VP, Product

HouseSigma — the highest-rated real estate app in Canada — is hiring a VP, Product to lead the product organization alongside the CEO and Senior Director of Engineering: vision, strategy, roadmap, design, and product execution across consumer, brokerage, and AI-native experiences. This is a full-time, permanent role with the flexibility to work from anywhere in Canada.

How We Hire

Before anything else about the role, here's how we think about who fits at HouseSigma. If these don't resonate with you, this likely isn't the right fit — regardless of how strong your experience is.

Solve problems deeply with ownership, and collaborate to multiply impact.

We think of every challenge at HouseSigma as a stone that needs moving. Each person owns their stones end-to-end — from understanding the problem, to designing the solution, to shipping it. We don't rely on handoffs to explain stalled progress. We collaborate as a force multiplier, not a dependency chain.

Read more about how we work: North Star Behaviour & Performance Philosophy

Our Values

The traits we look for in every teammate, and how we evaluate ourselves:

• Responsibility and extreme accountability — We take end-to-end ownership of our projects and follow through, because taking accountability earns trust and freedom.
• Deep and independent thinking — We use first-principles thinking to go beyond surface-level answers, ask the "why" repeatedly, and reason from those fundamentals to get to the truth.
• Logical and fact-driven judgment — We make decisions based on evidence and clear thinking, not assumptions or gut feel.
• Judgment and courage — We act decisively in ambiguity, using sound judgment and the courage to make and own hard calls.
• Growth mindset and hard-work appreciation — We stay curious, keep improving, and respect the consistent effort required to build something great.
• Direct, transparent, and constructive communication — We communicate clearly, give feedback that helps, and say directly to someone the same thing we would say about them.
• Superstar and dream-team mindset — We set a high bar for individual excellence and collaborate in ways that elevate the whole team.
• High agency and initiative — We step up without waiting to be asked, move quickly, and proactively improve processes and outcomes.
• Passion and craftsmanship — We care deeply about the work, treat our role as a craft, and keep refining quality over time.

Read more about our values: About Us

This Role: North Star Behaviour Applied to Product

The VP, Product owns the product vision, strategy, and roadmap — and the operating system that turns those into shipped, measurable user value. The job is to solve the deepest user and business problems HouseSigma faces, with full ownership, and to multiply the impact of the senior product, design, and engineering partners already in place. This role partners directly with the CEO and the Senior Director of Engineering, and is expected to make high-quality executive-level judgments that compound across the company.

What "Solve problems deeply with ownership" looks like here

• Partner with the CEO and Senior Director of Engineering on company strategy, product OKRs, and the problem set — and surface the strategic product problems leadership hasn't named yet
• Take a company-level problem and own it end-to-end — frame it, design the solution, ship the operating model, and measure the result
• Hold final accountability for product KPIs — user growth, engagement, retention, monetization, and the quality of the consumer experience
• Make the cross-functional calls when product, engineering, design and operations priorities collide
• Drive product initiatives that support geographic expansion and ensure product-market fit across diverse regions and user segments

What "Collaborate to multiply impact" looks like here

• Lead the Product Lead, Product Designer and the broader product-support team — sharpen their thinking, raise the bar, and grow the team's depth as the product organization scales
• Operate as a peer to the Senior Director of Engineering and the VP, Strategy and Operations — translating product judgment into shared executive decisions
• Collaborate with the CEO and senior leaders to elevate company outcomes

What We're Looking For

Strong candidates will be able to point to clear evidence of the North Star Behaviour and the HouseSigma values in their past work. Beyond that:

• Broad senior product leadership experience and an AI-native mindset. You've led product at a high-growth, tech company at a scale equivalent to a Head of Product or VP, Product seat. You've personally rebuilt product orgs and operating systems that scaled, not just managed them, with an AI-native mindset, where you're engaging AI as a primary, collaborative partner rather than just an automated tool.
• Strong business and strategic foundations. Grounded in core business theory — strategy, unit economics, market dynamics, competitive positioning, organizational design — with a track record of using those frameworks to design and execute commercial product strategy from first principles, not just operate within someone else's playbook.
• Deep product craft. Vision-setting, roadmap design, prioritization, user research, hypothesis-driven discovery, and shipping discipline — with taste and judgment that show up in the products you've built.
• Commercial judgment. You understand revenue, pipeline, and unit economics well enough to set commercial product strategy and pressure-test commercial decisions — not just optimize a funnel.
• Systems thinking. Upstream causes, downstream effects, and where the leverage actually sits across product, engineering, and the wider business.
• Data comfort. You can pull and interpret data deeply without waiting for a dashboard and apply insights fluidly to product and business outcomes.
• Experience operating in a global, cross-team environment (the HouseSigma team currently resides in North America + China).

Nice to Have

• Direct product leadership experience inside a Canadian real estate brokerage, proptech, marketplace, or other transaction-heavy consumer platform
• Entrepreneurial experience highly preferred — founder, co-founder, or early-stage operator background. Someone who has built a product or business from zero and carried full outcome accountability.
• Experience leading multi-market or geographic expansion product initiatives

How We Evaluate

Your resume gets you in the door. Your build gets you the job.

Instead of a traditional executive interview loop, we ask selected candidates to complete a Builder Challenge — a real problem from HouseSigma's domain that you analyze, design a solution for, prototype, and present. This is how we identify people who embody our North Star Behaviour in practice — not just in conversation — and understand your AI-native mindset and capabilities..

Interview Process

• Prescreen Interview
• Builder Challenge (invitation only). Deliverables: problem ticket, solution document, operating/technical design, working prototype.
• Interview with senior leadership. Challenge walkthrough, values alignment, mutual fit.

Additional interviews as required.

What You Can Expect from Us

• A seat shaping the product that powers Canada's leading real estate platform
• Direct partnership with the CEO, Senior Director of Engineering, and senior leadership
• Health benefits including health, dental, life, virtual health care, and travel coverage
• Remote-friendly work environment: anywhere in Canada
• Highly competitive compensation and generous vacation time
• A team that actually wants you to challenge how things are done

Base salary range: CAD approximately $250,000 – $500,000, plus performance bonus and stock options (final offer determined based on skills and experience)

About HouseSigma

HouseSigma is a leading real estate technology platform, listings portal, and brokerage based in Canada. Our mission is to empower consumers with more knowledge to make better real estate decisions, and we use data and technology to provide transparency in the market. We were the first in Canada to make sold prices publicly available, and we use proprietary data and AI to give users real-time insights into market trends and home valuations. We now have more than two million registered users and more than five million monthly web visits. HouseSigma's platform and brokerage services have a TrustPilot rating of 4.9/5, and we are the highest-rated Canadian real estate app on both the iOS Store and Google Play Store.

HouseSigma is an equal opportunity employer. If you require accommodation at any stage of the recruitment process, please let us know and we will work with you to meet your needs.

We appreciate all applications; however, only candidates selected to move forward in our hiring process will be contacted.