[Hiring] Senior Product Designer @HappyCo

Role Description

You'll own product experiences end-to-end. From problem framing through delivery and iteration, embedded in a product triad with a PM and Engineering Lead. This is a high-autonomy role for designers who operate independently, think in systems, and are already building with AI – not just aware of it. We're hiring across two closely connected problem spaces: Inspections and Data. Placement will be based on your strengths and business needs.

Problem Spaces You May Work In

• Inspections & Property Operations:
  • Designing mobile and web workflows that help property teams plan, complete, and act on inspections across large multifamily portfolios.
  • Includes efficient field data capture, photos, findings, follow-up work, quality assurance, and coordination across roles and properties.
• Data, Reporting & Insights:
  • Designing dashboards, reports, analytics, and data exploration experiences that help operators understand performance, identify risks and opportunities, and make confident decisions.
  • Includes turning complex property and portfolio data into clear, actionable insights.

These products are information-dense, highly interconnected, and used by multiple roles across an organization—from people working in the field to portfolio leaders. Increasingly, they also incorporate AI-powered interfaces that allow users to proactively query their data, surface insights, and receive recommendations through agentic, conversational, and voice-enabled interactions. Designing clarity, trust, and usability into these systems, across both traditional interfaces and AI-assisted experiences, is core to the role.

What You’ll Do

• Own a product area fully: discovery, design, delivery, analysis, iteration
• Work backwards from real customer problems and translate complexity into clear, scalable solutions
• Make field workflows and data-dense, information-rich interfaces easy to use across mobile and web
• Design dashboards, reporting, and AI-assisted experiences that turn operational data into useful action
• Shape agentic workflows, conversational interfaces, and voice-enabled interactions where they improve outcomes
• Make AI capabilities feel understandable, trustworthy, and usable – not just impressive
• Use AI actively in your own process to move faster and think deeper
• Run lightweight research, synthesize insights, and act as the evidence-backed voice for the customer
• Champion our design system, contribute to craft standards, and raise the bar in every critique

Qualifications

• 5–8 years shipping web-based SaaS or enterprise products at scale
• Demonstrate end-to-end ownership with real shipped work, including AI-assisted experiences
• You are actively using AI tools today (Claude, Cursor, Codex – whatever fits your workflow). This is a hard requirement, not a nice-to-have.
• Strong systems thinking across complex, interconnected product surfaces. Furthermore, knowing when to lean on systems and when to break out of them. You balance rigour with creativity.
• High autonomy. You move work forward without waiting for direction
• Clear communication, comfort with ambiguity

Requirements

• Background in complex domains: field operations, inspections, analytics, reporting, workflow tooling, or similar
• Experience designing across mobile and web surfaces
• Familiarity with agentic experiences
• Comfort working close to code or prototyping with code
• Multifamily or proptech experience is a plus, not a prerequisite

Benefits

• High autonomy, high support. Trusted to lead, supported to grow
• Culture that genuinely values design and craft
• Remote-friendly, flexible hours
• Work that reaches millions of residents and thousands of property teams