Co-Founder & CEO - AI Freight & Supply Chain

FutureSight; Toronto; On-site; CAD 120,000 - 150,000; Full time

Job summary

A leading technology venture studio is seeking a Founding CEO to lead HawkAI, an autonomous voice and messaging assistant for logistics teams. You'll be responsible for launching the initial product, running customer pilots, and securing funding. Ideal candidates possess extensive B2B SaaS experience, a strong desire to co-found a startup, and a robust background in logistics. This full-time role offers equity in the new venture and requires commitment to build something impactful.

Benefits

Equity stake in the business

Initial pre-seed funding

Access to investor network

Qualifications

• Experience in co-founding a product company or a B2B SaaS venture.
• Proven success in B2B SaaS sales and marketing.
• Ability to lead a team and build company culture.

Responsibilities

• Lead product development and launch.
• Run customer pilots and validate pricing.
• Raise initial seed capital.

Skills

B2B SaaS sales

Fundraising

People leadership

Startup experience

Industry knowledge in logistics

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 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

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!