Co-Founder & CEO – AI Freight & Supply Chain

FutureSight; Boston (MA); On-site; USD 200,000 - 350,000; Full time

Job summary

FutureSight is seeking an experienced Founding CEO to lead HawkAI, an autonomous voice and messaging assistant for logistics teams. This role focuses on defining the market approach, securing pilots, and shaping the product vision to scale the business.

You will own the seed fundraising, build a strong founding team, and establish the cultural foundation that will guide a growing SaaS venture in the logistics space.

Qualifications

• Founder-level drive and vision for building a new venture.
• Experience co-founding a product company or B2B SaaS venture.
• Proven track record in taking startups from idea to early customers and revenue.
• Strong fundraising fluency and ability to tell investor narratives.
• GTM excellence in B2B SaaS with customer engagement focus.
• Leadership of early teams and culture-building.

Responsibilities

• Win customers — run pilots, shape pricing, validate retention and expansion.
• Build the product — work with product/engineering pod to launch V1.
• Raise capital — lead the seed raise with initial cheque.
• Build your team — hire founding team and set culture foundations.

Skills

Founder-level drive

Startup scrappiness

Previous founding experience

Risk appetite

GTM chops

Fundraising fluency

People leadership

Industry experience

Exposure to AI agents/LLMs

Job description

FutureSight is hiring an experienced and visionary Founding CEO to lead HawkAI, an autonomous voice and messaging assistant for logistics teams. Logistics is a $26B+ industry drowning in manual communications. Freight brokerages, carriers, and warehouses make thousands of calls and emails daily.

HawkAI’s AI workers autonomously handle 90%+ of routine communications from track-and-trace calls, load status updates, to shipment confirmations, so human teams can focus on exceptions and customer relationships.

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 raise with our initial cheque
• 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 logistics, supply chain, freight brokerage, transportation, or B2B enterprise software that serves these industries
• Bonus: Exposure to AI agents/LLMs

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