Tailwind Transportation Software

What is Tailwind Transportation Software?

Tailwind Transportation Software is a cloud-based trucking office and dispatch management system designed for carriers, brokers, and owner-operators. It helps users manage loads, assign drivers, track trips, and coordinate dispatch activities from a centralized dashboard. The platform also includes billing, settlement, document management, and business reporting tools to streamline back-office operations. Tailwind is used by small and midsize fleets to improve efficiency, reduce manual paperwork, and keep freight moving smoothly.

Reviews (38)

Noble Lockman

Jan 2026

I've used Tailwind for about a year. Handling our five-truck outfit here in the Pacific Northwest, last month on a Saturday the dispatch board glitched and reassigned a refrigerated load to a driver already two hours into another run - the system even marked the first trip delivered even though the ...Read more

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Cassie Hoeger

Jan 2026

Yesterday a driver at a rural yard with patchy service hit upload as soon as he got a bar and the BOL photo popped into Tailwind so fast I’d already started billing before I finished my coffee. The mobile app’s quick uploads and clear status notes shave hours off my day managing 80 trucks on the Wes...Read more

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Orland Dibbert

Jan 2026

…the live GPS map and ETA re-calcs actually saved my skin last week. With 40 trucks and 18 years doing this out of the Midwest, being able to watch minute-by-minute ETAs and reassign a load without a dozen calls cut our chaos in half - wish the pings were a bit more frequent, but that one feature pa...Read more

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