CTO, BlueChip Enable

3 days ago


Toronto, Ontario, Canada R-LABS Canada LP Full time US$150,000 - US$250,000 per year

Who we are 

At R-LABS Canada Limited Partnership ("R-LABS"), we build purpose driven companies to solve major problems in real estate and housing. We are launching our next innovative company, BlueChip Enable (currently in stealth mode). To do so, we need an innovative CTO to partner with us to take this venture to the next stage. 

This posting is not for an employment role at R-LABS, but an opportunity to co-create a new company created through our venture building model. Founders will act as Entrepreneurs in Residence (EIRs) until the new startup is incorporated.

This is a hybrid role. 

What we need

We are looking for a CTO who wants to build and scale a venture-backed technology platform. 

BlueChip Enable is a tech-enabled asset management and investment platform that empowers private property owners to unlock the latent potential of their real estate assets. Many private owners hold high-value properties but lack access to the data, institutional partners, and investment pathways needed to realize redevelopment and long-term value creation.

The platform integrates multi-source property, zoning, valuation, and market data; performs scenario-based redevelopment and feasibility analysis; and enables institutional-grade underwriting, capital structuring, and investment participation workflows.

As CTO, you will architect the platform, make build vs. partner vs. integrate decisions, and lead the technical roadmap from MVP through commercialization. You will work closely with the CEO and the R-LABS venture building team to validate the product, scale the solution, and build the engineering function in phases.

Who you are

You are a technical, repeat founder who is energized by building in ambiguous environments. You have experience delivering data-intensive platforms, integrating heterogeneous data sources, and designing systems that balance flexibility with long-term scalability.

You are comfortable owning both high-level technical strategy and hands-on implementation. You are decisive, pragmatic, and able to evaluate where to prototype quickly and where to build foundational infrastructure.

Experience in real estate, valuation, asset management, capital markets, GIS, or financial modelling is a strong advantage — but not a requirement if you can learn quickly and enjoy working in complex, data-driven domains.

You want to build something that matters — not just ship features.

What's in it for you

  • Co-create a venture at the earliest stage, shaping both product and company trajectory
  • Build technology that unlocks new pathways for private capital participation in real estate
  • Work alongside experienced industry operators, data partners, and R-LABS' venture ecosystem
  • Lead the technical vision and build the engineering organization intentionally and from scratch
  • Drive a product with tangible economic and social impact, not just incremental efficiency gains

As CTO, you will:

  • Architect the core technology platform. You will define and build the platform architecture across data, application, AI/ML, and cloud infrastructure layers.
  • Design and implement core data pipelines. You will integrate property, zoning, valuation, market, planning, and environmental datasets into a reliable and scalable data foundation.
  • Lead AI and model development. You will develop and deploy models that support feasibility scoring, redevelopment scenario analysis, value optimization, and decision support.
  • Establish development standards and technical direction. You will set coding practices, system design approaches, and technical priorities aligned with long-term scalability.
  • Ensure platform reliability, security, and performance. You will implement infrastructure, monitoring, and data governance practices appropriate for sensitive financial and ownership data.
  • Enable institutional-grade analysis workflows. You will build tools that support underwriting logic, capital stack modelling, and investment evaluation — ensuring outputs are explainable and defensible.
  • Validate the product with early users and partners. You will partner with the CEO and R-LABS to test real properties, refine feasibility logic, and evolve functionality based on user behaviour.
  • Build and lead the engineering team. You will recruit and mentor a cross-functional engineering team, establishing best practices across data governance, DevOps, and product delivery.
  • Represent the technical vision externally. You will communicate the platform's technical capabilities and roadmap to advisors, partners, and investors.

Technical Expertise you bring: 

  • Technical Leadership: Experience as a founder or engineering lead in AI-driven SaaS or PropTech/FinTech startups.
  • AI & ML Expertise: Proficiency in machine learning for scenario analysis, valuation, or optimization models.
  • Real Estate or Investment Knowledge: Understanding of property appraisals, fund operations, or asset-management systems is a plus.
  • Full-Stack & Cloud Architecture: Fluency with AWS ecosystem, backends, frontends, and data pipelines.
  • Team Builder: Track record of hiring and leading high-performance engineering teams.
  • Strategic Vision: Ability to translate complex technical capabilities into commercial value for real estate stakeholders.

Join us.

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. 

If you have 70% of the qualifications we are looking for, express your interest here. Please let us know what accommodations or assistance we can provide you during the application process by emailing [email protected], and we will be happy to assist you. 

What you can expect from our interview process:

  1. A virtual interview with a Talent Advisor to discuss your interest in joining BlueChip Enable as a CTO. The conversation will be recorded using BrightHire, an AI-powered video interview tool. More details will be shared when you are invited to interview.
  2. A technical deep-dive session with the Head of Technology of R-LABS and technical advisors to discuss platform architecture and AI/ML approach.
  3. An in-person interview with the Managing Director of Ventures from R-LABS to explore technical vision and team fit.
  4. An opportunity to complete two assessments: Clifton Strengths to identify your natural talents and Kolbe to evaluate how you apply these strengths in action.
  5. Final in-person interviews with the CEO and Co-Founder of BlueChip Enable, and CEO and Founder of R-LABS, to address any remaining questions and finalize partnership terms.

