--- title: "Tailwind TMS Reviews, Pros and Cons - 2026 Software Advice" description: "Reviews of Tailwind TMS. Learn how real users rate this software's ease-of-use, functionality, overall quality and customer support. Talk to our advisors to see if Tailwind TMS is a good fit for you!" source_url: "https://www.softwareadvice.com/scm/tailwind-transportation-profile/reviews/" page_type: "reviews" language: "en" --- 1 million+ businesses helped. Get advice Get Free Advice [Home](https://www.softwareadvice.com/) / [Transportation Management Software](https://www.softwareadvice.com/scm/transportation-management-software-comparison/) / [Tailwind TMS](https://www.softwareadvice.com/scm/tailwind-transportation-profile/) / Tailwind TMS Reviews Software Advice offers objective insights based on verified user reviews and independent product and market research. When our advisors match you to a software provider, we may earn a referral fee. [Overview](https://www.softwareadvice.com/scm/tailwind-transportation-profile/) Reviews [Alternatives](https://www.softwareadvice.com/scm/tailwind-transportation-profile/alternatives/) # Tailwind TMS User Reviews ## Reviews summary - Overall rating: 4.2/5 - Total reviews: 97 ### Secondary ratings - Ease of use: 4.2/5 - Customer support: 4.5/5 - Value for money: 4.2/5 - Functionality: 4/5 ### Rating distribution - 5 stars: 50 reviews (52%) - 4 stars: 31 reviews (32%) - 3 stars: 10 reviews (10%) - 2 stars: 2 reviews (2%) - 1 star: 4 reviews (4%) ### Most mentioned pros - We love the ability to follow a load from it's creation, to dispatch, to invoice and remit of invoice. - 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. - 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. ### Most mentioned cons - Customer service is almost non existent they want you to go to a [portal now set up a account and send in requests for service that way. - Its stalling more and more and we have to refresh 15-20 times a day just always waiting for it to go to next step very slow. - Based on the internet connection sometimes it slow to load the information on the page or top open a file ## Tailwind TMS customer reviews Showing reviews 1-25 of 97 (page 1). ### Do not recommend - Overall rating: 1/5 - Reviewer: Francois D. - Verified reviewer: Yes - Industry: Logistics and Supply Chain - Company size: 2-10 employees - Product usage: Used daily for more than 2 years - Reviewed: August 2025 - Review source details: This review was submitted organically. No incentive was offered #### Ratings breakdown - Ease of use: 4/5 - Value for money: 1/5 - Customer support: 1/5 - Functionality: 3/5 #### Pros Friendly user, easy setup, cloud based TMS system. Clean and effective system. Easy to use and train new staff to use. #### Cons Ever since Tailwind was sold to a US based company, the support is almost unexistent. We sometimes have to wait over 24 hrs only to get an answer, sometimes up to a week to get resolution. As an example, Vendor pay list has not been working for 48hrs, therefore unable to pay my carriers. Very frustrating. Planning to change to another TMS system very soon. --- ### Transportation Software for an Auto Auction - Overall rating: 4/5 - Reviewer: Frank L. - Verified reviewer: Yes - Industry: Automotive - Company size: 51-200 employees - Product usage: Used daily for less than 12 months - Reviewed: December 2020 - Review source details: This reviewer was invited by us to submit an honest review and offered a nominal incentive as a thank you. 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. #### Ratings breakdown - Ease of use: 4/5 - Value for money: 4/5 - Customer support: 5/5 - Functionality: 3/5 #### 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. #### Reasons for choosing Tailwind TMS Tailwind was the most comprehensive App on the market that I researched. I did over a dozen webinars with different companies and I finally settled on Tailwind. It's not perfect, but it has a lot of advantages for our company and industry. #### Reasons for switching to Tailwind TMS The towbook app was great except that we couldn't clearly distinguish from pickups and deliveries. It was only $200 a month. Sometimes the App would crash holding our work hostage for an entire day. #### Vendor response 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! Replied December 2020 --- ### Operation Manger and lead dispatch - Overall rating: 1/5 - Reviewer: Martin - John S. - Verified reviewer: Yes - Industry: Logistics and Supply Chain - Company size: 11-50 employees - Product usage: Used daily for less than 12 months - Reviewed: December 2024 - Review source details: This review was submitted organically. No incentive was offered Originally hey this is pretty good but since there so called update or new platform its gone to crap. Getting service is terrible def wouldn't recommend it to anyone anymore #### Ratings breakdown - Ease of use: 1/5 - Value for money: 1/5 - Customer support: 1/5 - Functionality: 2/5 #### Pros Originally pricing was decent and they had great customer service till platform changed here around October or so now its just