Tailwind Transportation Software Testimonials

Tailwind provides award winning web-based transportation management software for for companies who both operate trucks and broker loads. Take a look at what they have to say.

Naked Lady Trucking logo

Tailwind is easy to use and very pleasant to look at (which is important if you have to stare at it for several hours a day). However, the true strength of this offering comes from the company's dedication to making sure that you understand how to use and get the most out of it. Everyone I have talked to there is super pleasant and eager to help. Other software companies just hand it to you and say, figure it out and let us know if you need anything. Not Tailwind. They want to make sure that the software is a good fit for you and will do back flips to make sure you get what you need. 

Daniel L., Director of Operations, Naked Lady Trucking LLC

Orangedale Transportation logo

"I went through an extensive TMS review when starting my own freight brokerage. After my evaluations, I found that 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 while traveling. They have a great customer portal that allows customers to log in and see the status of their shipments live, which saves a ton of time and makes communication easier. Customers have told me that our TMS is better than companies 100 times our size. Choosing Tailwind TMS was one of the best decisions I have made."

Jason Dembow, President, Orangedale Transportation


“If we have a technical problem your support team helps us immediately and our issues are resolved. I have enjoyed the stability of your support team; Mark, Sandy, and EG are all great at their jobs and walk us through to the answers we require. Working with Tailwind will enable me to get my Trucking business to the next level of success.”

Kevin A., Vice President, Target Transportation

AT Cargo logo

"[Tailwind] fits our needs as a small, growing truck company. I know that if I have a question or a concern that I can count on the Tailwind team to help me. We have been successful to date and are now growing quickly. Muchas Gracias!"

Natalia S., AT Cargo


“We were able to adapt the Tailwind platform with ease and the learning curve was short. System has a lot of functionality and the support by their staff is excellent! Greatly enhanced our capability to manage our transportation services. I would definitely recommend Tailwind!”

Kevin J., RLS Global, Inc.


“Tailwind is very user friendly and has customizable features that can be done at the user level or through their support network. Run into an issue? Just call or email their support team, responses are always quick and solutions just as good.

John T., ATS Logistics


“Tailwind is easy to use, and very compatible with our needs. The support staff is helpful. We have had great business success with Tailwind.”

Travis A., Operations Manager, Western Heavy Haul


“This system is great. It is fairly easy to learn and has lots to offer. The Driver Pay Wizard is very handy for my department. I am able to immediately determine if PRO#s have or have not been paid to a driver. My old method was to look through every check they have received from us! Customer support is always there to help!”

Dana N., A&J Transportation


“Tailwind can accommodate our diversity and effectively track our customized orders and equipment. Tailwind allows for smooth work processes and efficiency with minimal staffing requirements, allowing for greater profitability. The system and execution are simple and very user-friendly.”

Danita M., Logistics Manager,  Team Transport Group


“Tailwind has made our daily routine much easier and efficient. Tracking equipment, payables and receivables, as well as, sending orders and quotes is quite simple. Tailwind’s support department is good, anytime we have a problem we are able to get answers promptly. I did a little bit of training with Tailwind’s trainer, but I mostly learned how to use the system by navigating through it on my own. I found it easy to use, it made sense to me.”

Handeep S., Trans-Logic Truck Lines


“We broker in our business, and had [demoed] several other transportation management systems. The other programs did not fit all of our business needs. Tailwind makes our work more efficient so that fewer mistakes are made. Once we enter in our information we can see the process from quotation right through to billing. Tailwind has helped our business to grow and become more profitable.”

Pam L., General Manager, Universal Freight & Transportation Inc.


“Tailwind is awesome from top to bottom. The software saves us an incredible amount of time - our dispatch process has become streamlined. We were an old company that was resistant to change and are extremely grateful to have found Tailwind. The training and support has exceeded our expectations. The training was the key to being able to use this system. I would recommend Tailwind over the alternatives, no hesitations.”

Mark A., President, MAC Freight Services


“The old software we were using was very tedious and I never heard back from their support department when I needed help. With Tailwind I can punch in 5 dispatches in less than 15 minutes - it used to take me an hour. Tailwind’s support department is incredible - they call me directly instead of sending me emails, making it easier for this old dog to learn new tricks.”

Jim L., Woody’s Trucking


“The software is easy to understand and provides all TMS functions from dispatch, AP, AR, to account management reporting. It has some nice features due to its integration with mileage programs, posting sites, and reporting. Tailwind supports multiple users and most importantly works using multiple currencies for CDN and USD.

Greg D., VP Sales and Operations, SPI International Transportation


“This is a very user friendly program. Tailwind provides excellent support and is willing to work to meet your needs.

I would recommend this program to anyone who is interested in have a user friendly program and a support staff second to none. The cream of the crop as far as support goes. I have never experienced anything as good.”

Dean V., Sunfire Transport

“All of our information is easily and readily available to us with pinpoint accuracy. Our customers are happier, more informed and better taken care. We do not misplace or lose orders anymore and that has saved us time and money. The ability to sync to our accounting makes our accountant's job easier."

