About Tailwind
Tailwind is a true web-based trucking and freight broker software, catering to small and mid-sized trucking businesses, freight brokerages, and businesses that do both. There are no up-front fees associated with this Transportation Management System (TMS), and you can start with a free trial.
Tailwind is offered in three-tiers. Tailwind Pro costs $99 user/month, and Tailwind Enterprise - $149 user/month, and Tailwind Unlimited, $199 user/month. Each level includes integration with QuickBooks Online, and a free mobile ePOD capture and dispatch communications app (Tailwind POD Complete) for all drivers associated with a business' subscription.
Tailwind Pro offers features such as operations and accounting, sales tracking , carrier rate history maintenance. It also supports multi-offices and multi-division businesses. It allows clients to track mileage, claims, incidents and accidents. Clients can also access multiple load boards and post their freight or equipment to get new customers and orders.
Tailwind Enterprise is a more robust offering which supports integration with various third-party transportation services and includes additional features such as Customer and Carrier Portals which give companies the ability to provide more self-serve options for their customers and partners.
Tailwind Unlimited TMS is built to provide unlimited visibility into your shipping events, unlimited business intelligence insights, unlimited technology integrations, and EDI. It includes an even greater number of integrations (ie: for Carrier Onboarding, Business Intelligence platforms) as well as API Web-hooks to allow for companies to perform 'self-serve' integrations.
Pricing starting from:
US$99,00/month
- Free Trial
- Subscription
Compare with Popular Alternatives
Key benefits of Tailwind
• Tailwind is a web based product and can be accessed from any device, at any time.
• The solution integrates with various key technologies in the trucking industry such as load boards, mileage, IFTA, accounting and fuel supply.
• The Tailwind TMS allows your business to transmit, fax, email, and scan documents from the same solution.
• The product is integrated with Here.com for route and load optimization.
• With Tailwind's web tracking module, clients can post their freight brokerage on multiple load boards such as Post Everywhere, DAT Solutions, Truckstop.com, and can connect with new customers.
Devices
Business size
Markets
Supported Languages
Pricing starting from:
US$99,00/month
- Free Trial
- Subscription
Compare with Popular Alternatives
Images

Features
Total features of Tailwind: 17
- API
- Accounting Management
- Client Portal
- Commission Management
- Customer Database
- Customizable Templates
- Data Import
- Data Import/Export
- History Tracking
- Maintenance Scheduling
- Order Management
- Order Tracking
- QuickBooks Integration
- Quote Management
- Real Time Notifications
- Route Management
- Third Party Integration
Alternatives
Track-POD
eLogii
Dispatch Science
Route4Me
Reviews
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- Industry: Transportation/Trucking/Railroad
- Company size: 2-10 Employees
- Used Daily for 2+ years
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Review Source
Overall rating
- Value for Money
- Ease of Use
- Customer Support
- Likelihood to recommend 10.0 /10
Tailwinds is my office support staff
Reviewed on 2018/12/06
My company has made great advances because the software allowed me to have good record keeping and...
My company has made great advances because the software allowed me to have good record keeping and dispatches with information not having all the extra paperwork in files but only the backups. Efficiency of what this has allowed me to do by giving me the time. can do the work of 3 people
Pros
There are many features that make it the ease of taking little time for paperwork when doing dispatch and keeping track of loads. You will have information on Loads, Customers, Vendors at your fingertips There is a superb support staff that is there to help.
Cons
I have a hard time finding something i don't like Are there some that could improve? Yes and they have worked on them and made them 100%
- Industry: Transportation/Trucking/Railroad
- Company size: 11-50 Employees
- Used Daily for 2+ years
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Review Source
Overall rating
- Value for Money
- Ease of Use
- Customer Support
- Likelihood to recommend 10.0 /10
Using Tailwind
Reviewed on 2020/11/23
Great experience. Easy to use and support is at your fingertips with high quality videos...
Great experience. Easy to use and support is at your fingertips with high quality videos tutorials. technical support is very responsive should you require assistance.
Pros
Web based interface with proven stability is a key factor to the Tailwind Product. It does everything you need in terms of a transportation management system.
Cons
No ability to tap into the database and create custom reporting on your own without creating an expensive API.
Response from Tailwind Transportation Software
Hi Peter, thank you for the review. Our new Unlimited tier that we launched in September includes API web-hooks which might help.
- Industry: Transportation/Trucking/Railroad
- Company size: 11-50 Employees
- Used Daily for Free Trial
-
Review Source
Overall rating
- Value for Money
- Ease of Use
- Customer Support
- Likelihood to recommend 10.0 /10
Tailwind TMS is the best you will find and love !!!!
Reviewed on 2021/01/09
Great software, but just that driver app needs work.
Great software, but just that driver app needs work.
Pros
There is lots of pros here, its online based, and you should be looking at online based, no server or up front cost, and you can use it from anywhere. Software has all the things you can think of. Great reports, and you can store files on trucks, drivers, and all your exp data. You can dispach the load, customize the payables the way you want, There is ways to add deductions and fuel can be imported, for owner operstor deductions, and software will pay the truck not the driver as this is important for owner operators, and if they have there own drivers this ia probably 1 of 15 tested products that has this option. You can easly export documenta as 1 file for your factoring. There is many many grest things. POD Complete is free.... Other simular solutions charge 7-25,000$ Down payment and 800-1300 a month. Plus 10-20$ for a driver app.
