Entrepreneur in Residence - Technical Co-founder (CTO)

The Opportunity FutureSight is seeking an applied AI builder to co-found and lead the technical direction of a new B2B AI venture from the ground up. This is a co-founder partnership with founder-level equity and founder-level authority, not a salaried executive role. We are not looking for someone who manages engineers from a distance or adds AI language to a traditional CTO resume. We are looking for someone who can take a vague problem, frame it clearly, design the right system, and turn it into something customers actually use and trust. If you've gone from ambiguity to working product before — and you want to do it again with the backing of an experienced venture building team — this is the opportunity. This is a full-time, exclusive commitment to building and owning a single B2B AI venture from the ground up. About FutureSight FutureSight is a leading venture builder that co-creates world-class software companies with values-driven entrepreneurs from inception to exit. We are a team of founders, operators and designers with experience successfully bringing software to market at scale. You'll co-create with a proven venture building team, including: John Carbrey – 4x founder, bootstrapped to $100M ARR Joshua Auslander – Seasoned CFO and strategic advisor with $200M aggregate exits Alan Smith – Globally recognized early stage validation expert, 24 products launched, an exit, 5M+ books sold Prathna Ramesh – Early-stage investor and capital strategy advisor The Partnership 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 our 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. What you'll own As Co-Founder & CTO, you will set the venture's technical direction and lead its execution. This is a co-founder role, not a CTO hire. Technical Direction — Own problem framing, architecture, system design, and product judgment from day one, translating rough product intent into structure, context, and specs that both humans and AI systems can execute against Build — Use modern tools and frontier models to move fast without sacrificing quality or maintainability, designing agentic systems with first-principles thinking and knowing when orchestration adds genuine leverage versus when simplicity is the better call Customer & Market — Be the primary technical voice in early customer conversations, understanding real workflows and shaping the right product rather than just shipping quickly Traction Before Scale — Prove there is something worth scaling before thinking about scaling it, focusing on traction first and team-building second Capital — Contribute to fundraising, from investor conversations to due diligence Team — Recruit and grow a technical team when the time is right, and establish the cultural foundation of the company Co-Founder Profile 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 How to Apply Please submit your resume, LinkedIn profile, and a brief note on why this venture aligns with your goals as a founder. We will move quickly for the right candidate. FutureSight is committed to diversity, equity, and inclusion. We welcome applicants of all backgrounds and experiences.

You will lead the technical direction and execution of a new B2B AI venture as a co-founder. This includes owning architecture, system design, and product strategy while building the venture from the ground up.

Candidates must have a proven track record of shipping AI products and deep practical experience with frontier models and agentic architectures. You should be a founder at heart with the ability to translate complex product intent into clear technical specifications.

• Founder-level equity • Pre-seed capital • Venture building resources • Investor and advisor network

Relevées dans la description du poste. Confirmez les exigences importantes ci-dessus.

• Applied AI
• System design
• Architecture
• Product judgment
• Agentic architectures
• LLM-based systems
• Frontier models
• Technical leadership
• Problem framing
• Fundraising
• Team building
• Product development
• B2B AI
• Software engineering
• Agentic Systems
• Workflow Management
• Research
• Artificial Intelligence
• Business To Business
• Capital Markets
• Due Diligence
• Equities
• Systems Design
• Team Building
• Artificial Intelligence Infrastructure

• Software
• Technology
• Management & Leadership
• Engineering
• Consulting
• Entrepreneur-in-Residence
• Chief Technology Officer
• Information and Communications Technology Service Managers
• Computer and Information Systems Managers

Expérience minimale

5+ ans

Langue de l’offre

anglais

Heures de travail

40 heures par semaine

Exigences de lieu

Country, Canada