Senior Product Designer
HappyCo · Remote, Canada
About The Role
HappyCo is a company where people can grow their careers and work with like minded people, with no egos or politics. HappyCo is values driven and offers a flexible, supportive culture. Join HappyCo and Make Work Happy!
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 multiple problem spaces. Placement will be based on your strengths and business needs.
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Problem Spaces You May Work In
Depending on product priorities and your strengths, you may work in one or more of the following areas
Procurement & Sourcing
Designing workflows for vendor discovery, pricing comparison, purchasing, approvals, and supplier performance across large multifamily portfolios.
Asset & Portfolio Performance
Designing dashboards, analytics, and scenario-modeling tools that help operators understand property performance, identify risks and opportunities, and improve returns.
These products are information-dense, highly interconnected, and used by multiple roles across an organization. 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 data-dense, information-rich interfaces easy to use. Dashboards, workflows and AI-assisted experiences
- 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, Lovable, v0 – 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: analytics, operations tooling, procurement, marketplaces, or similar
- 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.
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