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Founding Product Designer - DirtAI

Stackpoint Studio Inc
locationBoston, MA, USA
PublishedPublished: 6/14/2022
Full Time

Job Description

Job Description

About the Opportunity

"In 2022 the U.S. spent $10.5 T on labor vs. just $313 B on software—only 3%. Turning even a sliver of that labor into code is a multi-trillion-dollar swing.... every white-collar role will have an AI copilot—and many will be fully automated by vertical agents." (Angela Strange, A16Z)

Every new neighborhood, data-center campus, or solar farm still begins with months of GIS detective work, zoning guess-work & permitting bottlenecks that account for around 75% of pre-construction timelines. Our multi-agent AI platform for land development crushes that grind into efficiency, starting with a clear $10-15 B beach-head inside a $1.5 T market—and, by slashing pre-construction waste and easing rezoning for infill development, we make housing more affordable and sustainable.

Why now?

Breakthroughs in multimodal LLMs, vector geo-search, and agentic workflows finally let software read messy public data, CAD files, and code books as fluently as a senior planner—then synthesize a buildable playbook on the fly.

Why us?

Unfair distribution advantage. Stackpoint, our first investor, is the #1 builder of vertical AI software for the US real estate market, giving us unparalleled access to clients, design partners and strategic investors.

Capital not the bottleneck. Our CEO raised $50M in his prior venture. Stackpoint and land development partners are investing the first $2M with multiple investors engaged for more—the focus now is building.

Minimum Lovable Product live. We've built an "MLP" based on discovery calls with over 20 customer targets and have received exceptional feedback with a clear roadmap to go after our initial $10-$15 B beach-head.

Every week we shave off analysis, diligence and permitting ripples downstream as lower development costs and more affordable homes for millions. If you're hungry for building at the forefront of multimodal AI with tangible impact, join us at day zero with real equity and help rewire how the world builds.

About the Role

We're seeking a Founding Product Designer to evolve and scale the design foundation we've established. You'll be joining at an exciting inflection point—we've validated our initial product direction with customers and built core flows. Unlike many early-stage design roles, you won't be starting from a blank canvas. We have a functional product in market, active users providing feedback, and clear roadmap direction. Your mission: refine what we've created, establish systems that scale, and own the end-to-end user experience as we move from rapid iteration to sustained velocity.

You'll be designing for an AI-native product from the ground up—not bolting AI features onto legacy experiences, but fundamentally rethinking how users interact with intelligent systems that understand geospatial data, regulatory complexity, and development workflows. You'll design the intelligence, not just the interface.

You'll work directly with the founder and executive team on product decisions, team building, and company strategy. As a founding team member, you'll shape our culture, grow the team, and make early startup memories while seeing firsthand how design drives massive business impact. Through our partner Stackpoint Ventures, you'll also have the support of AI experts, established customer relationships, and strategic guidance.

The AI Design Challenge

AI-native products mean designing not just how something looks or flows, but how it thinks, feels, and collaborates with humans. You'll tackle a fresh set of design challenges at the frontier of product design:

  • How do you surface intelligence and magic while building trust?
  • How do you amplify human capability while users still feel in control?
  • How do you visualize uncertainty and confidence levels in AI-generated insights?
  • How do you give users agency without overwhelming them with complexity?
  • How do you make AI personalization transparent and understandable?
  • How do you meet expert users where they are, not where AI wants them to be?

These aren't theoretical questions—they're daily design decisions that will shape how an entire industry works with AI.

Your days will range from designing confidence visualizations for AI-generated zoning analysis, to interviewing land developers on active job sites, to debating product strategy with the founding team. One week you're prototyping how users interact with agentic workflows; the next, you're refining the micro-interactions that make complex geospatial data feel approachable.

Key Responsibilities

Product Design & User Experience

  • Own the end-to-end user experience across our platform, from onboarding through complex geospatial analysis workflows
  • Design new features and refine existing flows based on user feedback and evolving requirements
  • Create intuitive interfaces for complex spatial data visualization, AI-generated insights, and multi-step workflows
  • Translate complex domain requirements (zoning regulations, GIS data, permitting processes) into elegant, user-friendly experiences

Design Systems & Scalability

  • Establish and evolve our design system with reusable components and patterns that accelerate development
  • Build efficient design processes and documentation that enable consistently high-quality experiences
  • Partner with engineering to ensure proper implementation and maintenance

User Research & Validation

  • Conduct user interviews and usability studies with land developers, planners, and stakeholders
  • Analyze usage data and feedback to identify friction points and opportunities
  • Validate design solutions through prototyping, testing, and iteration before engineering investment

Brand & Collaboration

  • Evolve our brand identity and ensure consistency across product, marketing, and communications
  • Work closely with product and engineering to define requirements, scope features, and ship iteratively
  • Partner directly with customers to understand workflows and validate solutions

Requirements

Core Skills

  • 7+ years of product design experience with a track record of shipping successful products
  • Track record of moving fast without sacrificing craft - you sweat the details that matter and can articulate the rationale behind every decision
  • Portfolio showcasing visual design craft, systems thinking, and user-centric problem solving—especially complex workflows, data visualization, or B2B SaaS experiences
  • AI-first approach that questions traditional UX patterns when AI enables better solutions—you're excited to pioneer new interaction models for agentic workflows, probabilistic outputs, and AI-generated insights
  • Experience building/evolving design systems with strong user research skills—you make the complex feel simple through systems thinking and validation
  • Proficiency with Figma

Startup Experience (Highly Valued)

  • Early-stage startup experience (pre-seed through Series A)
  • Comfort with ambiguity and ability to ship high-quality work at velocity
  • Experience wearing multiple hats and building design processes from scratch
  • Owner mentality

Domain Experience (Nice to Have)

  • B2B SaaS, especially with complex workflows or technical users
  • AI/ML products, particularly generative AI or agentic workflows
  • Data visualization, especially maps or geospatial data
  • Land development, real estate, construction, or urban planning workflows

Ideal Candidate

You're a high-horsepower craftsperson who ships great work rapidly but has the product sense to know when to slow down to really dial in an experience. You're a systems thinker who builds design foundations that compound—creating leverage that helps teams ship faster over time. You're a user champion obsessed with understanding needs and validating through research, not just intuition. You're AI-forward, excited about designing for AI-native products and agentic workflows. You have startup DNA—you thrive in fast-paced environments, ship to learn, take ownership of outcomes, and iterate based on real user behavior. You're collaborative, elevating the design thinking of the entire team.

What Makes This Role Unique

  • Foundation set: Join with product-market validation and active users—skip pure 0-1 guesswork
  • Own how an industry learns to trust AI: Shape the interaction patterns for how developers, planners, and municipalities make billion-dollar land decisions with AI
  • Real-world impact: Your work directly affects how cities grow, housing gets built, and communities develop
  • Significant equity stake: Competitive equity package that makes you a true owner in our success
  • True product autonomy: Own design from research through implementation—you'll have a seat at the table for product strategy and key business decisions that impact the user experience

Compensation & Location

Competitive compensation with significant founding team equity. Education stipend for personal development. Open to exceptional candidates anywhere in the U.S.

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