Co-Founder & CEO - AI Content & Publishing Engine

FutureSight•Chicago, IL

About The Position

FutureSight is seeking an experienced, visionary Founding CEO to lead the launch of a new AI-native content-intelligence and publishing platform. Content has become a primary distribution channel for founders, operators, and businesses — yet the process of creating high-quality, insight-driven content remains fundamentally broken. The bottleneck is not writing, but synthesis. Professionals spend hours each week consuming fragmented information across feeds, newsletters, podcasts, and articles, with no system to convert that input into structured insights and consistent output. As a result, valuable thinking is lost, publishing cadence is inconsistent, and audience growth is under-leveraged. We are building an AI-first content intelligence engine that transforms raw information into structured insights and ready-to-publish content. The platform ingests high-signal content, extracts and clusters insights into themes, and generates drafts tailored to individual or brand voice — creating a seamless workflow from input → insight → output. You will not be starting from zero — this venture begins with an initial product, real users, and immediate feedback loops to accelerate iteration and go-to-market. This is an opportunity to define a new category at the intersection of creator tools, AI, and knowledge workflows — building the system of record for modern content creation across individuals and teams. 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 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 commitment; we are looking for someone to commit 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.

Requirements

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 the 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.
Domain exposure — Experience in creator economy, marketing tech, social platforms, or knowledge work tooling.

Responsibilities

Win customers — Start with internal design partners, then expand to external users (creators, teams, agencies) and validate retention and willingness to pay.
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.