Co-Founder, CTO – AI PropTech for Municipal Approvals

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🍂 Massachusetts – Remote

🍂 Massachusetts – Remote

⏰ Full Time

🟡 Mid-level

🟠 Senior

👨‍💼 Chief Technology Officer (CTO)

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FutureSight

WebsiteLinkedInAll Job Openings

11 - 50 employees

🤖 Artificial Intelligence

🤝 B2B

Venture Capital • Artificial Intelligence • B2B

FutureSight is a venture studio that co-founds and funds B2B AI ventures, building scalable world-class businesses with values-driven leaders. Based in Toronto, New York, and San Francisco, FutureSight collaborates with entrepreneurs by providing a supportive community of experienced product leaders, business designers, engineers, marketers, and growth hackers. This 'Dream Team' aids in refining ideas from inception to scale, developing co-founders into transformational leaders. FutureSight focuses on various sectors, including health tech, education tech, and fintech, offering a rigorous process for validating ideas and investing in great talent and concepts.

📋 Description

• Architect and build the company’s initial product and technical foundation • Design reliable systems for high-trust operational workflows • Lead technical direction across infrastructure, AI systems, and application architecture • Work directly with design partners to shape product direction and workflow design • Establish engineering standards around reliability, auditability, and explainability • Recruit and lead the founding engineering team • Partner directly with the CEO on fundraising and company strategy

🎯 Requirements

• Has experience shipping production-grade software systems in environments where outputs carried operational or business consequences • Has strong technical judgment across modern AI systems, data pipelines, workflow software, and secure SaaS architecture • Understands the tradeoffs between automation, reliability, and human oversight • Enjoys solving ambiguous systems problems with high ownership • Wants to build as a founder, not operate as an employee • Strongly preferred: • Prior startup or founder experience • Experience in PropTech, AEC, GovTech, legal tech, fintech, or other high-trust workflow domains • Experience building systems involving document understanding, workflow orchestration, or operational intelligence