crap save yourself the headaches avoid product #### Cons Customer service is almost non existent they want you to go to a [portal now set up a account and send in requests for service that way. Terrible option took a decent product right down to crapper when they did this. Its stalling more and more and we have to refresh 15-20 times a day just always waiting for it to go to next step very slow. --- ### Using Tailwind - Overall rating: 5/5 - Reviewer: Peter K. - Verified reviewer: Yes - Industry: Transportation/ Trucking/ Railroad - Company size: 11-50 employees - Product usage: Used daily for more than 2 years - Reviewed: November 2020 - Review source details: This reviewer was invited by us to submit an honest review and offered a nominal incentive as a thank you. 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. #### Ratings breakdown - Ease of use: 5/5 - Value for money: 5/5 - Customer support: 5/5 - Functionality: 5/5 #### 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. #### Reasons for switching to Tailwind TMS Gain the ability to track our loads and as well as our drivers. The POD features are important as well. #### Vendor response Hi Peter, thank you for the review. Our new Unlimited tier that we launched in September includes API web-hooks which might help. Replied December 2020 --- ### Love this Software - Overall rating: 5/5 - Reviewer: Jane G. - Verified reviewer: Yes - Industry: Transportation/ Trucking/ Railroad - Company size: 11-50 employees - Product usage: Used daily for less than 6 months - Reviewed: November 2020 - Review source details: This reviewer was invited by us to submit an honest review and offered a nominal incentive as a thank you. We switched our TMS system and had so many problems. Finally, after 4 months we switched to Tailwind...and we have never looked back. It's been nothing but a positive experience! The bottom line is they overpromised and underperformed! #### Ratings breakdown - Ease of use: 5/5 - Value for money: 5/5 - Customer support: 5/5 - Functionality: 5/5 #### Pros User friendly. It is very easy to use. And when I can't figure something out, support is right there to help me! It is also affordable! #### Cons Honestly, there is nothing about Tailwind I don't like. #### Reasons for choosing Tailwind TMS Tailwind seemed to be the one that would most meet our needs. #### Reasons for switching to Tailwind TMS There are too many problems to list them all. Invoices were never received by customers; paying settlements and payroll was complicated and difficult to be sure of accuracy, and so much more #### Vendor response Hi Jane, we appreciate your review! Replied December 2020 --- ### Product quality - Overall rating: 3/5 - Reviewer: Richard A. - Verified reviewer: Yes - Industry: Transportation/ Trucking/ Railroad - Company size: 51-200 employees - Product usage: Used daily for more than 2 years - Reviewed: December 2020 - Review source details: This reviewer was invited by us to submit an honest review and offered a nominal incentive as a thank you. For our current size, it has checked the most important boxes. Critical Dispatch, billing, AR mgmt functions are covered for the most part. If we continue our growth we will have to migrate to a different platform without some developments on Tailwinds side. For reference, our we are a 45 truck fleet. #### Ratings breakdown - Ease of use: 3/5 - Value for money: 5/5 - Customer support: 3/5 - Functionality: 3/5 #### Pros Easy to navigate. Web based platform. Reasonably committed to product improvement and feedback from end users. #### Cons Lacking integrations with outside vendors (specifically ELD platforms, EDI platforms, Load boards and tracking softwares). POD complete app is functional, but has issues with format and size of file when transferring to customers for invoicing. Seems like they could partner with a transflo or some other software that already has the software built to strengthen their offering. No admin app for viewing platform on tablet/phones. Reporting could use some adhoc capabilities. #### Reasons for choosing Tailwind TMS Price, ease of use, ease of transition. #### Reasons for switching to Tailwind TMS Previous platform was outdated, did not offer sufficient AR tracking capabilities, no ability to capture and transmit BOLs/PODs. #### Vendor response Hi Richard, Thanks for your review and the feedback! Our recent partnerships with Kleinschmidt (EDI), EZ-Track and Trucker Tools (tracking) should help address some of your integration needs, and there's also an upcoming integration with Samsara (ELD) that will be announced officially soon! And there are more integrations slated for 2021 :-) Replied December 2020 --- ### NOT happy with support! - Overall rating: 2/5 - Reviewer: Katherine B. - Verified reviewer: Yes - Industry: Transportation/ Trucking/ Railroad - Company size: 2-10 employees - Product usage: Used daily for less than 6 months - Reviewed: November 2020 - Review source details: This reviewer was invited by us to submit an honest review and offered a nominal incentive as a thank you. i am not happy with it. I think