Our client is pioneering the future of agentic AI, with a focus on transforming the rental market experience for consumers and property managers alike. Their innovative platform is engineered from the ground up to boost operational efficiency and enhance support capabilities for property management businesses across the US and Canada, a ~$200B market.

Following a Series A raise in early 2024, our client is scaling rapidly. Achieving this vision requires passionate, innovative individuals eager to leverage technology to redefine customer–business interactions. They are seeking exceptional talent ready to contribute to building groundbreaking technology that reshapes how businesses engage with customers.

To date, they have raised over $17M in funding and is backed by world-renowned investors including Andreessen Horowitz (a16z), Y Combinator, King River, Range Ventures, and distinguished angel investors such as YC’s former COO, Qasar Younis.

As a Principal Product Designer, this person will serve as the steward of product excellence and user experience across the entire platform. This is not just a design leadership role—it’s an opportunity to fundamentally reimagine how people work and interact with intelligent systems in one of the largest yet most antiquated industries: property management.

They are introducing a new model of work through agentic AI—software agents that autonomously complete tasks, communicate with residents, and provide actionable insights to human operators. The product doesn’t just support workflows; it executes them while collaborating with existing human teams. This creates design challenges that are novel, multidimensional, and deeply human.

The Principal Product Designer will be the primary architect of how the platform feels, how the AI interacts with users, how insights are surfaced, how tasks are completed across channels, and how trust is built between human and machine. The role directly shapes not only the interfaces users see but also the mental models they build, the workflows they adopt, and the outcomes they achieve.

Responsibilities:

• Collaborate at the highest levels of the company as a member of the executive team, working alongside the founders to define product strategy and business direction.
• Design for multiple personas across a layered ecosystem—from corporate operators and regional managers to on-site leasing teams and renters—each with distinct needs, contexts, and interaction styles.
• Drive user-centric thinking, bringing a high-craft, systems-oriented approach to understanding problems, experimenting with solutions, and raising the bar for simplicity, elegance, and usefulness.
• Define new interaction patterns for a world where users collaborate with AI, inventing UI for intelligent agents, task orchestration, and real-time performance feedback grounded in trust, transparency, and efficiency.
• Bring coherence to the entire experience so that whether a user is viewing a KPI dashboard, replying to a resident, configuring an AI workflow, or triaging alerts, they are operating within a beautifully unified system.
• Scale the design function from its early roots into a high-performing team, building the standards, rituals, and mentorship that create a durable culture of product craftsmanship.

Qualifications:

• 10+ years of experience designing and leading products with exceptional UX at early-stage or high-growth companies.
• Track record of executive partnership—experience sitting alongside product, engineering, and business leaders to shape bold product bets.
• Deep experience designing complex platforms or tools, ideally for operations-heavy domains (e.g., enterprise SaaS, ops systems, AI interfaces).
• Belief in the potential of agentic AI, with enthusiasm for pioneering new design paradigms for intelligent, autonomous systems.
• First-principles thinker with a high bar for craft; design work reflects creativity, clarity, and restraint.
• Strong grasp of human psychology—what builds trust, motivates users, and creates emotionally resonant experiences.
• High emotional intelligence with the ability to uncover needs behind requests, bring people along, and balance intuition with evidence.
• Strong product instincts and systems thinking, connecting user needs with platform logic and business outcomes.
• Comfortable navigating ambiguity, legacy workflows, and rapid iteration in a fast-moving startup environment.

Benefits:

• Comprehensive health, dental, and vision insurance.
• Gym and workspace stipends.
• Computer and workspace enhancements.
• Unlimited PTO.
• Company off-sites with the team.