Co-Founder & CEO - AI RIA Compliance

FutureSight; Chicago (IL); On-site; USD 180,000 - 320,000; Full time

Benefits offered by this job

Significant equity stake

Pre-seed funding for early hires

Access to investor and advisor network

Job summary

A venture studio is seeking a Founding CEO to lead the launch of an AI Compliance venture targeting SEC- and FINRA-regulated firms. In this role, you will define the product vision, build your founding team, and drive the overall transformation in the regulatory technology market. You'll also engage deeply with the team to launch the MVP and achieve market traction. This is a full-time position with a significant equity stake in the new business.

Qualifications

• Motivated to co-found a new venture as CEO.
• Familiar with the scrappiness of owning something from start to finish.
• Have co-founded a product company or B2B SaaS venture.
• Well-networked in fintech and early-stage communities.
• Background in financial compliance, wealth management, or RegTech preferred.
• Industry background in financial compliance or RegTech preferred

Responsibilities

• Run pilots, shape pricing, and validate retention + expansion.
• Work with product/engineering team to launch V1.
• Lead the seed round for initial investment.
• Hire founding team and set cultural foundation.

Skills

Founder-level drive

Startup scrappiness

Previous founding experience

GTM chops

Fundraising fluency

People leadership

Industry experience

Job description

FutureSight is hiring an experienced and visionary Founding CEO to lead the launch of a AI Compliance venture serving SEC- and FINRA-regulated firms. Today, compliance teams at RIAs and broker-dealers spend countless hours manually reviewing marketing materials, employee communications, and trade records—driving up costs, slowing approvals, and increasing exam risk.

Our venture is reimagining this workflow with an explainable, policy-as-code platform that brings all reviews into one intelligent, automated system—empowering compliance teams to move faster, cut costs, and stay confidently audit-ready.

As Founding CEO, you’ll shape the vision, build the team, and lead this transformation across the $10B regulatory technology market.

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, 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 — Background in financial compliance, wealth management, or RegTech (SEC/FINRA familiarity strongly preferred)

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 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.