Senior director of product AI

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

Pay & Benefits

The cash compensation below includes base salary, on-target commission for employees in eligible roles, and annual bonus targets under HubSpot’s bonus plan for eligible roles. In addition to cash compensation, some roles are eligible to participate in HubSpot’s equity plan to receive restricted stock units (RSUs). Some roles may also be eligible for overtime pay. Individual compensation packages are tailored to your skills, experience, qualifications, and other job-related reasons.

This resource will help guide how we recommend thinking about the range you see. Learn more about HubSpot’s compensation philosophy.

Benefits are also an important piece of your total compensation package. Explore the benefits and perks HubSpot offers to help employees grow better.

At HubSpot, fair compensation practices aren’t just about checking off the box for legal compliance. It’s about living out our value of transparency with our employees, candidates, and community.

Annual Cash Compensation Range:$314,375—$503,000 USD

We know the confidence gap* and* impostor syndrome can get in the way of meeting spectacular candidates, so please don’t hesitate to apply — we’d love to hear from you.

If you need accommodations or assistance due to a disability, please reach out to us using this form.

At HubSpot, we value both flexibility and connection. Whether you’re a Remote employee or work from the Office, we want you to start your journey here by building strong connections with your team and peers. If you are joining our Engineering team, you will be required to attend a regional HubSpot office for in-person onboarding. If you join our broader Product team, you’ll also attend other in-person events such as your Product Group Summit and other gatherings to continue building on those connections.

If you require an accommodation due to travel limitations or other reasons, please inform your recruiter during the hiring process. We are committed to supporting candidates who may need alternative arrangements

**Massachusetts Applicants:* It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.*

**Germany Applicants:* (m/f/d) – link to HubSpot’s Career Diversity page here.*

**India* Applicants: link to HubSpot India’s equal opportunity policy here.*

About HubSpot

HubSpot (NYSE: HUBS) is an AI-powered customer platform with all the software, integrations, and resources customers need to connect marketing, sales, and service. HubSpot’s connected platform enables businesses to grow faster by focusing on what matters most: customers.

At HubSpot, bold is our baseline. Our employees around the globe move fast, stay customer-obsessed, and win together. Our culture is grounded in four commitments: Solve for the Customer, Be Bold, Learn Fast, Align, Adapt & Go!, and Deliver with HEART. These commitments shape how we work, lead, and grow.

We’re building a company where people can do their best work. We focus on brilliant work, not badge swipes. By combining clarity, ownership, and trust, we create space for big thinking and meaningful progress. And we know that when our employees grow, our customers do too.

Recognized globally for our award-winning culture by Comparably, Glassdoor, Fortune, and more, HubSpot is headquartered in Cambridge, MA, with employees and offices around the world.

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