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FutureSight

Co-Founder, CTO – AI PropTech for Municipal Approvals

FutureSight

Co-Founder & CTO building AI-driven solutions for municipal approvals. Leading technical direction and product development to enhance coordination in development workflows.

Posted 5/6/2026full-timeRemote • 🇨🇦 CanadaMid-LevelSeniorWebsite

About the role

Key responsibilities & impact
  • 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

What you’ll need
  • 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

Benefits

Comp & perks
  • 🌐 Worldwide ❌ Jobs You've Hidden ⭐️ Saved Jobs ✅ Applied Jobs ✉️ Email Alerts 👤 Account FutureSight Website LinkedIn All 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. Co-Founder, CTO – AI PropTech for Municipal Approvals Job not on LinkedIn 🔥 2 minutes ago 🇨🇦 Canada – Remote ⏰ Full Time 🟡 Mid-level 🟠 Senior 👨‍💼 Chief Technology Officer (CTO) Apply Now Find Hiring Managers Customize resume + cover letter Report problem ☆ Save ☑️ Mark as applied ❌ Hide 📋 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 Apply Now 📊 Check your resume score for this job Improve your chances of getting an interview by checking your resume score before you apply. Check Resume Score Similar Jobs Field CTO 🕒 March 31 3Pillar Global 1001 - 5000 ☁️ SaaS 🏢 Enterprise 🤖 Artificial Intelligence Website LinkedIn All Job Openings 🇨🇦 Canada – Remote 💰 Private Equity Round on 2021-10 ⏰ Full Time 🟠 Senior 🔴 Lead 👨‍💼 Chief Technology Officer (CTO) Drawing Technologist – Audio Visual Systems 🕒 September 29, 2025 Avomind 11 - 50 🤝 B2B 🎯 Recruiter 👥 HR Tech Website LinkedIn All Job Openings Create AutoCAD infrastructure and line drawings for AVOMIND AV systems. Produce BOMs, cable pull lists, and as-built documentation. 🇨🇦 Canada – Remote ⏰ Full Time 🟢 Junior 🟡 Mid-level 👨‍💼 Chief Technology Officer (CTO) 🚫👨‍🎓 No degree required View More Chief Technology Officer Jobs 🌐 Worldwide Built by Lior Neu-ner. I'd love to hear your feedback — Get in touch via DM or support@remoterocketship.com Search Search Jobs by country Search jobs by city Search jobs by job title Search entry-level jobs Search junior-level jobs Search senior-level jobs Search jobs by tech stack Search jobs by contract type Search remote internships Search remote part-time jobs Remote jobs Anywhere in the World Companies Hiring Anywhere in the World Companies Hiring Sales People Anywhere in the World Companies Hiring Software Engineers Anywhere in the World Resources Advice Tips for finding remote jobs Interview questions and answers Resume examples Cover letter examples Post a job Affiliates Privacy policy Terms of service Job board SEO course AI Apply Copilot OpenClaw job finder Jobs by Country Remote jobs anywhere in the world (Worldwide remote jobs) Remote jobs United States Remote jobs Australia Remote jobs Brazil Remote jobs Canada Remote jobs France Remote jobs Ireland Remote jobs Germany Remote jobs Netherlands Remote jobs Spain Remote jobs UK Popular Jobs Remote data analyst jobs Remote customer support jobs Remote executive assistant jobs Remote marketing jobs Remote product designer jobs Remote product manager jobs Remote project manager jobs Remote recruiter jobs Remote sales jobs Remote software engineer jobs Jobs by Type Remote full-time jobs Remote part-time jobs Remote contract jobs Remote internship jobs Remote entry-level jobs Remote jobs with no experience required Remote junior jobs (1-3 years of experience) Digital nomad jobs Remote jobs with no degree required Freelance remote jobs Temporary remote jobs Remote jobs hiring now Stay at home mom jobs

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Hard Skills & Tools
AI systemsdata pipelinesworkflow softwaresecure SaaS architectureproduction-grade software systemsdocument understandingworkflow orchestrationoperational intelligence
Soft Skills
technical judgmentproblem-solvingownershipleadershipcollaboration