FleetWorks

Based in San Francisco, California, FleetWorks is an AI-powered logistics marketplace that automates freight matching and communication operations for trucking carriers, forwarders, and freight brokers. The SaaS platform integrates directly with existing transportation management systems, email clients, and telephony infrastructure to replace manual dispatching tasks with automated load booking, appointment scheduling, and real-time tracking. Operating within the $1 trillion United States freight marketplace, the enterprise targets an estimated $11 billion market in operational headcount spending by streamlining load coverage and track-and-trace operations. The 20-employee startup recently secured $17 million in venture funding to accelerate the deployment of its proprietary AI assistant, Sofia, across the commercial transportation sector to improve carrier sales efficiency. To modernize traditional supply chain logistics, FleetWorks was officially founded in 2023 by technology entrepreneurs Paul Singer and Quang Tran.

High-Level Overview

FleetWorks is an AI-enabled marketplace that automates the matching of trucks with freight loads, serving both freight carriers and brokers in the U.S. trucking industry. Its core product is an "always-on dispatcher" powered by AI agents that handle load booking, carrier communication, and freight matching, significantly reducing manual phone calls and emails. This automation allows carriers to focus on hauling while brokers can cover loads more efficiently, improving operational margins in a traditionally low-margin sector. FleetWorks operates on a B2B SaaS usage-based pricing model and has rapidly onboarded over 10,000 carriers and partnered with many top U.S. freight brokers, demonstrating strong growth momentum with a 553.5% increase in monthly visits and a $17 million Series A funding round in 2025[1][2][3].

Origin Story

Founded in 2023 by Paul Singer, a former Uber Freight product manager, and Quang Tran, FleetWorks emerged from Y Combinator’s Summer 2023 batch with a mission to modernize the freight brokerage industry. The founders identified that despite digitization efforts, freight operations still rely heavily on manual communication via phone and email, leading to inefficiencies and low margins. Early traction included rapid carrier onboarding and recognition such as FreightWaves’ AI Excellence in Supply Chain Award. The company evolved from a broker-centric tool to a two-sided marketplace by launching its always-on dispatcher for carriers in October 2025, expanding its product scope and market impact[1][2][3].

Core Differentiators

• AI-Powered Dual Agents: FleetWorks uses two specialized AI agents—one for carriers that learns truck capabilities and preferences, and one for brokers that finds the best trucks for shipments—working in tandem to streamline freight matching[4].
• Automation of Repetitive Tasks: The platform automates over a billion annual phone calls and emails in freight booking, reducing operational overhead and enabling freight reps to handle 50-60 loads daily, a significant productivity boost[3][4].
• Flexible Communication Channels: AI agents communicate via phone calls, texts, emails, or portals, adapting to user preferences and integrating seamlessly with brokers’ Transportation Management Systems (TMS)[2][5].
• Usage-Based Pricing: FleetWorks offers a usage-based SaaS model ($6 per load after a free trial), aligning costs with customer value and encouraging adoption[1].
• Industry Recognition and Partnerships: The company has onboarded over 10,000 carriers and partnered with 15+ top 100 U.S. freight brokers, validating its market fit and operational effectiveness[1].

Role in the Broader Tech Landscape

FleetWorks rides the wave of AI-driven automation in logistics, addressing the inefficiencies of a traditionally manual and fragmented freight brokerage market. The timing is critical as the trucking industry faces pressure to improve margins and operational efficiency amid growing demand for faster, more reliable freight movement. By automating communication and load matching, FleetWorks reduces empty miles, improves truck utilization, and enhances shipment reliability, contributing to a more fluid and responsive supply chain ecosystem. Its AI-driven marketplace exemplifies how emerging technologies can transform legacy industries by reducing costs and increasing transparency[2][4][6].

Quick Take & Future Outlook

FleetWorks is positioned to scale rapidly as it leverages its recent $17 million funding to deepen AI capabilities and expand its marketplace reach. Future trends shaping its journey include increased adoption of AI in logistics, growing demand for real-time freight matching, and further integration with digital freight ecosystems. As the platform matures, FleetWorks could evolve into a critical infrastructure layer for U.S. trucking, influencing how freight is booked and managed nationwide. Its success will likely encourage broader AI adoption in supply chain operations, driving efficiency gains across the industry[1][6][7].