Head of Revenue in Toronto

R-LABS is Canada’s real estate and housing venture builder, bringing together innovative corporations, institutional partners, and game-changing entrepreneurs to address critical challenges across the built environment. Through our proprietary venture building platform, we co-create, launch, and scale technology-enabled companies and new business models across areas such as housing affordability, climate resilience, construction innovation, energy systems, property intelligence, and infrastructure.

Reporting to the Managing Director, Capital & Corporate Development, we are hiring a Head of Revenue to help early-stage ventures move from validation to commercial adoption. Working directly with founders and CEOs across multiple R-LABS co-created companies, you will act as a strategic and hands-on commercialization partner, helping define go-to-market strategies, define positioning, identify target customers and partnerships, and support the sales approach needed to generate early traction.

You will play a critical role in helping founders navigate the realities of bringing evolving technology solutions to market by opening doors, building and activating relationships, supporting enterprise sales conversations, and helping ventures establish sustainable revenue foundations across the built environment ecosystem. This role is based full-time in our downtown Toronto office. Given the hands-on, multi-venture nature of the role, daily collaboration with founders, venture teams, and R-LABS leadership is integral to success – in-person presence accelerates the relationship-building and commercialization work at the heart of this position.

You are a commercially minded and entrepreneurial revenue leader who knows how to build momentum in environments where there is no established playbook. You may come from a venture-backed startup, venture studio, emerging technology company, boutique advisory environment, or highly entrepreneurial sales organization where success depended on creativity, persistence, adaptability, and the ability to create traction without the support of an established brand. You are comfortable operating at the early stages of a company, in ambiguity, balancing strategic thinking with execution, and adapting your approach as products, customer feedback, and market opportunities evolve. Exposure to sectors connected to the built environment – including real estate, financial services, insurance, infrastructure, construction, climate, energy, or adjacent technology ecosystems – is highly valuable. Most importantly, you are resourceful, commercially curious, and energized by helping innovative companies grow from early-stage concepts into viable businesses.

What’s in it for you

• Impact: You want to play a meaningful role in helping early-stage ventures move from concept to commercial success. Working directly with seasoned founders and CEOs across multiple R-LABS co-created companies, you will help shape go-to-market strategies, refine commercialization approaches, and support ventures as they secure their first meaningful customers and revenue streams.
• Ownership: You want the opportunity to build, influence, and operate at both a strategic and executional level. This is not a role where you inherit a mature playbook or established sales engine. You will help create the commercialization strategy, identify opportunities, open doors, build relationships, and support founders through complex sales conversations and partnership discussions.
• Career development: You are excited by the opportunity to work at the intersection of venture building, innovation, commercialization, and industry transformation. At R-LABS, you will collaborate with experienced founders, institutional partners, and a deeply connected ecosystem that has been built over years of industry engagement.

What you will do:

• Lead commercialization strategy: You will work closely with founders, venture teams, and R-LABS leadership to understand each company’s vision, business model, customer pain points, and growth objectives.
• Build traction and relationships: You will help ventures establish early market momentum by opening doors, building strategic relationships, and supporting enterprise sales conversations across industries connected to the built environment.
• Support and guide founders: You will work alongside founders as a trusted commercialization advisor, helping them adapt strategies based on customer feedback, market responses, and evolving business priorities.
• Drive continuous improvement: You will help build scalable commercialization frameworks, processes, and playbooks that can support multiple ventures across the R-LABS ecosystem.

You bring:

• The commercial and venture experience.
• The industry exposure and relationships.
• The entrepreneurial mindset.
• The communication and collaboration skills.
• The adaptability and drive.

Compensation: At R-LABS, we recognize the value of entrepreneurial thinking, commercialization expertise, and the ability to help emerging ventures build meaningful market traction. For this role, the base salary range is between $130,000 – $160,000 per annum, with an expected OTE of over $250,000 in Year 1, based on commercialization milestones achieved across the R-LABS portfolio.

We are committed to fair, transparent, and thoughtful compensation practices that recognize both impact and growth potential. We welcome open conversations throughout the hiring process about compensation structure, expectations, and long-term opportunity.

Apply now. We welcome and appreciate candidates with a range of backgrounds and experiences, including women, persons with disabilities, Black, Indigenous and People of Colour (BIPOC), the LGBTQ2SIA+ community, and other equity-seeking groups.

Please let us know what accommodations or assistance we can provide you during the application process by emailing stacy.piluk@rlabs.ca and we will be happy to assist you.

What you can expect from our 3-step interview process:

• A virtual interview with a Talent Advisor to discuss your interest in joining the company and in the role.
• An in-person interview with the Managing Director, Capital & Corporate Development and R-LABS leadership to dive deeper into your experience.
• A final in-person interview with senior leadership, including the CEO, focused on your approach to commercialization.