Cargomatic is a digital freight marketplace and technology platform that connects shippers with local and regional trucking capacity in real time. Founded in 2013 and headquartered in Long Beach, California, it specializes in drayage and short-haul freight - moving containers off ports and onto roads - alongside intermodal, full-truckload (FTL), less-than-truckload (LTL), and white-glove delivery. By pairing a carrier mobile app with smart routing and bundling software, Cargomatic helps fill empty truck miles, speed cargo off congested docks, and give shippers visibility into shipments that traditionally lived on paper and phone calls.
FleetWorks is a San Francisco AI company rebuilding how freight gets matched and booked. Its voice and text AI agents handle the phone calls, texts, and emails that brokers and carriers trade to cover loads - work that has barely changed since the 1980s. Launched out of Y Combinator in 2023 by ex-Uber Freight and ex-Airbnb operators, FleetWorks now runs an 'always-on dispatcher' that connects with thousands of carriers daily and works with over 40 U.S. brokerages, including 15 of the top 100.
Sushanth Raman, founder and CEO of San Francisco-based supply chain AI company Pallet, delivers a conference keynote tackling the central paradox of the enterprise AI boom: despite a projected $2.5 trillion in AI spending in 2026, an MIT study finds 95% of enterprise AI pilots fail. Raman argues the failures stem not from weak frontier models but from messy real-world deployments, uncaptured tribal knowledge, legacy integrations, and poor change management. He offers a three-part framework for evaluating AI vendors, explains why building in-house is harder than it looks, and presents three case studies (Lineage, Prism Logistics, and Mallory Alexander) where Pallet drove millions in savings and 99%+ accuracy on tasks like customs filing.
Marc Khoury is the co-founder and CEO of aifleet, an Austin-based tech-native trucking company that uses proprietary AI to schedule routes, automate load booking, and keep its employee drivers busier and better paid. A civil engineer turned management consultant, he ran strategy at US Xpress before launching aifleet in 2020 to attack what he calls trucking's real problem: not a driver shortage, but a retention problem rooted in an inefficient, fragmented $400 billion market. The company has raised roughly $55 million and grown its fleet from dozens of drivers to hundreds.
On May 14, 2026, logistics AI company Pallet launched Pallet Forge, an 'agent factory' that compresses the build-and-deploy cycle for production-grade logistics AI agents from roughly six months to six weeks. Authored by co-founder and CEO Sushanth Raman, the announcement frames Forge as Pallet's answer to the industry's pilot-to-production gap — citing the MIT finding that only 5% of enterprise GenAI pilots generate measurable P&L impact. Forge works by connecting to a customer's systems (TMS, WMS, ERP, EDI, email, and legacy AS400), encoding operational rules and carrier preferences inferred from historical data instead of hand-written SOPs, and running thousands of simulations to tune agent accuracy automatically. Early proof points include Everest Transportation running on 20,000+ customer-specific encoded memories and Eassons Transport Group hitting 98% touchless processing after going live in 40 days — with subsequent customers onboarded in as little as 48 hours.
FourKites is a Chicago-based enterprise software company that tracks roughly 3.2 million shipments a day across road, rail, ocean, air and last mile. Founded in 2014 by Matt Elenjickal, it pioneered applying SaaS to GPS and ELD telematics to give the world's largest shippers real-time visibility into where their freight actually is. Today the company is reinventing itself around AI: an Intelligent Control Tower and a 'Digital Workforce' of named AI agents that don't just show what is happening in a supply chain but decide and act on it.
Shipwell is an Austin-based software company building an AI-integrated transportation management system (TMS) that unifies shipment planning, real-time visibility, automation, and settlement in one cloud platform. Founded in 2016 by Greg Price and Jason Traff, it helps shippers and logistics teams across food & beverage, manufacturing, and distribution move freight with less manual work. After selling its brokerage arm to CloudTrucks in 2024, Shipwell now operates as a pure-play SaaS provider and has been named a Visionary in the Gartner Magic Quadrant for TMS for five consecutive years.
SmartHop is a Miami-based trucking technology company that gives small fleets and owner-operators a business-in-a-box platform. It pairs AI-driven load recommendations and full-service dispatch with fintech tools - fuel cards, payments, and insurance - so independent truckers can compete with large carriers without drowning in paperwork.
TrueNorth is a San Francisco software company building the operating system for trucking. Its AI dispatcher, Loadie, pulls freight from across the market and books loads for independent carriers and brokers - matching trucks to the most profitable freight, automating paperwork, and handling outreach. Backed by Sam Altman and Lachy Groom, the company wants to give solo truckers the economics and tooling of a large fleet.
Paul Gross is the co-founder and co-CEO of Remora, a Detroit-area climate hardware company that bolts a carbon-capture device onto the tailpipes of semi-trucks and locomotives, grabbing the CO2 before it ever hits the sky and selling it as beverage-grade gas to breweries and greenhouses. He read a stranger's PhD dissertation on mobile carbon capture during his senior year at Yale, wrote the author a business plan, and convinced her to quit the EPA to build a company with him. Remora has raised roughly $117 million and signed pilots with Union Pacific, Norfolk Southern, Ryder, Werner, and Cargill.
Paul Singer is the cofounder and CEO of FleetWorks, a San Francisco startup building always-on voice AI agents that handle the phone-and-email grind of freight brokerage. A former Uber Freight product manager and Yale economics grad, he started FleetWorks in late 2022 with cofounder Quang Tran, went through Y Combinator's Summer 2023 batch, and in October 2025 raised a $17M round (including a $15M Series A led by First Round Capital) to automate the matching of trucks with cargo across a $1T+ industry.
