Co-Founder & CEO - AI for Logistics Operations - Chicago - FutureSight Inc.

    FutureSight Inc.
    FutureSight Inc. Chicago

    1 week ago

    Description

    FutureSight is seeking an experienced and visionary Founding CEO to lead the launch of a new AI-native exception resolution system for mid-market logistics teams (shippers, 3PLs, freight forwarders, distributors).

    Mid-market logistics operations are governed by documents — Bills of Lading, customs forms, invoices, PODs, compliance certificates, and contracts — yet most teams manage these through email, PDFs, portals, and spreadsheets. When documents are missing, incorrect, or inconsistent, shipments stall, costs spike, and ops teams spend most of their time firefighting exceptions instead of managing flow.

    We're building an exception resolution system that understands shipment documents in context, detects what's missing or wrong, reconciles inconsistencies across documents and systems, and guides teams toward the right corrective action — without replacing existing TMS or ERP platforms. The result: faster exception resolution, fewer delays, and lower operational cost for the mid-market.

    This is an opportunity to build an AI-native product in a $30B+ global supply chain software market, targeting one of the most painful and underserved operational problems.

    As Founding CEO, you will

    • Win customers — Run pilots, shape pricing, and validate retention + expansion.
    • Build the product — Work with FutureSight's product/engineering pod to launch V1.
    • Raise capital — Lead the seed round with our initial investment.
    • Build your team — Hire your founding team and set the cultural foundation.

    About FutureSight


    FutureSight is a venture studio that co-creates and invests in B2B SaaS and Vertical AI startups alongside exceptional entrepreneurs. We give founders an unfair advantage — pairing hands-on studio support with early capital, thereby reducing risk and increasing the odds of success by 10x.

    We're led by a cross-functional team of builders and investors. Kevin Nguyen and Alan Smith lead venture design and product strategy. Prathna Ramesh applies her experience as a venture investor with capital strategy in every new business. Dennis Ensing mentors our ventures with operational and strategic expertise, Krista LaRiviere brings years of entrepreneurial and marketing experience as a multi-time exited founder, and Anupama Joshi drives founder excellence. John Carbrey (San Francisco), a successful software entrepreneur and people leader, adds deep insight into scaling startups from 0 to 1, having built and exited multiple prior SaaS ventures.

    What We Bring

    • Validated problem — You will enter a venture with a proven market need and strong momentum toward building and scaling.
    • Studio bench strength — Designers, engineers, growth marketers, and fundraising pros are embedded from Day 1.
    • Capital commitment — Initial pre-seed funding for early hires and building the MVP with potential for follow-on funding, and access to our investor and advisor network.

    What You Bring

    • Founder-level drive — You're motivated to co-found a new venture as the CEO. With or without us, this is your calling.
    • Startup scrappiness — You know what you're signing up for. You're familiar with the scrappiness of owning something from start to finish.
    • Previous founding experience — You have co-founded a product company or B2B SaaS venture, or have been at a venture-backed company.
    • Risk appetite and capacity — Read more on our post on Entrepreneurial Risk Profile.
    • GTM chops — Proven success in B2B SaaS sales, marketing, and customer engagement.
    • Fundraising fluency — Able to craft investor narratives and close capital; well-networked in fintech and early-stage communities.
    • People leadership — Magnet for top talent; coach and culture carrier.
    • Industry experience — Experience in logistics and supply chain operations, with hands-on exposure to document-heavy workflows, exception handling, or operational compliance.

    What You Can Expect

    • Daily active engagement with our team to: launch initial product, achieve initial market traction and prepare for seed fundraise.
    • Full P/L ownership of the new entity.
    • A significant equity stake in the business.
    • This is a full-time role; we are seeking someone to dedicate themselves full-time and exclusively to building and owning a new SaaS venture.

    Ready to build?
    If this is the perfect opportunity for you, we want to hear from you

    Submit your Resume and LinkedIn profile and tell us more about why you think we should chat

    FutureSight is committed to diversity, equity, and inclusion. We welcome applicants of all backgrounds and experiences.


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