Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Entrepreneur in Residence - Technical Co-founder (CTO)

Futuresight

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. #J-18808-Ljbffr Futuresight

Vacancy posted 3 days ago
Similar jobs that could be interesting for youBased on the Entrepreneur in Residence - Technical Co-founder (CTO) in Chicago, IL vacancy
  •  ...an applied AI builder to co-found and lead the technical direction of a new B2B AI...  ...the ground up. This is a co-founder partnership with founder-level...  ...language to a traditional CTO resume. We are looking for...  ...with values-driven entrepreneurs from inception to exit. We... 
    Suggested
    Full time

    FutureSight

    Chicago, IL
    21 days ago
  • A leading startup accelerator is seeking a Fintech Co-Founder / CTO to build a successful startup. The role offers extensive support from experienced founders and a network of over 50,000 professionals. Candidates should have an entrepreneurial mindset and excellent communication... 
    Suggested
    Remote work

    EWOR

    Chicago, IL
    1 day ago
  •  ...early market feedback. The Partnership The CEO co-founder is already in place and has completed extensive...  ...workflows. • The product vision • The underlying technical architecture This is not a traditional CTO hire. You will operate as a true founder with... 
    Suggested
    Full time

    FutureSight

    Chicago, IL
    21 days ago
  •  ...moving fast, and looking for exceptional entrepreneurs who want to build the next generation...  ...within. The Role As an Entrepreneur in Residence (EIR) , you won't be joining a...  ...feedback. Present progress directly to the founders and executive team. Build a business that... 
    Suggested
    Flexible hours

    The Flex

    Chicago, IL
    1 day ago
  •  ...Location: Remote (Anywhere in the US) Engagement: Business Partner (Revenue % + Co-Founder Track) | Fixed Salary after Revenue Generation About Us We are a growing US Staffing firm looking to expand aggressively into new markets through VMS, MSP, and SOW models... 
    Suggested
    Full time
    Immediate start
    Remote work
    Flexible hours

    Baquri Inc

    Chicago, IL
    more than 2 months ago
  •  ...Threekit is seeking a highly motivated Technical Project Manager to join our team as we’re transforming how brands sell complex products...  ...experience, and education/certifications. The successful candidate must reside within a reasonable daily commuting distance of our Chicago... 
    Work at office
    Flexible hours
    2 days per week

    ThreeKit

    Chicago, IL
    3 days ago
  •  ...About the Role We're seeking a Technical Project Manager, Auth to join our team at zerohash...  ...respect for others. We're teammates, not co-workers. Everything we do is a shared...  ...Please include with your email the city you reside (or intend to reside in Colorado) and the... 
    Remote job
    Full time
    Work from home

    Zero Hash

    Chicago, IL
    6 days ago
  •  ...a path to exceptional career development and success. Regional CTO at BairesDev We are seeking a visionary Regional CTO to provide...  ...while ensuring our offerings remain competitive in an evolving technical landscape. What You'll Do: Oversee the development and dissemination... 
    Remote work
    Work from home
    Worldwide

    BairesDev

    Chicago, IL
    1 day ago
  •  ...Chief Technology Officer (CTO) About the Company Fast-growing retail & e-commerce company Industry Retail Type Privately...  ...mentor, capable of championing digital innovation and aligning technical initiatives with business goals. Key responsibilities include... 

    Confidential

    Chicago, IL
    4 days ago
  •  ...Chief Technology Officer (CTO) About the Company Emerging defense technology company Industry Defense & Space Type...  ...is in search of a Chief Technology Officer (CTO) with a strong technical background to spearhead the development of next-generation autonomous... 

    Confidential

    Chicago, IL
    3 days ago
  •  ...Chief Technology Officer (CTO) About the Company Prominent financial services firm specializing in investment management, research...  ...data privacy, and the ability to influence and mentor across technical and operational teams. A Bachelor's degree in a technical discipline... 

    Confidential

    Chicago, IL
    3 days ago
  •  ...Chief Technology Officer (CTO) About the Company Industry-leading provider of technology intelligence & IP services Industry...  ...organizational health. A Bachelor's or Master's degree in a related technical discipline is required, and experience with export control... 

    Confidential

    Chicago, IL
    2 days ago
  •  ...Chief Technology Officer (CTO) About the Company High-growth enterprise SaaS company serving Fortune 500 customers. Industry...  ...developing enterprise SaaS applications. A Bachelor's degree in a technical discipline is required, with a preference for a Master's degree.... 

    Confidential

    Chicago, IL
    1 day ago
  •  ...Chief Technology Officer (CTO) About the Company Digital consulting firm specializing in cross-channel measurement & marketing...  ...an AI-native agency model. This role demands a hands-on technical leader with a proven track record in high-growth environments, capable... 

    Confidential

    Chicago, IL
    3 days ago
  •  ...We are seeking a highly experienced and visionary technical business development leader to spearhead and expand our rapidly growing AWS business. As the AWS Partnership CTO , you will oversee the technical aspects of our AWS collaboration, driving alignment with AWS... 
    Temporary work
    Remote work
    Flexible hours

    EPAM Systems Inc

    Chicago, IL
    3 days ago
  •  ...Chief Technology Officer (CTO) About the Company Pioneering media company focused on news & educational information about financial...  ...platform. The successful candidate will be responsible for the technical architecture of the data platform, including its core... 

