
A piano graduate in Birmingham found his calling in trucking software. Four decades later, Tom McLeod is still asking how to make the next working day a little less complicated.
A real estate agent and a long-haul trucker have more in common than you think. Moatable is building a software business around the small decisions that make their working days pay.
An Uzbek auditor found his next business in the gaps between a truck’s paperwork and its profit. At Datatruck, Shohruh (Shah) Rahmanov is putting those numbers back together.
A fax replacement became a meeting place for truck drivers and the fleets that need them. Tenstreet’s advantage is the work neither side has to repeat.
A truck earns its keep by moving. Drivewyze built a business around the stops it can remove - and the permission that makes removing them possible.
A free load-board helper can save clicks, but it will not run your back office. Here is what AI dispatch tools actually automate, what stays on your desk, and what five or 20 trucks will cost.

From Coca-Cola sponsorships to trucking software, Brian Doud has spent more than 25 years translating complicated businesses into stories people can use. His clearest lessons, however, may have been learned on a Birmingham lacrosse field.
McLeod Software survived four decades by obsessing over the unglamorous handoffs where freight companies lose time and money. Now the Birmingham firm is wiring AI, smart trailers, and driverless trucks into the same operating system.
For more than 30 years, PrePass has sold fleets something gloriously unromantic: fewer stops. The trick is turning a green light at the scale house into lower fuel burn, cleaner toll books and a reason for drivers to stay.

She trained for the lab, learned the language of business, and landed in freight. Now GreenIRR is turning vehicle-level data into a practical case for cleaner, more efficient trucking.

Before he built an AI operating system for long-haul fleets, the Uzbek founder trained his mind to hold decks of cards and hundreds of digits. Now he is teaching trucking companies to remember every invoice, expense and dollar.
Hemut is an AI-native operating system for trucking companies. It replaces the fragmented, legacy back-office software that carriers and brokers rely on with a single platform that automates dispatch, load booking, quoting, tracking, accounting, and inbound/outbound phone calls using AI agents. Founded in 2024 and part of Y Combinator's Spring 2025 batch, Hemut targets mid-sized fleets in the roughly $875B American trucking market.
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.
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.