Senior Product Designer
Summary
Senior Product Designer at HappyCo owns product experiences end-to-end within a product triad (PM + engineering lead), designing mobile and web workflows for property inspections and data/reporting, including AI-assisted, agentic, and voice-enabled interfaces. Requires 5–8 years in SaaS design and active use of AI tools like Claude, Cursor, or Codex.
About the Role
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.
Depending on product priorities and your strengths, you may work in one or more of the following areas:
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Inspections & Property Operations
Designing mobile and web workflows that help property teams plan, complete, and act on inspections across large multifamily portfolios. This includes efficient field data capture, photos, findings, follow-up work, quality assurance, and coordination across roles and properties.
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Data, Reporting & Insights
Designing dashboards, reports, analytics, and data exploration experiences that help operators understand performance, identify risks and opportunities, and make confident decisions. This 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
What You Bring
- 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
Strongly Valued
- 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
Why Join HappyCo?
- 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
- HappyCo fosters a values-led, inclusive, and people-first culture where everyone thrives. Learn more on our careers page, and check out our benefits. HappyCo is an equal opportunity employer committed to diversity and inclusion.
Skills
As published by lever · 10 questions · 7 written answers
Basics
Resume/CV, Full name, Email, Phone, Current location, Current company, LinkedIn URL
Pick from a list (3)
- Are you legally authorized to work in Canada without requiring work permit sponsorship from an employer?
- Are you open to occasional travel to the United States for team or company gatherings?
- What types of product domains have you worked in? Select all that apply. optional
Written answers (7)
- If successful, when would you be available to start?
- What are your salary expectations for this role?
- Please provide a link to your portfolio (and password if applicable). We’d love to see examples that show your process, problem-solving, and product thinking.
- Tell us about a web based product or workflow you were responsible for. What trade-offs did you have to make, and what impact did your decisions have?
- How do you use AI in your design workflow today? Be specific.
- Describe a time you pushed beyond your immediate scope to improve a broader product or customer experience. What made it worth the effort, and what changed as a result?
- Why are you interested in HappyCo and this role specifically?