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FutureSight

Entrepreneur in Residence - Technical Co-founder (CTO)

RemoteCanada only
Published
Role
Engineering Management
Experience
C-Level
Employment
Full-time
Salary not disclosed
Check eligibility

Open to CA only. Set where you work from to check your eligibility.

No BS summary

Applied AI builder/technical co-founder to build and own a new B2B AI venture full-time in Toronto. Must have shipped AI products to real users, know frontier models/LLM systems/agentic architectures, and be comfortable with customers, fundraising, and early team building.

Core skills

AILLMAgentic architectures

Required skills

System design

What you'll do

  • Set the venture's technical direction and lead its execution
  • Own problem framing, architecture, system design, and product judgment from day one
  • Translate rough product intent into structure, context, and specs that both humans and AI systems can execute against
  • Use modern tools and frontier models to move fast without sacrificing quality or maintainability
  • Design agentic systems with first-principles thinking
  • Know when orchestration adds genuine leverage versus when simplicity is the better call
  • Be the primary technical voice in early customer conversations
  • Understand real workflows and shape the right product rather than just shipping quickly
  • Prove there is something worth scaling before thinking about scaling it
  • Focus on traction first and team-building second
  • Contribute to fundraising, from investor conversations to due diligence
  • Recruit and grow a technical team when the time is right
  • Establish the cultural foundation of the company

What they require

  • Proven track record of shipping AI products to real users under real-world constraints — not research, experiments, or prototypes
  • Deep practical experience with frontier models, LLM-based systems, and agentic architectures, with strong system design instincts and a bias for simplicity and maintainability
  • Strong translation layer skills — able to turn messy product intent into clear structure, constraints, and specs that both humans and AI systems can act on
  • Close to the customer, comfortable in customer conversations, and able to let real workflows shape what you build
  • Rigorous about verification — feedback loops, evaluation, and systems that can be trusted
  • Prior experience as a technical co-founder or early engineering leader, with fundraising experience a strong plus
  • Founder at heart — energized by ambiguity, able to go far alone, and ready to commit fully
  • Full-time, exclusive commitment to building and owning a single B2B AI venture from the ground up

Benefits

  • Founder-level equity with meaningful ownership from inception, aligned across funding rounds
  • Founder-level authority, including co-decision rights on product, technology, hiring, fundraising, and strategy
  • Pre-seed capital committed by FutureSight for early hires and MVP development, with potential for follow-on funding
  • A proven process and playbook for taking ventures from 0 to 1, informed by the team's prior experience and mistakes
  • Venture building and scaling resources, including embedded design, engineering, growth, and fundraising support from day one
  • Investor and advisor network across B2B AI and early-stage capital markets
  • A true co-creation model in which you operate as CTO with FutureSight's cross-functional team as your partner — building alongside you

FutureSight is a leading venture builder that co-creates world-class software companies with values-driven entrepreneurs from inception to exit.

🇨🇦 CanadaFintechStartup
Salary not disclosed