About R-LABS.

R-LABS ("Our Labs") is a partnership of innovative corporations and game-changing entrepreneurs focused exclusively on problems in real estate and housing. Through our proprietary venture-building platform, R-LABS co-creates and helps cultivate companies with new business models to generate a positive impact on the community and build considerable value. R-LABS = Return on Society + Return on Investment. 

The only one of our kind, R-LABS is the real estate industry's venture-builder. Innovation is a crucial part of our operation and is central to our ecosystem focused on making a sustainable high impact. We are a startup factory launching and supporting fast-moving companies that benefit from our expertise, networks, funding and leadership. Real estate and housing are essential to everyone but have complicated challenges that require innovative action. We draw upon granular insights and deep knowledge to address the many interrelated industry problems to bring about transformative change. 

For more information about R-LABS, their ventures, partners, and teams, please click here.

#LI-Hybrid 
 #LI-DNI



  • Toronto, Ontario, Canada Uniflow Full time

    Company DescriptionUniflow is revolutionizing how modern enterprises develop and refine their core business software. We provide a cloud-native, AI-centric engineering platform that integrates data, workflows, and decision intelligence within a single, developer-friendly environment. With our platform, product teams can model complex business processes,...


  • Toronto, Ontario, Canada Definity Full time $80,000 - $120,000 per year

    DescriptionWe are seeking a highly organized, detail-oriented, and forward-thinking Executive Assistant to support our Chief Technology Officer (CTO). This is a pivotal role that goes beyond traditional administrative support. You will serve as a strategic partner, trusted advisor, and operational anchor, enabling the CTO to focus on driving innovation,...


  • Toronto, Ontario, Canada Amazon Web Services Canada, Inc. Full time

    DESCRIPTIONWe're seeking a Principal Manager, Startup Solutions Architecture to lead our technical engagement with the Canadian startup ecosystem. This role combines people leadership, technical depth, and regional expertise. The successful candidate will manage a team of Solutions Architects, set technical strategy for the Canada region, and directly...

  • OSS Contributors

    2 days ago


    Toronto, Ontario, Canada Mercor Full time US$80,000 - US$120,000 per year

    Mercor is seeking current or former CTOs or Founders with direct access and authority over their organization's private codebase to partner on high-impact AI training and evaluation initiatives. You'll be working with us and the AI company we engage to securely use your code to build realistic evals and, where permitted, train/improve coding models. What...


  • Toronto, Ontario, Canada NPAworldwide Full time US$120,000 - US$180,000 per year

    Why a Great OpportunityMedical device - pre-manufacture- is a non-invasive, pediatric gait rehabilitation device, designed for children with crouch gait and knee-extension disorders often found in patients with Spinal Bifida and Cerebral Palsy.Investor backed with successes - stock options are most likely for this role. They have flex hours and a stress-free...

  • Founding PMM

    4 days ago


    Toronto, Ontario, Canada Supermove Full time $110,000 - $142,500 per year

    About Supermove At Supermove, our mission is to make moving faster, cheaper, and delightful for everyone. Supermove gives movers and their customers easy, digital tools to manage their moves through the power of AI and automation. We built our products through conversations with movers frustrated by inefficient systems, legacy software, and pen-and-paper...


  • Toronto, Ontario, Canada ServiceNow Full time $120,000 - $180,000 per year

    Company Description It all started in sunny San Diego, California in 2004 when a visionary engineer, Fred Luddy, saw the potential to transform how we work. Fast forward to today — ServiceNow stands as a global market leader, bringing innovative AI-enhanced technology to over 8,100 customers, including 85% of the Fortune 500. Our intelligent cloud-based...


  • Toronto, Ontario, Canada Tangerine Full time $80,000 - $120,000 per year

    Requisition ID: 241852Tangerine is Canada's leading direct bank. We offer flexible and accessible banking options, innovative products, and award-winning Client service. The reason why Tangerine employees come to work each day is to help Canadians live better lives. We focus on making a difference in our communities, and that includes our own internal...


  • Toronto, Ontario, Canada Capgemini Full time $120,000 - $180,000 per year

    12+ years integration experience3+ years as technical lead for MuleSoft and API Management integration projects2 full MuleSoft development life cycle project experience Provide architecture analysis, build and test MuleSoft integrations  Experience using Service Now    Deep understanding of RESTful architecture principles and their...


  • Toronto, Ontario, Canada Capgemini Full time $120,000 - $180,000 per year

    Enterprise Architects define and ensure a comprehensive and coherent view across Business, Information, Systems and Technology.  They go beyond designing IT systems to deliver business change, which may also be supported and enabled by IT. Enterprise Architects define services from a business perspective, both with and without automation. They make an...