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.

'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.


Software for trucking companies

Trucking software to keep your trucks and business moving


Software for freight brokers

To be successful, you need a firm grip on the elements of the operations you can control

Software for freight logistics companies

A software solution that accommodates the needs of both sides of your business

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

Scroll to Top