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FutureSightFU

Entrepreneur in Residence - Technical Co-founder (CTO)

We co-found & fund B2B AI ventures. Supercharging YOU from Day 1 We Build Scalable Businesses: We are a team of experienced builders and operators who will be in the trenches with you.

FutureSight

Employee count: 11-50

United States only

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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 studio — 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 studio 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 studio 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 the studio team's prior experience and mistakes
  • Studio 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 the studio as your partner — building alongside you, not above you

Role & Responsibilities

As Co-Founder & CTO, you will set the technical direction of the venture 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.

About the job

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Full Time

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Hiring timezones

United States +/- 0 hours

About FutureSight

Learn more about FutureSight and their company culture.

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We co-found & fund B2B AI ventures.

Supercharging YOU from Day 1

We Build Scalable Businesses: We are a team of experienced builders and operators who will be in the trenches with you.

We Invest in Great Ideas and Talent: We rigorously validate ideas from inception to scale, while developing our co-founders as transformational leaders.

Employee benefits

Learn about the employee benefits and perks provided at FutureSight.

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Healthcare benefits

Healthcare benefits for employees.

Home office budget

We want to make sure your home office is comfortable.

Co-working space budget

Access to co-working at top-tier Canadian Innovation Hub.

Flexible working hours

We offer remote, in-person, or hybrid work options. So, you can choose what’s best for you.

View FutureSight's employee benefits
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FutureSight

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