Co-Founder & CEO - Entrepreneur in Residence at FutureSight · Chicago

The Opportunity

FutureSight is seeking an experienced, visionary entrepreneur to co-found its next B2B AI venture with us. This is a co-founder partnership with meaningful founder equity, not a salaried executive role.

This opportunity is open to repeat entrepreneurs who may already have an early-stage idea they're exploring, or who want to partner with FutureSight to validate, shape, and launch a new venture together. You will work alongside our studio team to test and refine ideas, kill the ones that don't hold up, and lead the one that does from inception through fundraising and beyond.

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 equity with meaningful ownership from inception
• 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 CEO with the studio as your partner and first investor

Role & Responsibilities

As Co-Founder & CEO, you will set the direction of the venture and lead its execution.

• Validation — Partner with the studio team on early-stage testing, validation, and refinement of the business idea, including prototyping to validate and sell potential solutions, with the readiness to kill ideas that don't hold up before committing to the one that does
• Strategy — Define the ICP, pricing model, and product positioning for the validated opportunity
• Customer Development — Lead pilots, convert them to paid engagements, and build the go-to-market motion
• Product — Partner with the FutureSight product and engineering team to ship V1 and iterate on user feedback
• Capital — Lead the pre-seed and seed raises, supported by FutureSight's network and traction
• Team — Recruit and lead the founding team, and establish the cultural foundation of the company

Co-Founder Profile

• Previous founding experience at a venture-backed company
• Demonstrated success in B2B AI or B2B SaaS go-to-market, including sales and customer engagement
• Fundraising fluency, with the ability to develop investor narratives and close capital
• Proven ability to attract, develop, and retain top talent
• Clear-eyed understanding of the risks and demands of co-founding a venture-backed company
• Generalist foundation with solid skills in a key startup discipline (sales, tech, product, design, marketing)
• Relevant domain expertise or industry advantage, with genuine passion for solving challenges in that space

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.