FutureSight

Entrepreneur in Residence – Technical Co-founder, CTO

FutureSight

full-time

Posted on:

Location Type: Remote

Location: Canada

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About the role

  • Own the technical direction from day one: problem framing, architecture, system design, and product judgment
  • Translate rough product intent into structure, context, and specs that both humans and AI systems can execute against
  • Build hands-on — use modern tools and frontier models to move fast without sacrificing quality or maintainability
  • Be the primary technical voice in early customer conversations: understand real workflows, shape the right product, not just ship quickly
  • Design and build agentic systems with first-principles thinking — knowing when orchestration adds genuine leverage and when simplicity is the better call
  • Prove there is something worth scaling before thinking about scaling it — your first job is traction, not team-building
  • Recruit and grow a technical team when the time is right
  • Contribute to fundraising — from investor conversations to due diligence

Requirements

  • You're an applied AI builder. You've taken AI capability and turned it into something users adopted, trusted, and got real value from — under real-world constraints. Experiments and demos don't count. Shipped products do.
  • You have strong technical and product taste. You keep systems simple, focused, and maintainable. You know when to move fast, when to slow down, and when to let the system run.
  • You understand agentic systems from first principles. You're not impressed by orchestration complexity for its own sake. You know when it adds leverage and when it just adds noise — and you build accordingly.
  • You're a strong translation layer. You can take messy product intent and turn it into clear structure, constraints, and specs that both humans and AI systems can act on. This comes from serious, hands-on time with LLMs.
  • You're close to the customer. You're comfortable in customer conversations, understand real workflows, and let that shape what you build. You know that building the right thing is harder — and more valuable — than building fast.
  • You're a founder at heart. Energized by ambiguity. Able to go far alone. Ready to commit fully.
  • Proven track record of shipping AI products to real users — not just research or prototypes
  • Deep practical experience with frontier models, LLM-based systems, and agentic architectures
  • Strong system design instincts with a bias for simplicity and maintainability
  • Rigorous about verification: feedback loops, evaluation, and systems that can be trusted
  • Prior experience as a technical co-founder or early engineering leader
  • Fundraising experience is a strong plus
Benefits
  • Meaningful equity — a true co-founder stake with real upside as the company grows
  • Studio backing from day one — early-stage capital, operational support, and a team that's done this before
  • The chance to build something from scratch — own the product, the technical direction, and the culture of the company
  • A partner, not just a platform — FutureSight is hands-on. We build alongside you, not above you
  • Access to an experienced network — tap into a team of multi-exit founders, investors, and operators who are genuinely invested in your success
  • Continuous learning and growth — tackle meaningful, high-impact challenges at the frontier of what AI can do
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
AI product developmentsystem designagentic systemsLLM-based systemsfrontier modelsproduct judgmentproblem framingspecification developmentverification processesfeedback loops
Soft Skills
customer engagementtranslation layerfirst-principles thinkingadaptabilityleadershipteam buildingproblem-solvingcommunicationdecision-makingentrepreneurial mindset