Feel the Wind
at your back

Control the chaos of compliance, dispatch and paperwork in your freight business

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First 30-days free

Trucking software built to meet the needs of small and medium-sized trucking companies. Starting at just $69/month—with the FIRST 30 DAYS FREE!

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For about the price of a coffee a day…

Grow your freight brokerage with an ‘all-in-one’ freight broker software system

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We are Tailwind Transportation Software.

Tailwind helps small and mid-sized trucking companies and freight brokerages control the chaos of running a freight business – the compliance tracking, dispatching, administration…

We allow smaller and family-run operations to improve their cash-flow and profits, and to compete with the big guys by providing ‘all-in-one’ trucking softwarefreight broker software, or freight broker + carrier software, FREE for the first 30-days and starting at $69/month after that.

‘All-in-one’ System

From quoting & ordering, to dispatch, to invoicing & payment handling — Tailwind’s “one-stop” cloud-based database, admin and operations application keeps your freight business moving.


Daily LIVE online training sessions, a responsive support team, and extensive self-help materials speeds up your daily admin, freeing up valuable time for you to GROW your business!

Affordable Pricing

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

Mark A., President, MAC Freight ServicesTailwind is awesome from top to bottom. The software saves us an incredible amount of time. Our dispatch process has become streamlined thanks to more

Kevin J., VP, RLS GlobalWe were able to adapt the Tailwind platform with ease and the learning curve was short. The system has a lot of functionality and the support by their staff is excellent! It greatly enhanced our capability to manage our transportation services. I would definitely recommend Tailwind!read more

Tiffany M., Operations Manager, Precision Heavy Haul, Inc.As a specialized transportation company, it was very difficult to find a software program on the market to fit our dispatch, accounting, and maintenance needs without breaking the bank. Tailwind has been able to meet all of our needs and is continuously adapting to make sure the software works for our more

Tailwind Partners