Tailwind Enterprise TMS

All-In-One TMS Software

Flexible, accessible, cloud-based TMS for fast-moving logistics companies. Whether you're experiencing rapid expansion, opening new branches across the country, or simply looking to get the absolute best possible performance to maximize your time and margins, our TMS software helps you and your company get there - without costing the tens of thousands of dollars you'd have to pay for a 'traditional' TMS system just to get started!

Enterprise TMS Includes

Tailwind has built an enterprise-grade TMS for logistics, trucking companies, and freight brokerages at a fraction of the cost of legacy TMS systems. The Tailwind transportation management system includes:

  • Customer Self-Serve Portal
  • Carrier Self-Serve Portal
  • POD Complete App
  • Key Partner Integrations (EZCheck-In, QuickBooks, Trucker Tools, Load Boards, MacroPoint)
  • Open API 

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

Key Benefits

tailwind standard tms
  • Automate communications
  • Identify cost or margin gaps
  • Increase ROI
  • Centralize data

Spend your time on what matters - strengthening relationships with customers, vendors, and staff - not paperwork.


  • POD Complete App
  • Customer Self-Service Portal
  • Electronic load / rate confirmations & acceptance
  • API Access for Tailwind supported partner integrations
  • GPS Confirmed Shipment and Event Tracking (25 loads/month)


Tailwind Enterprise TMS is a cloud/web-based TMS - No Installation or Maintenance Fees Required. Get access to your system in under a minute of signing-up for a FREE trial.


With over 20-years of development behind our enterprise-grade TMS, Tailwind is proud to provide all ground transportation management companies, from trucking companies, freight brokerages - and those that do both - a robust and affordable enterprise-grade cloud-based TMS.

The Tailwind Enterprise TMS is recommended for:

  • Freight Brokerages undergoing rapid growth
  • Multi-branch trucking companies companies
  • Logistics companies that have trucking assets and broker loads

Tailwind Enterprise is for innovative logistics companies not satisfied with the status quo. It’s for groups tired of spending tens of thousands of dollars on dated software, internal IT, and annual maintenance. It’s for transportation professionals looking for a fully web-based TMS solution to automate processes and streamline their business, in one or across multiple offices.

Learn how Loop Integrations Solutions grew from start-up to $10M in annual revenue and doubled their number of trucks in just over a year using Tailwind.

"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."

- Matt Abraham, Dispatcher, Mac Freight Services

Evaluating On-Premise vs SaaS

On-Premise vs Saas Graph

Increase your savings. Check out Software Advice’s TCO (total cost of ownership) calculator. This calculator lets you analyze the cost for an on-premise software system vs a Software-as-a-Service (SaaS) system.

With our web-based TMS, you don’t need to perform any installations and you’re able to get up and running in a matter of minutes at your own convenience. This allows companies to save costs on hardware, additional software, and staffing, while providing the flexibility for access from anywhere.

I went through an extensive TMS review when starting out – 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.

 Jason Denbow, President, Orangedale Transportation