead our AI strategy in this critical space. You will be responsible for defining and scaling the end-to-end vision for customer-facing AI across HubSpot, including virtual assistants, automation, and LLM-based capabilities that serve both our customers and their customers. This role will shape how AI transforms the way millions of businesses engage and support their users.

About the Role

As Senior Director of Product, AI you will:

• Define and own the long-term vision, multi-year strategy, and roadmap for Customer Assistant AI across the HubSpot platform.
  
  
• Lead and mentor a team of senior Product Managers across multiple domains including generative AI, conversational AI, and automation.
  
  
• Deliver end-to-end, intelligent AI experiences that are embedded seamlessly across Hubs, empowering customers to resolve issues, take action, and drive growth.
  
  
• Partner closely with senior leaders in Engineering, UX, and Data Science to ensure reliable, ethical, and scalable AI systems.
  
  
• Champion AI ethics, transparency, and utility—grounding every product decision in trust and customer value.
  
  
• Act as the executive point of contact for Customer Assistant AI, influencing strategy at the C-suite level and collaborating with cross-functional VPs and GMs.
  
  

Key Responsibilities

• Scale HubSpot’s Customer Assistant AI strategy across the business—covering:
  
  
• Virtual agents and embedded chatbots.
  
  
• AI-powered support flows that minimize friction.
  
  
• Intelligent assistance across marketing, sales, and service use cases.
  
  
• Build, grow, and empower a high-impact product org focused on AI, ML infrastructure, and platform intelligence.
  
  
• Lead cross-functional alignment across Product, Engineering, GTM, and Marketing to ensure cohesive delivery and messaging of AI capabilities.
  
  
• Shape monetization, packaging, and positioning strategies for AI products in partnership with finance and GTM teams.
  
  
• Set and track success metrics through experimentation, analytics, and continuous user feedback.
  
  
• Maintain a pulse on emerging AI trends—LLMs, retrieval-augmented generation (RAG), vector search, etc.—to inform strategy and identify breakthrough opportunities.
  
  

We’re Looking For Someone Who:

• Has 10+ years of product management experience, with 5+ years leading product orgs in applied AI, ML, or automation.
  
  
• Brings deep expertise in B2B SaaS, particularly in customer experience, service platforms, or support tooling.
  
  
• Has a track record of delivering AI-powered features at scale—including LLM-based workflows, chatbots, or predictive systems.
  
  
• Thinks strategically but is also comfortable driving execution and trade-offs in complex environments.
  
  
• Brings strong product instincts and a clear sense for where AI adds real value to user experience.
  
  
• Communicates clearly and effectively with executives, technical stakeholders, and cross-functional leaders.
  
  
• Has led go-to-market strategy and execution, ensuring successful launches, adoption, and alignment across Marketing, Sales, and CS.
  
  
• Builds inclusive, high-trust teams and leads with humility, clarity, and purpose.
  
  

Bonus Points For:

• Hands-on experience with LLMs, prompt engineering, RAG, or vector search.
  
  
• Experience building customer support platforms or conversational AI interfaces.
  
  
• Familiarity with HubSpot, product-led growth (PLG), or usage-based pricing models.
  
  

Cash compensation range: 314375-503000 USD Annually