it is super expensive for the service we are getting! #### Ratings breakdown - Ease of use: 2/5 - Value for money: 1/5 - Customer support: 1/5 - Functionality: 2/5 #### Pros At the beginning I liked the ease of use and the customer service however over the past month, I have been VERY unhappy with the software. *Customer support is AWFUL! I tried to get them to call me over a serious issue and they wouldn't call me back and then another time i had to wait an hour *Issues with printing cheques, this is wasting alot of my time, it is taking me 10 times longer than it did with my previous system #### Cons the "accounting side" of the system, it doesn't work at ALL! customer service #### Reasons for switching to Tailwind TMS Thought your system had more functions and easier to use but it turns out it does in some areas but others, it's AWFUL! #### Vendor response Hi Katherine, I'm disappointed to hear about the apparent poor service you report to have received from Tailwind. We do really pride ourselves on providing prompt and full support - which is why we keep it in-house rather than offshoring. I have reviewed the latest set of conversations you have had with the Tailwind Support team, and it appears that a solution for your issues has been found (and thank you for the latest 'Amazing' conversation rating you provided!). That said - our goal at Tailwind is to provide you with a transportation management system that will allow you grow your business - and ideally, give you a bit more time at the end of your day) - so if you do require additional support - please do reach out (support@tailwindtms.com; 1-866-441-0441). Replied December 2020 --- ### Tailwind TMS is the best you will find and love !!!! - Overall rating: 5/5 - Reviewer: Djuro K. - Verified reviewer: Yes - Industry: Transportation/ Trucking/ Railroad - Company size: 11-50 employees - Product usage: Used daily for free trial - Reviewed: January 2021 - Review source details: This review was submitted organically. No incentive was offered Great software, but just that driver app needs work. #### Ratings breakdown - Ease of use: 5/5 - Value for money: 5/5 - Customer support: 5/5 - Functionality: 5/5 #### 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. --- ### Best TMS Software - Overall rating: 5/5 - Reviewer: Jason D. - Verified reviewer: Yes - Industry: Transportation/ Trucking/ Railroad - Company size: 2-10 employees - Product usage: Used daily for more than 2 years - Reviewed: November 2020 - Review source details: This reviewer was invited by us to submit an honest review and offered a nominal incentive as a thank you. This software allows us to keep track of shipments, send out rate confirmations and even invoice customers all through the same easy to use application. #### Ratings breakdown - Ease of use: 5/5 - Value for money: 5/5 - Customer support: 5/5 - Functionality: 5/5 #### Pros This software is so easy to use and intuitive. It can be used anywhere and has the features that other softwares charge 10+x the amount for. #### Cons Each new device you use the software on, you have to reset the setting, but not something that happens very often. Minimal cons to this software. #### Vendor response Hi Jason, thanks for the great review! Replied December 2020 --- ### Tailwind Review - Overall rating: 5/5 - Reviewer: Daniel T. - Verified reviewer: Yes - Industry: Import and Export - Company size: 11-50 employees - Product usage: Used daily for less than 12 months - Reviewed: January 2019 - Review source details: This reviewer was invited by the software vendor to submit an honest review. great TMS , it can handle my loads very easy, is the only software that I know , than can handle an international load, taking a mexican carrier, with their own trailer number, involve a wharehouse , transload the product to a US carrier with a different trailer number , and give you the avaibility to track the load in one single order, not just that, it also provide indivual instructions and BL for each party, and receive the invoice for each carry involve so payments for each of them can be done with the proper administration, and for you customer can get togther all this job and send them just one invoice for the all service... this TMS is great #### Ratings breakdown - Ease of use: 5/5 - Value for money: 5/5 - Customer support: 5/5 - Functionality: 5/5 #### Pros Is very flexible and you are able to creat the orders as you want #### Cons Traying to get automatic commsion payments for your personel can be tricky but once you get it done works great #### Vendor response Thanks Daniel - we appreciate the feedback! Replied January 2019 --- ### End User - Overall rating: 4/5 - Reviewer: Paul S. - Verified reviewer: Yes - Industry: Logistics and Supply Chain - Company size: 2-10 employees - Product usage: Used daily for more than 2 years - Reviewed: December 2021 - Review source details: This reviewer was invited by us to submit an honest review and offered a nominal incentive as a thank you. #### Ratings breakdown - Ease of use: 5/5 - Value for money: 5/5 - Customer support: 5/5 - Functionality: 4/5 #### Pros The software is straight forward and easy to use. #### Cons Not enough customization is available. There are a few features that I would like to be able to customize, that I am not able to. --- ### Usage - Overall rating: 3/5 - Reviewer: Brian S. - Verified reviewer: Yes - Industry: Transportation/ Trucking/ Railroad - Company size: 2-10 employees - Product usage: Used daily for less than 2 years - Reviewed: December 2020 - Review source details: This reviewer was invited by us to submit an honest review and offered a nominal incentive as a thank you. #### Ratings breakdown - Ease of use: 1/5 - Value for money: 2/5 - Customer support: 5/5 - Functionality: 4/5 #### Pros I used the old version, much more user friendly. This package is very difficult to use. #### Cons not user friendly, too many obstacles at every corner. #### Reasons for choosing Tailwind TMS Used it at another brokerage, (old version). This new version is bad #### Vendor response Hi Brian, thanks, the feedback! We're sorry to hear you're having troubles switching from the on-premise to online Tailwind TMS. While switching to a new system is rarely easy, we do offer in-app support, free online training sessions and demos, and even free 1-1 'health-checks' to make sure you're able to get the most of the software. Replied December 2020 --- ### Good value for money - Overall rating: 5/5 - Reviewer: Andrew M. - Verified reviewer: Yes - Industry: Transportation/ Trucking/ Railroad - Company size: 51-200 employees - Product usage: Used daily for less than 2 years - Reviewed: November 2020 - Review source details: This reviewer was invited by us to submit an honest review and offered a nominal incentive as a thank you. If you are on the go all the time, since Tailwind is web based, you can login on your laptop when on the road. Tailwind offers a paperless environment. #### Ratings breakdown - Ease of use: 4/5 - Value for money: 5/5 - Customer support: 5/5 - Functionality: 4/5 #### Pros I like the fact that we can use multiple currency. This makes it easy to do business with both American and Canadian customers #### Cons When you create a LTL shipment with different skid dimensions, you are unable to input the different sizes #### Reasons for choosing Tailwind TMS Good product, good customer support. #### Vendor response Hi Andrew, thank you for taking the time to leave us a review! Replied December 2020 --- ### Tailwind TMS Performs - Overall rating: 5/5 - Reviewer: Carmine I. - Verified reviewer: Yes - Industry: Transportation/ Trucking/ Railroad - Company size: 2-10 employees - Product usage: Used daily for more than 2 years - Reviewed: November 2020 - Review source details: This reviewer was invited by us to submit an honest review and offered a nominal incentive as a thank you. VERY GOOD experience overall. I won't even look at others for now. #### Ratings breakdown - Ease of use: 4/5 - Value for money: 5/5 - Customer support: 5/5 - Functionality: 5/5 #### Pros Easy to install, easy to use, great customer service. #### Cons Making changes to dispatches. Has to be done in multiple places. #### Vendor response Hi Carmine, thanks for the review and feedback, we hope you continue to have a good experience with the software! Replied December 2020 --- ### Rouge River Trans Aaron - Overall rating: 3/5 - Reviewer: Aaron S. - Verified reviewer: Yes - Industry: Transportation/ Trucking/ Railroad - Company size: 501-1000 employees - Product usage: Used daily for less than 2 years - Reviewed: November 2020 - Review source details: This reviewer was invited by us to submit an honest review and offered a nominal incentive as a thank you. Its not horrible but i wouldn't recommend #### Ratings breakdown - Ease of use: 1/5 - Value for money: 5/5 - Customer support: 4/5 - Functionality: 1/5 #### Pros software can use from any computer pretty inexpensive no upfront fee #### Cons to many steps to do simple task ( copy orders) wont let you set a new pickup number or customer order number from copy screen) runs very slow for no reason #### Reasons for switching to Tailwind TMS wanted cloud #### Vendor response Hi Aaronwe're continuously updating the software to ensure it speeds up user workflows so appreciate your feedback! Replied December 2020 --- ### Robust trucking software that is pleasant to look at with great customer support - Overall rating: 4/5 - Reviewer: Daniel L. - Verified reviewer: Yes - Industry: Transportation/ Trucking/ Railroad - Company size: 2-10 employees - Product usage: Used other for less than 6 months - Reviewed: April 2018 - Review source details: This reviewer was invited by us to submit an honest review and offered a nominal incentive as a thank you. Aesthetics was a huge consideration, and who ever designed this software had feng shui in mind, great to look at! #### Ratings breakdown - Ease of use: 4/5 - Value for money: 4/5 - Customer support: 5/5 - Functionality: 5/5 #### Pros You will appreciate the customer support you receive with this software. Tailwind is easy enough to use and very pleasant to look at (which is important if you have to stare at this software 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 the software and get the most out of it. They have great training videos, and you can set up a personal training session. 