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.
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.
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 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.
RoadFlex is a modern Visa fuel and expense card platform built for growing fleets. It gives fleet operators real-time visibility and control over fuel and work-related spending, layering AI-driven fraud detection, telematics-based purchase validation, automated reconciliation, and IFTA fuel-tax reporting on top of a card accepted at virtually every fuel station. The company positions itself as the transparent, software-first alternative to legacy fuel-card incumbents like WEX and Corpay (Fleetcor).
Motive (formerly KeepTruckin) is a San Francisco-based technology company building an AI-powered platform for the physical economy. It helps companies that run trucks, equipment, and field workers manage safety, operations, compliance, and spend in one system - combining edge-AI dashcams, GPS telematics, and fintech tools used by nearly 100,000 businesses from small fleets to Fortune 500 enterprises like Halliburton, Komatsu, and Maersk.
Shoaib Makani is the co-founder and CEO of Motive (formerly KeepTruckin), an AI platform for the physical economy used by more than 120,000 fleets across trucking, construction, agriculture and field services. He left Khosla Ventures in 2013 to build software for an industry most of Silicon Valley ignored, and turned a paper-logbook replacement into a multi-billion-dollar company.
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.
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.
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.
Aperia Technologies is a Hayward, California hardware-and-software company whose Halo Tire Inflator and Halo Connect platform keep commercial truck tires at the right pressure using only the wheel's rotation. Founded in 2010 by Stanford-trained engineers Josh Carter and Brandon Richardson, the company helps fleets cut fuel use, prevent blowouts, and reduce roadside breakdowns across billions of miles of freight.
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.
Ted McKlveen is the Co-Founder and CEO of Verne, a San Francisco-based clean energy company pioneering cryo-compressed hydrogen (CcH2) technology to decarbonize heavy-duty transportation and off-grid power. He graduated summa cum laude in Chemistry from Harvard and earned an MBA from Stanford GSB (2021), where he co-founded Verne. Under his leadership, Verne unveiled the world's first CcH2 Class 8 heavy-duty truck, secured backing from Amazon's Climate Pledge Fund and United Airlines Ventures, raised $15.5M total, and expanded into a new Pennsylvania manufacturing facility creating 61 jobs.
Harshita Arora is General Partner at Y Combinator - the youngest in the organization's history - having dropped out of school at 15 in Saharanpur, India, taught herself to code, built and sold a crypto app featured by Apple at age 16, won India's Pradhan Mantri Rashtriya Bal Shakti Puraskar, moved to San Francisco on an O-1 visa, co-founded AtoB (the 'Stripe for Trucking' valued at ~$800M), and was named to Forbes 30 Under 30 before joining YC as a Visiting Partner in 2025 and ascending to General Partner in April 2026 at age 25.