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Web-based Trucking & Freight Broker Software 

Tailwind makes running trucking companies, freight brokerages, and combinations of the two, easier. It gives your team the ability to work from the office, home, or wherever they need to be

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Tailwind Transportation Software

Tailwind helps small and mid-sized trucking companies and freight brokerages control the chaos of running a freight business – managing trucks and drivers, compliance, tracking, dispatching, administration… Thousands of smaller and family run operations have used Tailwind to improve their cash-flow, profitability, and better compete with the big players in the market. We provide a supported and comprehensive, ‘all-in-one’ Trucking Software, Freight Broker software, or combination Trucking AND Freight Broker software system for as little as $99 a month per user.

"I can’t emphasize just how responsive Tailwind and its customer service team has been to our needs. We reduced our cost of producing an invoice by over 75%. We reduced the cost of making a payment by over 50%. Carriers are telling us that we are doing things better than some of the biggest players in the industry!”

- Mundo S.

Loop Integrated Solutions


"I have enjoyed the stability of your support team; Mark, Sandy, and EG are all great at their jobs and walk us through to the answers we require. Working with Tailwind will enable me to get my Trucking business to the next level of success.”

- Kevin A.

Target Transportation


Tailwind provides pay-as-you-go, web-based transportation management software for companies who both operate trucks and broker loads.

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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.

Dedicated Service

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

No Commitments

Our service is offered via monthly subscription. No need to outlay a significant amount of money up front for software that may, or may not, work for your business.

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.

“Tailwind is very user friendly and has customizable features that can be done at the user level or through their support network. Run into an issue? Just call or email their support team, responses are always quick and solutions just as good.

- John T.


“We were able to adapt the Tailwind platform with ease and the learning curve was short. System has a lot of functionality and the support by their staff is excellent! Greatly enhanced our capability to manage our transportation services. I would definitely recommend Tailwind!”

- Kevin J.

Global Inc.


Tailwind Transportation Software

Feel the WIND at Your Back

Control the chaos of compliance, dispatch and paperwork with an award winning web-based TMS.

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Tailwind is for logistics companies who are tired of the struggle – those who need to tune-up their rapidly growing businesses to run more efficiently. It’s for players who want a cloud-based TMS that will help them raise their game and take on the big transportation outfits.

Built for small to mid-size businesses that broker and run their own trucks, Tailwind allows you to easily manage your customers, your drivers (including owner-operators), your transactions and your payments.

Tailwind Transportation Software


Tailwind’s all-in-one transportation management software is built for trucking companies, freight brokerages, and businesses that do both. It helps you manage and track your customers, your drivers and/or carrier partners, your transactions and your payments. 

Also includes the POD Complete mobile app for all your drivers – FREE.


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