Co-Founder & CEO - AI Communication Agents for Freight & Logistics (Toronto)

Overview

The Opportunity

Sight is seeking a Co-Founder & CEO to lead HawkAI, an enterprise AI venture for US logistics brokerages, carriers, and warehouse operators currently in build at our studio. This is a co-founder partnership with meaningful founder equity, not a salaried executive role. HawkAI deploys always-on, multi-channel AI workers that autonomously manage high-volume freight communications across calls, texts, and emails, integrating directly with core freight systems including TMS, load boards, and broker/carrier databases. The platform handles track-and-trace calls, appointment scheduling, carrier rate negotiation, proof-of-delivery capture, and shipment status updates end-to-end, autonomously resolving 90%+ of routine communications and escalating only exceptions to human staff. HawkAI is designed to operate as the always-on communication layer for logistics teams, enabling them to focus on exceptions and value-driving work. We are now seeking the ...