PortPro is a New Jersey-based software company that builds a drayage-specific operating platform - a transportation management system (TMS) purpose-built for the container trucking companies and freight brokers that move ocean containers between ports, rail yards and warehouses. Its drayOS platform handles order entry, dispatch, container tracking, appointment setting, billing and driver payments in one system, and in 2025 it layered on 'Jerry' and 'Helen,' agentic-AI teammates that dispatch loads, validate documents and generate invoices automatically. Founded by Michael Mecca, who grew up in the drayage business, PortPro raised a $12M Series A led by Avenue Growth Partners in 2023 and serves hundreds of drayage carriers and brokers across North America.
Michael Mecca is the founder and CEO of PortPro, a Kearny, New Jersey based software company building a TMS purpose-built for drayage carriers and brokers. He grew up in his family's intermodal trucking business, Mecca & Son Trucking, then co-founded Axle Technologies before launching PortPro in 2019. Under his leadership PortPro raised a $12M Series A in 2023 and now serves 550+ drayage companies, layering AI agents (Jerry, Helen) on top of its operating platform.
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.
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.