 Jamie P., Polar Express


“I have had a great experience with the software. The staff is very responsive and would gladly be able to train me on anything I need to know.”

Ryan V., Available Trade International


“The technical support is thorough, responsive and helpful at Tailwind.”

Tom O., EMH Transportation LLC


“Lynda is our trainer from Tailwind. Lynda is extremely knowledgeable and every time we needed something, she would try to resolve our problems right away. We could not ask for any better trainer than her.”

Betty Y., Controller, RPM Expedite

“Very user friendly, very simple and easy to find information. I can get information from 3-4 years from using the system about driver, power units, trailers, customers, vendors etc…”

Balihar M., Sam-X Logistics


“Over the last few years, Tailwind’s employees continue to value me as if I was their only customer. Your team’s ability to reconfigure your programs functionality has separated you from your competition by a country mile.”

– Justin D., Cassidy’s Transfer & Storage Ltd.


“We needed a system to make confirmation sheets and were using pen and paper to run our business.  The [Tailwind] program was super easy to learn on our own. It was extremely self-explanatory. If I had a question, I got an answer from your support department and your trainer within 1-2 hours. Tailwind stayed in touch with me regularly. I never felt alone in learning how to use the system. Now our business is more organized and I can work from home when I need to.”

Kourtney H., Seven Oaks


“Tailwind has grown and it shows.  Your customer service is incredible.  Our old system was DOS based and when we upgraded our computers we needed to get a new Transportation Management System.  The system is continually adapting to our evolving business needs.”

Roxanne L., HR & Accounts Payable, Specialized Equipment Systems


The software is good for tracking shipments and for the visibility it provides... Anyone in the office can pull up orders and dispatches and know exactly what is happening. I appreciate that [Tailwind] get back to us promptly, within the same business day, and that they have a great way to connect with us on an interpersonal level. The software is easy to learn. The support department is great at explaining the system to us in plain language that we can understand.”

Mitchie E., Keene Freight Logistics


“I easily completed integration and worked efficiently from day one. Tailwind has developed a very powerful platform for any size business.

Their customer support live chat that stays with you on each screen is amazing. It’s as good as having an in-house IT department.

The way the system operates and the access to training videos, makes onboarding new employees a snap. Lynda is the dedicated trainer and she rocks!”

Bob K., XLENT Industries


“We have been very pleased with our decision to implement TAILWIND as our primary operations and tracking software. As a distribution / warehousing business with three locations stretching from coast to coast, our information has to be available to all locations. TAILWIND’s software has allowed us to centralize all of our information into one database, with up-to-date tracking information available at all times. Our customers are able to access the tracking system and feel confident about the information in front of them. We would proudly recommend TAILWIND software without hesitation!”

Chris W., Gateway Distribution


“Before Tailwind, everything was handled by pen and paper. That did the trick while we were small, but we knew we needed a good system to help us grow. 

Tailwind is a crucial part of our business. It helped us grow. Paying owner operators and keeping track of everything would be impossible without Tailwind.

The software itself is great, but more importantly, the training and support is superb. Tailwind has always been there to help us from the beginning, and I would recommend it to every trucking business out there.”

Pardeep A., CEO, Triple Eight Transport

“Tailwind has been a wonderful company to work with! As a specialized transportation company, it was very difficult to find a software program to fit our dispatch, accounting, and maintenance needs without breaking the bank. The support team is very responsive and always finds an answer to our problem. We are thankful that we chose Tailwind!”

Tiffany M., Operations Manager, Precision Heavy Haul, Inc.

“Tailwind provides a clear board that uses a variety of colours and headings to make it easy to read and offers a great deal of information. The setup of the program is straightforward, allowing for smooth work processes. They also have excellent customer support services with representatives who are able to explain things in a manner that is easy to understand. Overall, I would recommend this program to any dispatch in the industry.”

Sarah R., Campbell Freight Inc

“We have been using Tailwind since 2005 and could not be happier. This program has increased our efficiency. The training was convenient and easy. They are very friendly and always answer any questions that we have. The system is very user friendly. It is so easy to enter new orders, make corrections, research and do invoicing. We also like how easy it is to look up the company financial sales, cost and receivables. We highly recommend this program; it has been a number one tool for us.”

Ron T., Delaware Dist

“I just want to thank you for everything you’ve done for us. I feel like sometimes I can really be a real pain in the butt but you always come through. I just wanted to personally thank you for your excellent customer service. Thanks again”

Tarine M., Ten Berge Transportation

“Tailwind has given us greater visibility into our dispatch and invoicing, as well as our daily operational challenges. It is extremely rewarding to work with a company that has such exceptional customer service”

Lea B., Dispatch Manager, Moonlight Freight

“I could not be happier with the service I’ve received. You supplied me with a great product years ago and it just keeps getting better. I regularly recommend Tailwind to others.” 

Mike K., Owner, MSK Transport