Co-Founder & CEO - AI GTM Agents for SMBs

FutureSight
Chicago, IL

FutureSight is seeking an experienced and visionary Founding CEO to lead the launch of a new AI-native SaaS company that automates growth for SMB service businesses.

Today, service operators rely on fragmented tools, manual follow-up, and disconnected marketing efforts — leading to lead leakage, slow response times, poor attribution, and inconsistent bookings. This product replaces that complexity with a vertical-specific system of AI GTM Agents that autonomously manage the full customer lifecycle — from first touch to booked job to repeat business — with clear, measurable ROI.

This is not marketing software, not a CRM, and not an agency. It is a done-with-you / done-for-you AI workflow product, integrated into the operator’s system of record, designed to deliver what operators actually want: more booked jobs, higher retention, stronger local trust, and provable returns on spend.

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 designing and scaling GTM workflows across lead capture, conversion, and retention in B2B SaaS.

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.

Posted 2026-02-03

Recommended Jobs

Intern - Community Banking and Commercial Lending (Rockford)

Midland States Bank
Rockford, IL

Position Title: Intern - Community Banking and Commercial Lending Locations: Rockford_IL Time Type: Full time Req ID: JR1229-Rockford_IL At Midland, were pro…

View Details
Posted 2026-02-03

Associate Engineering Manager, Product Safety

Stryker
Park, IL

As a Product Safety Engineering Manager, you lead and develop a team of product safety engineers supporting both new product development and post-market activities. Reporting into senior engineering …

View Details
Posted 2026-02-03

WFH - Client Onboarding Specialist

Virtualite Business Process Outsourcing Services
Chicago, IL

About Virtualite  Virtualite Business Process Outsourcing Services helps entrepreneurs and organizations streamline operations through virtual support and digital process management. We drive growt…

View Details
Posted 2026-01-30

Digital Growth Marketing Specialist

W. S. Darley & Co.
Itasca, IL

Description We’re seeking a strategic and data-driven Digital Growth Marketing Specialist to lead initiatives that drive measurable growth across the customer journey. This role will be instrumenta…

View Details
Posted 2026-01-28

P&C Sr. Earnix Developer Lead, Manager

PwC
Chicago, IL

Specialty/Competency: Guidewire Industry/Sector: Insurance Time Type: Full time Travel Requirements: Up to 60% At PwC, our people in business application consulting specialise in consu…

View Details
Posted 2026-01-30

2nd Shift Janitorial Field Coordinator

City Wide Facility Solutions
Bolingbrook, IL

City Wide Facility Solutions is actively seeking a 2nd Shift Facilities Supervisor . Total Compensation Package: Up to $25 per hour. This position has the potential to develop into a Regional Accou…

View Details
Posted 2026-01-14

Account Executive

New York Life Insurance Co
Chicago, IL

  Location Designation: Fully Remote   Group Benefit Solutions delivers comprehensive insurance and absence management solutions for mid-sized and large companies. Our work fosters a healthier,…

View Details
Posted 2025-09-27

Certified Occupational Therapy Assistant (COTA)

Carle Health
Urbana, IL

Carle Health, a leader in community-based healthcare, is seeking a Certified Occupational Therapy Assistant (COTA) dedicated to improving patient outcomes through innovative and advanced therapeutic p…

View Details
Posted 2026-02-03

Heavy Equipment Operator

Amrize
Rockdale, IL

Location: Joliet Agg IL Job Req ID: 15413 Join our amazing team and contribute as a: Heavy Equipment Operator ABOUT THE ROLE All duties are performed in a wo…

View Details
Posted 2026-01-31

TEN Mobile Developers (Android and iOS) for NJ, Chicago, MI, CA

DBA Web Technologies
Chicago, IL

TEN Mobile Developers (Android and iOS) for NJ, Chicago, MI, CA Agile, Android, Git flow, iOS, Java, JavaScript, Mobile Development, Native Android, Native iOS, Swift Location: Job Function: Mobil…

View Details
Posted 2026-01-29