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 generally 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. The tip about using multiple browser tabs with different pages of the software open to quickly move between sections, while obvious once you use it, was a great idea I didn't initially think of. #### Cons It's a bit expensive for a smaller company, but as you grow, they can be flexible with adding features/users for a discount. --- ### Great Software - Overall rating: 5/5 - Reviewer: Al Z. - Verified reviewer: Yes - Industry: Transportation/ Trucking/ Railroad - Company size: 2-10 employees - Product usage: Used daily for less than 2 years - Reviewed: November 2020 - Review source details: This reviewer was invited by us to submit an honest review and offered a nominal incentive as a thank you. Very good software #### Ratings breakdown - Ease of use: 4/5 - Value for money: 5/5 - Customer support: 5/5 - Functionality: 5/5 #### Pros Ease of use and that we can access from anywhere - web based #### Cons Processing deposits - When crediting short pays or over payments. #### Reasons for switching to Tailwind TMS Looking for a web based program #### Vendor response Hi Al, thanks for taking the time to leave us a review and feedback! Replied December 2020 --- ### Dispatcher Tailwinds - Overall rating: 4/5 - Reviewer: Harmun J. - Verified reviewer: Yes - Industry: Transportation/ Trucking/ Railroad - Company size: 2-10 employees - Product usage: Used daily for less than 12 months - Reviewed: December 2021 - Review source details: This reviewer was invited by us to submit an honest review and offered a nominal incentive as a thank you. #### Ratings breakdown - Ease of use: 4/5 - Value for money: 4/5 - Customer support: 5/5 - Functionality: 3/5 #### Pros I really like the POD app. Drivers dont have to send emails or let us know when they check in or check out. The app takes care of all of that. Keeps our customers informed as well which is great #### Cons Can't add extra stops without adding additional shipments --- ### User friendly and highly functional hosted TMS - Overall rating: 5/5 - Reviewer: Simon T. - Verified reviewer: Yes - Industry: Transportation/ Trucking/ Railroad - Company size: 2-10 employees - Product usage: Used daily for less than 6 months - Reviewed: December 2018 - Review source details: This reviewer was invited by the software vendor to submit an honest review. I was up and poking around the system within a day. Tailwinds set me up with live training webinars which gave me a good tour of the system functionality. There are more (free) in-depth webinars available which I haven’t taken yet, but the system is so intuitive and easy to use that I haven't felt the need to. Data is easy to export to work in spreadsheets. Forms are all there like invoices, bol, etc... Tech support is very responsive and easy with the the online chat and phone. #### Ratings breakdown - Ease of use: 5/5 - Value for money: 4/5 - Customer support: 5/5 - Functionality: 4/5 #### Pros I was able to setup my new Freight brokerage business and be up and running with my first loads within a week of getting setup on Tailwinds. #### Cons I wish is was more customizable. Specifically the email forms from the system. Being able to customize email subject lines with data variables, etc.. --- ### Overall, I would recommend this program to any dispatch in the industry. - Overall rating: 4/5 - Reviewer: Sarah R. - Product usage: Used unspecified for unspecified - Reviewed: May 2009 - Review source details: This review was submitted organically. No incentive was offered Overall, I would recommend this program to any dispatch in the industry. It is a very user friendly system that provides all the necessary information to complete the required daily processes. #### Ratings breakdown - Ease of use: 4/5 - Customer support: 5/5 #### Pros Tailwinds 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. The error popups provide a clear explanation of the problem so you know where and how to correct the error. They also have excellent customer support services with representatives who are able to explain things in a manner that is easy to understand. Overall, it is very user friendly. #### Cons The warnings can cause an inconvienence when they continuously popup everytime something is resaved. In addition, refreshing the screen can take a great deal of time in the receivables section. --- ### Great Software Very User Friendly - Overall rating: 5/5 - Reviewer: steve k. - Industry: Transportation/ Trucking/ Railroad - Company size: 11-50 employees - Product usage: Used daily for less than 6 months - Reviewed: January 2017 - Review source details: This review was submitted organically. No incentive was offered Just got off the phone with rep and I wanted let everyone at Tailwind know how impressed we are with your system. This is the most user friendly and customizable software we have looked at. You