Companies

FleetWorks

fleetworks.ai

FleetWorks automates freight matching, broker calls, negotiation, and load booking for carriers and freight brokers.

HQSan Francisco, California, United States
Employees1-50
9 active roles
Jobs checked 21h ago
Logistics / Supply ChainAI Agent / AutomationMarketplaceSeries A

About

FleetWorks builds an AI-powered freight marketplace and assistant that matches freight with empty trucks and helps carriers and brokers book, track, and service loads. Its differentiated workflow acts as an always-on dispatcher: it calls brokers, negotiates rates, sends load offers, and uses screening and network trust measures to reduce manual freight coordination.

Market

FleetWorks competes in AI-powered freight automation and logistics software, spanning carrier dispatch, broker-side carrier sourcing, freight matching, load booking, and track-and-trace. It positions itself as a freight-specific, two-sided platform serving both carriers and brokers rather than as a generic AI tool or standalone TMS. Its differentiation is the use of always-on AI agents that conduct freight communications and negotiations across phone, text, and email, while integrating with existing TMS, load-board, and communication workflows.

Target Customers

FleetWorks targets freight carriers ranging from single-truck owner-operators to fleets of up to 5,000 vehicles, as well as freight brokerages, including large U.S. brokers. Key users and buyers are carrier owners, dispatch and fleet managers, broker operations teams, and carrier-sales leaders seeking to automate freight sourcing, booking, communication, and visibility.

At a Glance

Problem

FleetWorks addresses the highly manual, fragmented process of matching U.S. truck capacity with freight. More than 200,000 truckloads are coordinated by brokers each day, and roughly 80% are still booked through phone, email, and text. Carriers—96% of trucking companies operate fewer than 10 trucks—can spend hours refreshing load boards and calling brokers, often encountering hold music, unsuitable loads, or unprofitable rates. Brokers face the reverse problem: a carrier representative may send and receive roughly 300 calls and emails a day to cover only a handful of loads.

The economics are especially painful for small carriers and brokerages. Traditional dispatch services commonly charge 5–10% of a carrier’s revenue; for a carrier grossing $200,000 annually, that represents approximately $10,000–$20,000 per year. The killer use case is an owner-operator who needs to keep a truck moving but cannot efficiently find, negotiate, and book a suitable load while driving; on the broker side, it is the repetitive outreach required to locate and qualify the right truck for each shipment.

Product / Service

FleetWorks is an AI-powered freight-automation platform with two connected agents. Its carrier-facing AI acts as an always-on dispatcher: it learns a carrier’s equipment, preferred lanes, availability, rate requirements, and broker preferences, then contacts brokers through calls, texts, and email to find matching freight, negotiate terms, and book loads. It remembers prior conversations and alerts carriers when desirable freight becomes available, functioning as a load board on autopilot rather than requiring the driver to search continuously.

Its broker-facing AI acts as an always-on carrier representative. It connects with a broker’s TMS to understand load details, pricing parameters, and stop notes; it then finds, vets, and negotiates with available carriers, while also supporting automated check calls and real-time TMS updates. The product is designed to fit existing workflows, from Gmail and spreadsheets to a full TMS, and its benefit is operational leverage: carriers save time and dispatcher fees, while brokers can cover more loads without scaling phone-based headcount proportionally.

Market

FleetWorks competes in AI-powered freight automation, specifically the intersection of carrier dispatch, freight matching, carrier sales, and track-and-trace. Its alternatives include traditional human dispatchers, load boards, and manual broker operations. An adjacent AI competitor is Chain, whose Autopilot Booking Agent similarly automates carrier outreach, rate negotiation, vetting, and booking inside a broker’s existing communications and TMS workflows; Chain’s broader product also automates track-and-trace. FleetWorks is differentiated by pursuing both sides of the market—helping carriers find freight while helping brokers find trucks—so the network itself can improve matching.

FleetWorks has demonstrated commercial traction rather than appearing purely pre-revenue. In its October 2025 launch announcement, the company said it had onboarded more than 10,000 carriers in less than six months and earned the trust of dozens of brokers, including more than 15 of the top 100 U.S. brokers. It also announced $17 million in funding led by First Round Capital, with participation from Y Combinator, Saga Ventures, and LFX Venture Partners. The cited materials do not disclose revenue or pricing, but they do report customer adoption and measurable customer outcomes, including a reported 30% lift in loads per day per person and 1–4% gross-margin expansion on those loads.

Founders & Leadership

Paul SingerFounder
CEO and Cofounder
Quang TranFounder
CTO and Cofounder

Funding History

2025-10
Series A$17M

First Round Capital

Recent News

2026-07-24partnership
The Network Effect

FleetWorks announced a partnership with SONAR to bring live market pricing data into carrier negotiations. The integration combines pricing and booking tools so brokers and carriers can cover loads with more reliable rates and greater speed.

2025-10-18
Ex-Uber Freight Product Manager Launches FleetWorks With $17M To Automate 200,000 Daily Truckloads Using AI Dispatchers

Yahoo Finance covered FleetWorks’ launch of an AI-powered dispatcher intended to automate U.S. freight booking and reduce reliance on manual phone-based processes.

2025-10-14funding
FleetWorks raises $17M to match truckers with cargo faster

TechCrunch reported that FleetWorks raised $17 million for hiring, commercial expansion, and product development, including its newly launched always-on AI dispatcher.

2025-10-09funding
FleetWorks launches always-on dispatcher for U.S. trucking industry with $17M in funding

FleetWorks announced an always-on carrier representative and a broker-facing AI agent designed to find trucks for shipments. The company said the $17 million funding round would support hiring, commercial expansion, and product development.

2025-10-07
FleetWorks Listed Among FreightWaves' Top 100

FleetWorks was listed among FreightWaves’ Top 100 companies. The company describes its AI assistant Sofia as helping carriers and brokers book, track, and service loads.

2025-09-03
Fleetworks’ AI-powered carrier rep stands out from the pack

FreightWaves highlighted FleetWorks’ AI-powered carrier representative and reported that the company won FreightWaves’ inaugural AI Excellence in Supply Chain award.

Active Roles

9
San Francisco/Product/10d ago
San Francisco/Product/10d ago
Chicago/Engineering/21d ago
Chicago/Forward-Deployed Engineer/33d ago
Chicago/Engineering/33d ago
San Francisco/Engineering/33d ago
San Francisco/Engineering/33d ago
San Francisco/Other/33d ago

Business Model

FleetWorks appears to use a usage-based model for its AI freight-operations service, with Y Combinator describing a target price of approximately $1 per successful call. The public evidence does not specify whether carriers, brokers, or both pay the fee, nor does it disclose additional subscription or marketplace fees.

Products

Always-on Dispatcher for carriers: searches for matching freight, contacts brokers by phone, text, and email, negotiates within configured parameters, and books loads.Always-on Carrier Rep for brokers: sources and communicates with carriers, checks compliance, negotiates rates, books trucks, and connects to the broker’s TMS.

Customers

Ally LogisticsSage FreightKCH Transportation

Tech Stack

Voice AI and conversational AI agentsNatural language processingMachine learningReal-time processingTMS, load-board, and communications-system integrations

Competitors

Alvys
Parade
Turvo
Flexport
LoadSmart AI
Transfix AI
Project44 AI