Lead Product Designer

BUILD SOMETHING YOUR NEIGHBOURS WILL LOVE

We’re building Toronto’s dedicated platform for home management to empower the city’s homeowners and to better connect our neighbours and the local Pros they trust.

Our focus is purely on the GTA market right now. We build our property base one street at a time, and our marketplaces one neighbourhood at a time. We’re a local tech company in every sense of the word. We start with integrity, neighbourhood values, and competitive craftsmanship, and we build our business on neighbourhood trust.

We believe in holistic solutions to consumer problems. We believe in high-trust hyperlocal communities. We believe in low commission marketplaces that the best Pros can actually say yes to. And we believe that tech companies should go to work for the locally loved Pros of the GTA rather than trying to get those Pros to effectively work for the tech company.

We believe that it’s good business to care. We believe that this problem space deserves a form of digital transformation that the people and Pros of the markets we serve can trust and invest in, in Toronto and beyond.

If this resonates with you and you’re at a point in your career and your life where you want to do something uniquely difficult for a meaningful outcome, you’ve found your next home.

ROLE SALARY BAND

$160,000 - $190,000

ROLE OVERVIEW We’re hiring a Lead Product Designer to own the design of our home management experience, the suite of features that helps homeowners move from reactive to proactive care of their homes.

We're building on the success of features like our garbage and recycling reminders with personalized maintenance plans, smart tasks, and tools for managing home inventory, property information, and proactive repair and renovation planning.

This is a senior individual contributor role reporting to the Director of Design. You'll be the design lead in the product trio for the Holistic Home Management team, partnering closely with the product lead and engineering team lead to identify the problems worth solving and sharing accountability for the outcomes this team delivers. We're looking for a designer with deep empathy for homeowners who can take broad, conceptual ideas and turn them into highly impactful designs, making sure every touchpoint of the experience is considered, crafted, and worthy of our users' trust.

AI is key to the work in two ways. The vision for these features is AI-assisted, turning property data into intelligent plans and recommendations. We also expect you to use AI tools hands‑on in your own practice. This role is a strong fit for a designer with an innovation practice or R&D background who is energized by working at the intersection of product viability, feasibility and desirability.

WHAT YOU WILL BE DOING

• Own the design of the home management experience end to end, guiding homeowners from reactive to proactive care of their homes
• Operate as the design lead in the product trio, partnering with the product lead and engineering team lead to define outcomes and deliver against them
• Identify product opportunities through research, and validate hypotheses with prototypes, experiments, and user feedback before we invest in building
• Design AI-assisted features that turn property, behavioral and environmental data into personalized experiences homeowners genuinely trust
• Take features from early concept through high-fidelity design, contributing to the Quartermaster design system as you ship
• Use AI tools hands‑on in your design practice, and help raise the bar for how design at Quartermaster works with AI
• Communicate insights and design rationale clearly, building alignment with product, engineering, and leadership

WHAT YOU BRING

• A track record of leading end-to-end product design work as a senior individual contributor, from discovery through shipped product
• A background in innovation practice or R&D style design work. You’ve taken 0-1 product hypotheses from research through validation, looking at problems from both a human‑centred and systems point of view
• The ability to design complex, data‑rich systems that feel simple, personal, and trustworthy
• Strong visual and interaction design…