All-in-one web-based OTR TMS

Built for small-to-mid sized trucking companies and freight brokerages. Free trial. No set-up fees. No wait. 

True web-based trucking & freight broker software. No set-up fees. No contracts. No wait.

Tailwind TMS 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.

Why Tailwind TMS?

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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.

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

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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.

What can Tailwind TMS do for you?

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Tailwind Pro TMS

Tailwind Pro is a cloud-based TMS built for growing trucking companies and freight brokerages looking to raise their game when paper, pen, and Excel spreadsheets don’t cut it anymore. It helps small-to-mid sized players take on the big transportation outfits without having to spend tens of thousands of dollars on licenses, internal IT, and software maintenance.

Tailwind Enterprise TMS

Tailwind Enterprise is for innovators who want to take their freight business to the next level. Tailwind Enterprise allows you to run multiple branches, operate in dual-currency, connect to and customize your TMS with API access, and automate your business with Customer & Carrier self-serve portals

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tailwind unlimited tms

Tailwind Unlimited TMS

Looking to take the limiters off your business? Tailwind Unlimited TMS is built to provide unlimited visibility into your shipping events, unlimited business intelligence insights, unlimited technology integrations, and EDI. And being cloud-based, there aren't any limits to where you can access your Unlimited TMS from.

Tailwind POD Complete Driver App - included in your TMS subscription

Do you know how much money you're losing from late or lost PODs? Tired of waiting for PODs to be sent in from truck stops? The POD Complete driver app allows drivers to capture the POD and have it automatically uploaded into your Tailwind TMS so you can invoice your customer before the driver even leaves the loading dock! Best of all - it comes free with your Tailwind TMS subscription.

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


Hear what our customers have to say

Tailwind trucking & freight broker software pricing plans

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.

Annual pricing – SAVE 15% and get $399 off an onboarding package



PRO features
$ 99 Per Month Per User - Billed Annually
  • Driver/Carrier Settlements
  • POD Complete Mobile App
  • SMS Text Messaging
  • Print Checks Right from the TMS
  • Factoring Support
  • Support for US and CDN currencies
  • Customer and Vendor Database
  • Complete Quote & Order System
  • Customer & Carrier Rate History
  • Business Document Customization (add your logo)
  • Email Documents Directly from the TMS
  • Equipment Maintenance Tracking
  • Dispatch & Shipment Tracking System
  • Locations and Route Management
  • Task & Alert Notification System
  • POD Import and Attach
  • GPS Confirmed Shipment and Event Tracking (25 loads/month)
  • Accounts Receivable Management
  • Accounts Payable Management
  • Admin, Accounting & Operations Reports
  • Claims/Incidents/Accident Tracking
  • Sales Commission System
  • Mileage Calculations
  • Fuel Bill Importing
  • Multi-Branch Management
  • Custom User Security
  • QuickBooks Online Sync*
  • Load Board Integrations
  • SaferWatch FMCSA Data Feed
  • MacroPoint Shipment Tracking Integration


All Pro features PLUS
$ 149 Per Month Per User - Billed Annually
  • GPS Confirmed Shipment and Event Tracking (50 loads/month)
  • Customer Self-Service Portal – made available through your website
  • Carrier Self-Service Portal – made available through your website
  • Electronic Load / Rate Confirmation & Acceptance
  • Trucker Tools Smart Capacity and Load Track Integration
  • BorderConnect ACE/ACI Integration
  • QuickBooks Desktop Integration**
  • Samsara ELD Integration
  • API Access for Tailwind Supported Integrations


All Enterprise features PLUS
$ 199 Per Month Per User - Billed Annually
  • GPS Confirmed Shipment and Event Tracking (UNLIMITED loads tracked)
  • Custom Reporting and Analytics with Power BI Integration
  • Electronic Data Interchange (EDI) Integration
  • Easy Carrier Onboarding with RMIS Integration
  • API Web-Hooks for self-serve integrations

* Requires QuickBooks Online Plus    ** Requires additional subscription to SaasAnt


Microsoft Azure is Tailwind’s cloud provider. Every Tailwind 7 Pro, Enterprise and Unlimited customer has their own database and Microsoft Azure automatically performs a combination of full database backups weekly, differential database backups hourly, and transaction log backups every five minutes to protect your business from data loss. These backups are stored in locally redundant storage for seven days. The full and differential database backups are also replicated to a paired data center. The primary data center is on the west coast, with a paired data center on the east coast. In the event of a disaster on the west coast Azure can restore the database to another geographical location, losing not more than one (1) hours worth of data (likely less).

Your data is secured by Microsoft Azure as noted above. The application services are separate from the database. Our application services are also hosted on Microsoft Azure who maintain an uptime guarantee of 99.9%. This does not preclude the possibility of a problem in the application that causes a loss of functionality or use. In that case we would roll back to a prior version if it were causing a critical outage. You may lose access to your database during an outage but we would work to restore promptly depending on the nature of the outage.

We archive the data in the Tailwind format for at least three (3) months post cancellation – with no fee. Prior to the end of your subscription you have the ability to export your data in Excel format.

Neither. It is a fully integrated push, triggered by a user “pushing a button”. Tailwind then directly connects to QuickBooks online and pushes the data in. No file download/upload required – it’s a direct connection.

You can do this with the recently launched Tailwind POD Complete mobile app – available for Android and iPhone.

We don’t at the moment, but are working on integrations that will do this.

Yes, Tailwind can create, generate and customize the documents you require in your transportation business. Click here for Tailwind's document samples and here to view Tailwind's product sheets.

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