Staff Product Designer, Go-to-Market AI

Staff Product Designer, Go-to-Market AI

Location: Canada, Ontario - Remote, Flex, or Office

Join HubSpot’s Design Team

The Flywheel Product Line at HubSpot is an organization focused on helping the company grow faster by using AI to dramatically improve how customers are served and how our Go-to-Market (GTM) teams operate. This is achieved across three core areas:

• First, we’re building an AI concierge that supports customers throughout their lifecycle. This AI agent autonomously solves support issues, identifies goals, unlocks underused features, and helps customers gain more value from HubSpot. It qualifies needs, guides toward advanced capabilities, answers support queries, and recommends upgrades—all across multiple formats like chat, voice, and real-time AI-generated video. This presents a huge design challenge, cutting across various use cases, modalities, and interfaces, in an area few companies have mastered.
• Second, we’re extending our core product with AI-first tools designed to radically improve how HubSpot’s GTM teams (support, sales, customer success) work. This involves eliminating repetitive administrative tasks, empowering managers with coaching and scaling capabilities, and helping representatives focus on the right leads and critical moments. Here, small UX decisions lead to massive business impact, directly influencing revenue at a multi-billion dollar scale.
• Third, we’re building dedicated experiences for HubSpot’s global partner ecosystem—agencies and consultancies that sell and implement HubSpot on our behalf, driving over $1B in annual revenue. We’re creating agentic AI experiences for partner-specific needs and providing unique tools within HubSpot to help these businesses grow faster and operate more efficiently. Their unique workflows and significant impact on HubSpot’s growth make this a critical area of focus for Flywheel.

As a Staff Product Designer, you won’t be embedded in a single team or feature area. Instead, you’ll operate at the product line level, shaping the future across multiple domains. You’ll work 3-12 months ahead of delivery—exploring opportunities, prototyping bold ideas, and building narratives that influence leaders across R&D and GTM.

This role is about vision, strategy, and influence at scale, working at the very edge of what’s possible in applied AI and defining what’s next for a $30B+ company.

Why Flywheel?

Come join us for a career-defining opportunity to:

• Shape the future of applied AI: Work on problems very few companies have even attempted—like building autonomous multi-modal, multi-usecase AI concierges, AI-first GTM tools, and new agentic experiences for our global partner ecosystem.
• Operate at massive scale: Even small improvements in this space drive hundreds of millions in revenue impact. The work you’ll do here will directly influence hundreds of thousands of HubSpot customers.
• Career-defining scope: You’ll operate at the “tip of the spear” for innovation, crafting ideas, prototypes, and narratives that will influence the C-suite and set direction for HubSpot’s future.
• Experiment & explore: Think of this role like an applied design innovation lab—rapid, unorthodox, and experimental. You’ll be encouraged to prototype, test, and push bold ideas, not follow a rigid process.
• Work on platform-scale initiatives: Tackle ambiguous, high-impact problems that span the entire HubSpot platform, requiring a broad perspective and a focus on unified outcomes.
• Leverage data & AI: Harness smart data, advanced automation, generative AI, and LLMs to create personal, intelligent, and connected customer experiences.

What You’ll Do

• Define the future: Explore, visualize, and prototype bold concepts that shape where HubSpot’s GTM should go 3–12 months out.
• Understand complex systems: Research problems, map incentives, and identify opportunities across customer, GTM, and partner ecosystems.
• Prototype to influence: Create high-fidelity prototypes (in Cursor, Lovable, V0, Figma etc.) and concept visuals to make abstract ideas tangible and compelling.
• Shape the narrative: Craft stories and presentations that inspire alignment and buy-in from product, GTM, and executive leaders.
• Raise the bar: Uplevel craft quality across the org by modeling strong design work, offering feedback, and sharing thinking through crits, office hours, or mentoring.

What You’ll Bring To HubSpot

We’re not looking for a single mold of designer. You might be:

• A designer with deep AI fluency—able to design adoptable AI-first products and push the boundaries of what’s possible.
• A craft-driven designer with exceptional interaction and visual design skills who can turn complex ideas into beautiful, adoptable experiences.
• A systems thinker and influencer who excels at managing complexity, aligning stakeholders, and selling bold futures to diverse, opinionated audiences.

To Succeed, You’ll Need

• A growth mindset—curious, experimental, and not tied to a single way of working.
• Strong skills in concept visualization and prototyping (from decks to vibecoded prototypes).
• Experience driving 0–1 or highly ambiguous product work.
• Comfort operating in spaces with multiple stakeholders, incentives, and nonlinear problems.
• Excellent communication skills, with the ability to tell compelling stories that influence strategy.

We’re hiring across levels! If you’re earlier in your career, check out our Senior Product Designer role.

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.

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.

HubSpot may use AI to help screen or assess candidates, but all hiring decisions are always human. By submitting your application, you agree that HubSpot may collect your personal data for recruiting, global organization planning, and related purposes.

Key skills/competency

• AI Product Design
• System Thinking
• Prototyping (Figma, V0, Cursor)
• Design Leadership
• Strategic Influence
• Go-to-Market Strategy
• Concept Visualization
• Interaction Design
• Generative AI
• Stakeholder Alignment