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FutureSight

Technical Co-founder (CTO)

Canada

Job type: Full-time
Posting language: English
Posted: Oct 1, 2026

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Original job description

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.

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More about this job

Responsibilities

Set the venture’s technical direction, frame customer problems, design its architecture, and build reliable AI products that address real workflows. Lead early customer engagement and fundraising, prove product traction before scaling, and recruit and grow the technical team when appropriate.

Requirements

Candidates should have a proven record of shipping AI products to real users, practical experience with frontier models, LLM-based systems and agentic architectures, and strong system design and verification skills. They should be comfortable with ambiguity, customer conversations, and full-time founder commitment; prior experience as a technical co-founder or early engineering leader is expected, with fundraising experience a plus.

Skills

AI Product Development
Large Language Models
Agentic Architectures
System Design
Software Architecture
Product Judgment
Problem Framing
Customer Discovery
Technical Leadership
Product Validation
Evaluation and Verification
Fundraising
Team Building
Recruiting
Venture Building

Benefits

Founder-Level Equity
Pre-Seed Capital
Potential Follow-On Funding
Venture-Building Support
Investor and Advisor Network

Visa sponsorship

Not detected in the job text

Keywords

Applied AI
B2B AI
Frontier Models
Large Language Models
LLM-Based Systems
Agentic Systems
Agentic Architectures
System Design
Software Architecture
Product Development
Product Validation
Customer Discovery
Customer Workflows
Evaluation
Verification
Feedback Loops
Maintainability
Technical Leadership
Fundraising
Due Diligence
Team Building
Venture Building
Pre-Seed Funding
MVP Development
Early-Stage Capital

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