are headed in the right direction because not everyone does it the same and you have created your software with that understanding in mind. Thanks for all the hard work and listening to our ideas and being able to make those ideas work. #### Ratings breakdown - Ease of use: 5/5 - Value for money: 5/5 - Customer support: 5/5 - Functionality: 5/5 #### Pros They have simplified the settings to the point you can customize it to fit your business whether its asset based or brokerage or owner operators #### Cons I have not found anything i dont like they have addressed all our concerns and adjusted their software to fit us --- ### Very pleases with the classes and satified with Tailwind - Overall rating: 5/5 - Reviewer: Gretchen H. - Product usage: Used unspecified for unspecified - Reviewed: June 2016 - Review source details: This review was submitted organically. No incentive was offered The training classes were informative and Lynda thoroughly answered all of my questions. I am very new to the transportation industry - Lynda took the time to explain the terminology to me so I have a better understanding of the industry in general and my business specifically. The program is fairly easy to understand once you go to training and if you access Lynda to have a private session. The program absolutely saves me time by helping me to get organized with my tasks. I deal with the accounting side of the business and because Tailwind has a colour coding system in place, I am able to see what invoices are due ahead of time. I will be able to get my invoices in and out ON TIME. My staff in the Dispatch side of the business tell me that Tailwind has really helped them to do their jobs well. Lynda, has a very nice demeanour and voice so she is not only knowledgeable but also very easy to listen to. Gretchen Hayes, Reliable Source Logistics Account Manager #### Ratings breakdown - Ease of use: 5/5 - Customer support: 5/5 --- ### We made the transition from a custom DOS program to Tailwind last year 2015 - Overall rating: 5/5 - Reviewer: Roxanne L. - Product usage: Used unspecified for unspecified - Reviewed: February 2016 - Review source details: This review was submitted organically. No incentive was offered Our old system was DOS based and when we upgraded our computers we needed to get a new Transportation Management System. After a year of using Tailwind, I feel like I understand how to use the system, I can get help when I have a problem and I have the ability to cross-train with my staff so the system is continually adapting to our evolving business needs. In just 1 year Tailwind Support has grown and it shows. As a Platinum customer, when I call in with a technical issue, your support team answers the phone promptly and logs into my system to help me. They can see my screen, I love learning and your support team helps teach me how to tackle my software issues. Customer service is better than ever. I would recommend to all of your customers to choose a Platinum level Maintenance and Support Plan. #### Ratings breakdown - Ease of use: 5/5 - Customer support: 5/5 --- ### Great software for start up trucking companies - Overall rating: 5/5 - Reviewer: Amardeep S. - Verified reviewer: Yes - Industry: Transportation/ Trucking/ Railroad - Company size: 2-10 employees - Product usage: Used daily for less than 6 months - Reviewed: November 2020 - Review source details: This reviewer was invited by us to submit an honest review and offered a nominal incentive as a thank you. #### Ratings breakdown - Ease of use: 4/5 - Value for money: 5/5 - Customer support: 5/5 - Functionality: 4/5 #### Pros You can really save a tonne of time and effort by using Tailwind to it's full advantage. Easy to use and great to stay organized #### Cons It can be a bit slow and glitchy at times #### Vendor response Hi Amardeep, thanks for your review! Replied December 2020 --- ### excellent. always there when we need them. - Overall rating: 5/5 - Reviewer: Jag N. - Product usage: Used unspecified for unspecified - Reviewed: November 2015 - Review source details: This review was submitted organically. No incentive was offered Jag Nahal Owner of Manney Transport: Tailwind is a huge part of running our business and a necessary tool for all companies who handle varying types of loads. We specialize in local, flat bed, intermodal, and long haul loads, they are all different. Tailwind is easy to customize making it efficient for us to track our loads including the multiple picks and drops we need to follow. I know that dry van and reefer load tracking is just as strong within Tailwind. We also are able to track and complete all our accounting functions, which is invaluable and necessary for any company. I've never had a complaint with the ability, and availability to receive support when learning a new feature or adding to the vast capabilities of Tailwind. #### Ratings breakdown - Ease of use: 5/5 - Customer support: 5/5 ## More reviews [Next reviews](https://www.softwareadvice.com/scm/tailwind-transportation-profile/reviews/?page=2) --- Tailwind TMS Reviews, Pros and Cons - 2026 Software Advice