Richard Gerstein is the Chairman and CEO of Cargomatic, the marketplace that matches local and regional freight with the trucks already driving past it. He grew up on the docks of his father's less-than-truckload business in Chicago, founded the multi-modal logistics software company IntelliTrans, and since 2017 has rebuilt Cargomatic into a leading provider of local LTL, drayage, and white glove freight services. He pairs a UC Berkeley transportation engineering background with a lifetime spent around loading docks.
Augment builds Augie, an AI teammate purpose-built for logistics. The San Francisco company automates the phone calls, emails, portal logins, and back-office workflows that bog down freight brokers, shippers, and carriers - and has raised $110M in under a year to scale it.
CloudTrucks is a San Francisco-based virtual trucking carrier that gives owner-operators and small fleets the software, payments, insurance, and load-booking tools to run their businesses like a modern enterprise without the back-office headaches.
Pallet is a San Francisco AI startup building an 'AI workforce' for the logistics industry. Its flagship product, CoPallet, automates back-office freight workflows - order entry, quoting, document parsing, portal updates - that have historically required armies of human operators. Founded in 2020 by ex-Retool engineer Sushanth Raman, the company serves freight brokers, 3PLs, warehouses and carriers including STG Logistics, Mallory Alexander, Knight, Swift and Lineage.
Justin Hall is Co-Founder and Chief Commercial Officer of Augment, a San Francisco-based AI startup building 'Augie' — an AI teammate purpose-built for logistics operations. With 25 years spent founding, scaling, and selling logistics companies, Hall has held executive roles at YRC Worldwide (a $5B LTL carrier), PRIMO Logistics, and his own firm Logistics Planning Services before it was acquired by GlobalTranz. At Augment, he helped raise $110M in under six months — a $25M seed round in early 2025 and an $85M Series A in September 2025 — to automate complex freight workflows end-to-end. Outside of logistics, Hall founded Change Starts with Me, a nonprofit supporting BIPOC founders and underserved communities in the Twin Cities.
Pablo Palafox is the Co-Founder and CEO of HappyRobot, a San Francisco-based AI workforce platform that deploys autonomous voice agents for logistics and freight operations. A Spanish-born roboticist who left a PhD program at the Technical University of Munich in 2022, he has built HappyRobot from a YC S23 startup into a company serving 70+ enterprise clients including DHL, Ryder, Schneider, and Werner - raising $103M across three funding rounds, most recently a $44M Series B led by Base10 Partners with participation from Andreessen Horowitz.
Rushil Goel is the CEO and Co-founder of Nirvana Insurance, an AI-native commercial trucking insurance company valued at $1.5 billion after a $100M Series D in December 2025. Before founding Nirvana, he spent five years at Samsara scaling fleet telematics from zero to $400M+ ARR, where he spotted the gap between how much safety data existed and how little insurance companies used it. An IIT Bombay CS grad with a Wharton MBA, Goel has built two companies and scaled products across India and the US - from mobile payments at Ola to connected fleet operations - before channeling everything into rebuilding commercial insurance from the ground up.
Tobenna Arodiogbu is the co-founder and CEO of CloudTrucks, a San Francisco-based technology platform that gives independent truck drivers and owner-operators an all-in-one digital toolkit - from instant non-recourse payments and load booking to compliance management and business analytics. Born in Enugu, Nigeria, Arodiogbu previously co-founded Scotty Labs, an autonomous vehicle remote-operations startup that was acquired by DoorDash in 2019. CloudTrucks has raised over $141 million, including a $115 million Series B at an $850 million valuation led by Tiger Global and Menlo Ventures, making it one of the most well-funded platforms serving the backbone of American freight.
Kargo is a San Francisco-based AI company building computer vision systems for warehouse loading docks. Its Kargo Tower and Kargo Lift hardware capture freight as it moves, reading labels, flagging damage, and feeding accurate, real-time inventory data into enterprise systems.
Julian Zheren Ma is the founder and CEO of Inceptio Technology, the company behind what is arguably the world's most deployed autonomous trucking network. Based in Santa Clara and Shanghai, Inceptio has put over 4,000 Level 3 autonomous heavy-duty trucks on real freight routes, logging 500+ million commercial kilometers with zero fatal accidents. Before building Inceptio, Julian was a Corporate VP at Tencent overseeing LBS, search, and early autonomous driving initiatives, then president of G7, China's leading logistics big data firm. He holds a B.S. in Electrical Engineering from Shanghai Jiao Tong University and an MBA from IMD Switzerland, and is a Fellow of the Aspen Institute China Fellowship Program.
Sushanth Raman is the co-founder and CEO of Pallet, a San Francisco-based AI company building an autonomous workforce for the logistics industry. Drawing on family roots in food distribution and stints at Microsoft, Google, and Retool, he founded Pallet in 2022 with fellow Retool engineer Andrew Spencer. The company has raised $50M total — including a $27M Series B led by General Catalyst in May 2025 — and its CoPallet platform automates the manual back-office operations (order entry, quoting, portal updates, shipment tracking) that still consume billions of dollars annually in a $12 trillion global logistics market.
Graham Doorley is the Founder and CEO of Terraline, a Fremont-based startup building the first clean-sheet, battery-electric Class 8 long-haul truck with 500+ miles of range. A lifelong car enthusiast with a Physics-Materials Science degree from Carnegie Mellon and a Mechatronics Masters from Stanford, he spent eight years as a senior engineer at Google X and Waymo - where he led the early self-driving truck project that became Waymo Via - before designing Tesla Model S suspension systems. In 2021, he channeled that accumulated expertise into Terraline (originally Solo AVT), assembling a team of Waymo, Tesla, BMW, Ford, Faraday Futures, and Rivian alumni to tackle freight's massive emissions problem with a truck agnostic to whether the driver is human or autonomous.