    Confidential

    Chicago, IL
    20 hours ago
  •  ...Chief Technology Officer (CTO) About the Company Growing enterprise SaaS company delivering AI-enabled software for Fortune 50...  ...fields. The role requires a candidate with a Bachelor's degree in a technical discipline, and a Master's degree is preferred. The ideal CTO... 

    Confidential

    Chicago, IL
    2 days ago
  •  ...Chief Technology Officer (CTO) About the Company Venture-backed fintech startup. Industry Accounting Type Privately...  ...established structure, and will be instrumental in shaping the technical strategy, execution, and delivery of the company's products. This... 

    Confidential

    Chicago, IL
    4 days ago
  •  ...Technical Project Director The Technical Project Director will play a critical role in bridging business, product, agency, delivery, reporting, and technical teams to ensure client work is properly understood, planned, documented, resourced, and executed through a standardized... 

    EVERSANA Company

    Chicago, IL
    3 days ago
  •  ...innovators to deliver immersive platforms that make surgery safer, faster, and more personalized. Role Overview We are seeking a Technical Project Manager to join our team. In this role, you will oversee end-to-end delivery of software and platform initiatives across AR... 
    Local area
    Overseas

    ImmersiveTouch

    Chicago, IL
    3 days ago
  • $90k - $100k

     ...requirements calls, manage client expectations, communicate timelines, and handle escalations. Internally, you'll coordinate PS developers, Technical Account Managers, CS, Sales, Product, and Finance — making sure the right people are working on the right things at the right time... 
    Full time
    Contract work
    Temporary work
    Work experience placement
    Flexible hours

    Vibes

    Chicago, IL
    1 day ago
  • $105.6k

     ...Responsibilities Project Delivery: Ensure end-to-end delivery of technical projects including requirements gathering, milestone planning, technical solutioning, documentation, execution, and final delivery. Client-facing Lead: Act as the main point of contact for client... 
    Flexible hours

    Coates-Group

    Chicago, IL
    20 hours ago
  • $65 - $75 per hour

    Project Leadership & Execution Job Title: Technical Project Manager (Infrastructure Migrations) Location: Hybrid in Chicago, IL 2-3 days a week. Pay Rate: $65.00 - $75.00 / Per Hour Duration: 6 Months with possibility of extensions Benefits: This... 
    Hourly pay
    Local area
    Flexible hours
    2 days per week
    3 days per week

    Addison Group

    Chicago, IL
    2 days ago
  •  ...expenditure tracking, and alignment with business objectives. Facilitate project meetings with the ability to provide high-level technical clarification, reducing dependency on technical resources. (Preferred, not mandatory) Possess basic familiarity with clinical or statistical... 

    TechDigital Group

    Chicago, IL
    20 hours ago
  •  ...traditional project management role. Town Square Health is seeking a Technical Project Manager to own the operational infrastructure of our...  ...prioritization and roadmap decisions Work directly with the CTO and senior leadership as a trusted coordination layer across engineering... 
    Remote work
    Flexible hours
    2 days per week
    1 day per week

    Town Square Health

    Chicago, IL
    2 days ago
  • $60 - $65 per hour

     ...learn more. Base pay range $60.00/hr - $65.00/hr Direct message the job poster from Lorven Technologies Inc. Job Details Job Title: Technical Project Manager (10-15 years) Job Type: Long term contract Job Description: Hands on to run Scrum ceremonies. Should have... 
    Long term contract
    Contract work

    Lorven Technologies

    Chicago, IL
    2 days ago
  •  ...Deputy Chief Technology Officer (CTO) About the Company Prominent political organization Industry Political Organization...  ...of a Deputy Chief Technology Officer to join its strategic and technical leadership team. This executive-level role is pivotal in setting... 
    Remote work

    Confidential

    Chicago, IL
    2 days ago
  •  ...including Solutions Engineers, the Office of the Field CTO, Alliances, Architects, and more, who combine deep technical expertise with strategic business insight. This...  ...Law 144, if you are an applicant or employee residing in New York City, please  click here to view our... 
    Work at office
    Local area
    Remote work
    Worldwide

    Okta

    Chicago, IL
    19 days ago
  • $120k - $180k

     ...clients and to one another, while continuously elevating standards of excellence across every aspect of our work. Job Summary The Technical Project Manager is responsible for leading and delivering projects using Agile, Hybrid, or Waterfall methodologies, ensuring... 
    Contract work

    Crowell & Moring

    Chicago, IL
    4 days ago
  • $105.6k - $120k

     ...brands leverage technology to drive the best customer experiences. Responsibilities Project Delivery: Ensure end-to-end delivery of technical projects including requirements gathering, milestone planning, technical solutioning, documentation, execution, and final delivery... 

    Dormont Manufacturing Company

    Chicago, IL
    20 hours ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Entrepreneur in Residence - Technical Co-founder (CTO). Be the first to apply!