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Job description
FutureSight is seeking an experienced and visionary Founding CEO to lead the launch of a new AI-native loan covenant monitoring and compliance platform for mid-market borrowers.
CFOs and controllers are stuck managing covenant compliance through brittle spreadsheets and manual reporting, translating real-time ERP data into rigid bank formats under constant risk of technical default. At the same time, banks and credit funds waste enormous analyst time chasing data and validating calculations instead of managing risk.
We're building a borrower-first compliance layer that sits between accounting systems and loan agreements. The platform automatically translates ERP data into lender-specific covenant logic, generates bank-ready compliance certificates, and surfaces early breach risk — without changing bank systems.
This is an opportunity to build a category-defining AI platform in a $2B+ market, redefining how mid-market borrowers manage credit compliance.
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 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
Industry experience — Experience in lending, credit, finance, or CFO B2B SaaS, with hands‑on exposure to financial reporting, compliance workflows, or risk management
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!
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Worksite address
boston, MA, 02298, US
Who can apply
Review the original listing for work authorization, qualifications and employer requirements.