Tailwind TMS Application

Take a Tailwind TMS Tour

Learn how Tailwind can help raise your 'compete level' in 2021 in a self-guided 3-minute tour

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See how the Tailwind TMS can help accelerate your freight business. Get your login in less than a minute!

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Tailwind TMS Customer

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True web-based trucking & freight broker software. No set-up fees. No contracts. No wait - get started in less than a minute.

Cloud-Based Transportation Management Software

Tailwind improves cash-flow and profits for small to mid-sized trucking companies, freight brokerages, and those that do both. We help you compete with those big firms without having to spend big money just to get started.

Tailwind's award winning  all-in-one TMS helps manage operations, customers, dispatch, admin & accounting. It also includes the FREE POD Complete trucking app (for Android and iPhone) and integrates with QuickBooks Online.

Take a quick, self-guided tour through the Tailwind TMS:

'All-in-one' System

From quoting & ordering, to dispatch, to invoicing & payments — Tailwind’s “one-stop” web-based TMS keeps your freight business moving. Includes a FREE e-POD phone app for all your drivers.


In-app support chat and tutorials, a responsive customer success team, video training sessions, and extensive self-help materials gets you going FAST!

Affordable Pricing

Affordable, pay-as-you-go software. No up-front fees. No long-term contracts. Tailwind is a partner in your success — we grow when you do.

Customer Results

When Tailwind customers were asked in a recent survey about results they saw using the Tailwind TMS:


Customer Stories

David Segal Blouin, President, Depart Transport Inc "Tailwind was able to check off several boxes - what really sold me was the customer service and ease of use. We opened a second branch and Tailwind was able to integrate seamlessly to get both of our branches to run simultaneously."

Jason Denbow, President, Orangedale Transportation "I went through an extensive TMS review and found that Tailwind had an extremely robust set of features that were all web-based at an affordable price. Being able to sign into the TMS system on any device with an internet connection has been a life saver. Choosing Tailwind TMS was one of the best decisions I have made.read more

Matt Abraham, Dispatcher, Mac Freight Services
"Absolutely 100% happy with Tailwind...it is a good piece of web-based software that we are using. I'm way more productive - what used to take me 2-3 hours to do payroll, I get done in less than an hour. I don't have to wait and delay the payroll process, I can do it from anywhere in the United States."