Co-Founder & CEO - AI Freight & Supply Chain

Talantir; Toronto; Hybrid; CAD 120,000 - 180,000; Full time

Benefits offered by this job

Equity stake

Job summary

FutureSight is seeking a Founding CEO to lead HawkAI, an autonomous voice and messaging assistant for logistics teams. You will own the early vision, recruit and align a founding team, and drive pilots, pricing, and retention strategies to validate product-market fit.

This is a high-ownership, full-time role with significant equity, working from Toronto, Ontario, Canada, and directly shaping a new B2B SaaS venture in logistics and freight tech.

Qualifications

• Founder-level drive — you’re motivated to co-found a new venture as the CEO.
• Startup scrappiness — you know what you’re signing up for, owning something from start to finish.
• Previous founding experience — you have co-founded a product company or B2B SaaS venture or been at a venture-backed firm.
• 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 & early-stage communities.
• People leadership — magnet for top talent; coach and culture carrier.
• Industry experience - logistics, supply chain, freight brokerage, transportation, or B2B software serving these industries.

Responsibilities

• Win customers — Run pilots, shape pricing, and validate retention + expansion.
• Build the product — Work with product/engineering 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.

Skills

Founder mindset

Startup scrappiness

Founding experience

GTM chops

Fundraising fluency

People leadership

Industry logistics experience

Job description

## What Does This Co-Founder & CEO - AI Freight & Supply Chain Role Involve?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 + expansionBuild the product — Work with FutureSight’s product/engineering pod to launch V1### Raise capital — Lead the seed raise with our initial chequeBuild your team — Hire your founding team and set the cultural foundation### About FutureSightFutureSight 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 BringValidated problem — You will enter a venture with a proven market need and strong momentum toward building and scalingStudio bench strength — Designers, engineers, growth marketers, and fundraising pros are embedded from Day 1Capital 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 BringFounder-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 finishPrevious founding experience — You have co-founded a product company or B2B SaaS venture or have been at a venture-backed companyRisk appetite and capacity — Read more on our post on the Entrepreneurial Risk ProfileGTM chops — Proven success in B2B SaaS sales, marketing, and customer engagementFundraising fluency — Able to craft investor narratives and close capital; well-networked in fintech and early-stage communitiesPeople leadership — Magnet for top talent; coach and culture carrierIndustry 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 ExpectDaily 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 businessThis 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!This role is classified under RevOps Manager (O\\*NET 11-1021.50) — view the full career profile for typical tasks, skills, and outlook.