Cons
Now, yes there is cons, One is sometimes its slogish and it takes a bit to load but not that bad. The other one, POD Complete , well its a little incomplete, it has the options you need, you send the laod and driver can arrive depart, great, attach POD its there but, it needs work, this needs to have transflo options or something like a camsxanner, just to let you cut the page adjust it before you send it over. Plus it would take lot less storage if it was a scan doxument, this way its a picture, not that great for billing, it does work. But I think tailwind shoudl stop all other areas of development cuz they are great and spend some time here, make this app a killer. Evan charge 10$-20$ a driver /mo I would pay it just to get a better app. It needs to have scan features, we all need to get those Bols in good quality, and we dont want to have to use translfo or camscaner or other apps and than have to import the documents into tailwind.
- Industry: Transportation/Trucking/Railroad
- Company size: 11-50 Employees
- Used Daily for 1+ year
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Review Source
Overall rating
- Value for Money
- Ease of Use
- Customer Support
- Likelihood to recommend 7.0 /10
Powerful Tool for Small to Medium Trucking Operations.
Reviewed on 2020/11/17
Tailwind is a must have for any trucking company, big or small. Using tailwind has really cut down...
Tailwind is a must have for any trucking company, big or small. Using tailwind has really cut down the amount of time spent each month on administrative tasks. We are looking forward to growing with Tailwind and are excited to see the software evolve.
Pros
The biggest pro for tailwind is its customer service and development team who take your feedback very seriously and are always ready to help you out The software changes every day and if there is a feature or functionality that may not be available, a simple suggestion of yours might just be in the next update. Another pro of the tailwind software is the pricing. When compared to other TMS's, the tailwind system offers the same features of the enterprise and large suite transport systems bundled in an affordable system that you can really customize to fit your needs, and there is no initial setup cost like many other programs. Tailwind also offers free webinars every week for you to either brush up on the software or train a new employee which is very convenient. The system is online based so you are able to access it anywhere and at any time and does not require you to set up a server in your office like many others. One of our favorite features of this software are all the integration, the tailwind team has partnered up with the best service providers (Truckertools, Border Connect,RMIS etc), in the transportation industry to provide an immersed experience when using the software.
Cons
There are not many cons to Tailwind but being an online-based system comes with its negatives as well, and the biggest downfall of the system is that it can be very sluggish at times taking a few seconds to load between screens, and does not fully load the page at times. The software also lacks the ability of end-user customization of documents and the interface. Another con is that the software is mostly designed as a full truckload system and lacks in features for the consolidation of LTL. The accounting portion could use some work as well.
Response from Tailwind Transportation Software
Hi Altaf, thanks for the great review! We're glad to hear that Tailwind has helped you reduce the time spent on administrative tasks so you can focus on growing your business!
- Industry: Automotive
- Company size: 51-200 Employees
- Used Daily for 6-12 months
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Review Source
Overall rating
- Value for Money
- Ease of Use
- Customer Support
- Likelihood to recommend 7.0 /10
Transportation Software for an Auto Auction
Reviewed on 2020/12/03
Overall, I researched numerous Transportation Apps and this one had the best features for our...
Overall, I researched numerous Transportation Apps and this one had the best features for our industry. It seems more suited to brokers than an auto auction but it works well. The customer service has been exceptional. The price point is a little high considering the lack of GPS and driver's app functionality.
Pros
What I liked most about the software is that it is very versatile. It tracks everything for us from pickups and deliveries. For the first time, we are able to quantify the value of transportation in a market of ever-changing agreements and pricing.
Cons
What I like the least from the software is that the drivers App doesn't show enough information for the pickups and deliveries. Also, there is no GPS integration for the drivers. With other Apps, drivers can just press the address and it automatically sends them to Google maps or Waze. Additionally, there should be an integrated GPS for truck routes to avoid non-commercial routes, low bridges, and tight intersections.
Response from Tailwind Transportation Software
Hi Frank,
Thanks for your review and the feedback! We will update our development team with your suggestions to see what changes may need to be made. Our integration with EZ-Track also provides you with free load tracking--25-loads tracked in our Pro tier, 50 in Enterprise, and unlimited tracking in our Unlimited tier!
Tailwind FAQs
Below are some frequently asked questions for Tailwind.Q. What type of pricing plans does Tailwind offer?
Tailwind offers the following pricing plans:
- Starting from: US$99,00/month
- Pricing model: Subscription
- Free Trial: Available
Tailwind Pro: $99/user/month - Free Trial Tailwind Enterprise: $149/user/month - Free Trial Tailwind Unlimited: $199/user/month
Q. What are the main features of Tailwind?
Tailwind offers the following features:
- Accounts receivable & payable management
- Automated commission management
- Carrier Portal - allow carriers to see available loads & pay
- Claims/incidents/accident tracking
- Complete quote & order system
- Customer & carrier rate history
- Customer Portal - give customers access to shipment status
- Customer Record imports + POD import tool
- Customer and vendor database
- Customer rate tables
- Customizable quotes
- Dispatch & shipment tracking system
- Equipment maintenance tracking
- Fuel bill importing
- IFTA mileage calculation & tracking
- Integrate with QuickBooks
- Locations and route management
- Quick templates for order and quotes
- QuickBooks Online
- QuickBooks Online integration
- Self Serve Customer and Carrier portals
- Tailwind POD Complete Mobile App
- Task & alert notification system
Q. Who are the typical users of Tailwind?
Tailwind has the following typical customers:
Small Business, Large Enterprises, Mid Size Business
Q. What languages does Tailwind support?
Tailwind supports the following languages:
English
Q. Does Tailwind support mobile devices?
Tailwind supports the following devices:
Android, iPhone, iPad
Q. What other apps does Tailwind integrate with?
Tailwind integrates with the following applications:
Google Maps, Hootsuite, QuickBooks Online Advanced, Rippling
Q. What level of support does Tailwind offer?
Tailwind offers the following support options:
FAQs, Knowledge Base, Phone Support, Video Tutorials, Online Support
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