Co-Founder & CEO, New Venture: Real Estate Regulatory Compliance Platform

Diagram; Montreal; On-site; CAD 150,000 - 200,000; Full time

Job summary

A venture studio is seeking an entrepreneurial and highly motivated Co-Founder & CEO to lead a new AI-powered platform for the real estate sector. The role involves recruiting a founding team, executing partnership strategies, and driving company vision. Ideal candidates will have a strong background in launching early-stage ventures, particularly in proptech or construction tech, and experience in B2B SaaS sales. Significant equity and operational freedom are offered in this venture.

Benefits

Significant equity stake

Operational freedom

Access to extensive network

Qualifications

• Demonstrated success in building early-stage ventures or leading 0→1 product launches.
• Experience in selling into development, pre-construction, or AEC workflows preferred.
• Proven track record as CEO, GM, or senior executive with P&L ownership.

Responsibilities

• Recruit and lead a high-caliber founding team across product, engineering, and GTM.
• Execute on existing enterprise design partnerships and commercial pipeline to bring the MVP to market.
• Develop and execute a scalable go-to-market strategy.

Skills

Leadership in early-stage ventures

Experience in proptech/construction tech

Fluency in B2B SaaS sales cycles

Strong communication skills

Fundraising experience

Job description

The Opportunity

From the moment land is acquired to the start of construction, months—and often years—can pass before a project breaks ground. Much of this delay stems from the complex and manual approval process, where navigating and validating compliance across layers of zoning, planning, and building regulations is slow, fragmented, and error-prone. With requirements dispersed across countless documents and jurisdictions, developers face constant risk of oversight, rework, and costly delays.

We are launching an AI-powered platform to help real estate developers and builders accelerate the end-to-end pre-construction regulatory approval process. This platform will leverage recent advances in foundational AI models to understand requirements from regulatory bodies at scale, enabling teams to catch preventable issues early, reduce re-submissions, and shorten approval timelines across jurisdictions—ultimately delivering stronger returns.

We are seeking an entrepreneurial and highly motivated Co-Founder & Chief Executive Officer (CEO) to lead this venture from inception to scale. The CEO will set the vision, build a world-class team, and establish a leading platform for entitlement intelligence and compliance automation.

This venture is significantly de‑risked with early design partners, strong stakeholder validation, and a growing commercial pipeline.

Who We Are Looking For

We’re assembling a team of entrepreneurs and technologists, and we are now looking for an accomplished Co-Founder & CEO. If you are up for it, you will:

• Recruit and lead a high‑caliber founding team across product, engineering, and GTM
• Execute on existing enterprise design partnerships and commercial pipeline to bring the MVP to market
• Develop and execute a scalable go‑to‑market strategy
• Build relationships with developers, advisory firms, municipalities, and technology partners
• Lead fundraising efforts in collaboration with the founding team and investors
• Drive the overall company vision, culture, and performance

Background & Experience

• Demonstrated success in building early‑stage ventures or leading 0→1 product launches
• Experience in proptech/construction tech or adjacent enterprise software; selling into development, pre‑construction, or AEC workflows preferred
• Proven track record leading a business as CEO, GM, or senior executive with P&L ownership
• Fluency in enterprise B2B SaaS sales cycles and value‑based pricing
• Strong communication skills with credibility at the Head of Development/COO level
• Experience raising venture capital or strategic funding

What You’ll Get

• A significant equity stake in the venture and operational freedom to define and execute your strategic vision
• A venture already capitalized with a Pre‑Seed. Diagram also intends to lead the Seed, and reserves ample capital to participate in future fundraising rounds
• A Diagram‑validated concept, and initial commercial traction
• A collaborative co‑founder throughout the journey. You’ll have direct access to Diagram and Sagard’s extensive network, and we’ll take care of the early administrative hurdles so you can focus on building the company and hitting your milestones

Please note: This is not an employment opportunity at Diagram, but an opportunity in a new company created by our venture studio.

About Diagram

Diagram’s mission is to create companies that solve meaningful problems. We match vetted ideas with proven entrepreneurs passionate about solving the problem, and partner as a co‑founder to support them throughout the journey. Since 2016, Diagram has raised over $400M and has launched and invested in 40+ companies in the Fintech and ClimateTech sectors. Our ecosystem is home to 200+ angel investors and an extended global network of corporate partners, investors, and builders. Diagram is part of Sagard, a global multi‑strategy alternative investment platform with over $32B in AUM.

Diagram and its portfolio companies are equal‑opportunity employers. Only selected applicants will be contacted for interviews.