Skip to Main Content

Job Title


Co-Founder & CEO - AI Freight & Supply Chain


Company : FutureSight Inc.


Location : Toronto, Ontario


Created : 2025-12-21


Job Type : Full Time


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. HawkAIs 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 FutureSights 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 handson studio support with early capital, reducing risk and increasing the odds of success by 10x. Were led by a crossfunctional 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 multitime exited founder, and Anupama Joshi drives founder excellence. John Carbrey (SanFrancisco), 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 Day1 - Capital commitment Initial preseed funding for early hires and building the MVP with potential for followon funding, and access to our investor and advisor network What You Bring - Founderlevel drive Youre motivated to cofound a new venture as the CEO. With or without us, this is your calling. - Startup scrappiness You know what youre signing up for. Youre familiar with the scrappiness of owning something from start to finish - Previous founding experience You have cofounded a product company or B2B SaaS venture or have been at a venturebacked 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; wellnetworked in fintech and earlystage 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 fulltime role; we are looking for someone to commit fulltime 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! #J-18808-Ljbffr