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Tailwind TMS Logo
Tailwind TMS

Web-based trucking & freight broker software for SMBs

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(8)

Tailwind TMS Reviews

Overall rating

4.3

/5

96

Rating criteria

  • Value for money
  • Ease of use
  • Features
  • Customer support
  • Likelihood to recommend8.09/10

Reviews by rating

Pros and cons

The support team is responsive and appropriately reactive. With respect to the program, it is organized and user friendly.
This has been a great asset to our business and we would not be where we are today without Tailwinds helpiong us with orders/invoices/AP/AR.
We are a 3rd party broker that needed a software to create load confirmations and Invoices. This software perfectly achieves that task and a good price.
The warnings can cause an inconvienence when they continuously popup everytime something is resaved.
The speed of the platform is incredible slow and at least every other day my colleague or myself have the website crash.
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.
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96 reviews

Recommended

PK
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Paul K.

Logistics and Supply Chain, 1-10 employees

Used daily for 2+ years

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support
  • Likelihood to recommend10/10

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Tailwinds Is a Game Changer!!!

Reviewed 2 years ago

This has been a great asset to our business and we would not be where we are today without Tailwinds helpiong us with orders/invoices/AP/AR

Pros

We found this programvery user friendly, and having an online based software is amazing, as well as Tailwinds Customer service. They are there for you at a moments notice because of their live chat option.

Cons

Some integrations with QuickBooks can be confusing. But once you get a feel for how the two programs work together it becomes easier

Vendor response

Hi Paul, thanks for your review! We are glad you found the software user friendly!

LS
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Lucy S.

Transportation/Trucking/Railroad, 11-50 employees

Used daily for 2+ years

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support
  • Likelihood to recommend8/10

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Cost Effective

Reviewed 2 years ago

Very nice person and good customer service. But frustrated when you lost some important features in the previous version and make it more difficult to track your operation result ; and they do not provide the option to generate a new report even if all the data are in the a table. However, if your business is not involved complexity transactions, the functions maybe good enough for you.

Pros

It is affordable software and customer service is good.

Cons

Week on software developer side. They make things ease out for themselves when transfer to the new version.

KB
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Katherine B.

Transportation/Trucking/Railroad, 1-10 employees

Used daily for less than 6 months

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support
  • Likelihood to recommend1/10

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NOT happy with support!

Reviewed 2 years ago

i am not happy with it. I think it is super expensive for the service we are getting!

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

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).

AB
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Andrew B.

Logistics and Supply Chain, 1-10 employees

Used daily for 2+ years

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support
  • Likelihood to recommend7/10

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Day to day operations

Reviewed 2 years ago
Pros

Tailwind for the price is very easy to use, easy to teach and operate.

Cons

Certain small features I wish could be customized. Such as the quantity description. The one option that it does not list which we use all the time is seats or cubes. Another option I would like to see is another check box when a driver is dispatched.

Vendor response

Hi Andrew, thanks for sharing your suggestions. As a software that continuously adds enhancements and updates to provide excellent experiences, we appreciate your feedback!

JS
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Jamil S.

Transportation/Trucking/Railroad, 11-50 employees

Used daily for 2+ years

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support
  • Likelihood to recommend10/10

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Best TMS for the Money

Reviewed a year ago

Great support team, helped immidiatly

Pros

Easy to use, does everything we need it to do

Cons

ALl is well, nothing bad that I can think of

Vendor response

Thanks for your feedback, Jamil! We are very pleased to hear that Tailwind met all of your needs and helped your business grow. Our team works hard to provide the best support and guidance in each interaction, so we are glad you have enjoyed your experiences and that we provided the help you needed promptly.

RW
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Ronald W.

Transportation/Trucking/Railroad, 11-50 employees

Used daily for 2+ years

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support
  • Likelihood to recommend10/10

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Overall review - Scotts transport

Reviewed 2 years ago

Overall the Tailwind software has been very easy to use, and trouble free. Tailwind staff as always been quick to respond to any problems and questions that have come up.

Pros

Software is very user friendly, and easy to work with , Implementation into to our organization was very smooth, and trouble free

Cons

would like to see ability to modify data in different modules

Vendor response

Hi Ronald, thanks for the feedback, we appreciate it!

JW
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Jeff W.

Transportation/Trucking/Railroad, 1-10 employees

Used daily for 1-2 years

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support
  • Likelihood to recommend7/10

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Tailwind Review

Reviewed 2 years ago

It gets the job done. Learning has been through application and no real upgraded training takes place.

Pros

Fairly intuitive to use. Once the basics are learned, it is straight forward.

Cons

There is no flexibility. For example, there is information I want every day that needs to be put into Excel and then pared down to what I require. Report ideas were submitted but nothing ever happened.

Vendor response

Hi Jeff, we appreciate your feedback! As our software continues to evolve, we are looking to implement more customer suggestions, thanks for the review!

JT
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JOHN T.

Transportation/Trucking/Railroad, 11-50 employees

Used daily for 2+ years

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support
  • Likelihood to recommend10/10

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Excellent TMS

Reviewed 7 years ago

Tailwinds 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.

Pros

We are continuously utilizing more and more of the components of the software every day. TW can be as small or as large a part of your TMS system as you want it to be.

Cons

No cons were added to this review

JO
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Jack O.

Transportation/Trucking/Railroad, 1-10 employees

Used daily for 2+ years

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support
  • Likelihood to recommend8/10

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Irish Review

Reviewed 2 years ago

I have been very pleased with Tailwind. Overall it is very user friendly and the staff is very responsive when I am needing assistance. It has all the features that we need as a 3PL user.

Pros

User Friendly, Integrations, adapting to our needs.

Cons

Quickbooks implementation, Speed of software at times.

Vendor response

Hi Jack, thanks for your review! We're glad to assist you!

AM
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Andrew M.

Transportation/Trucking/Railroad, 51-200 employees

Used daily for 1-2 years

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support
  • Likelihood to recommend10/10

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Good value for money

Reviewed 2 years ago

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.

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

Vendor response

Hi Andrew, thank you for taking the time to leave us a review!

SO
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Scott O.

Transportation/Trucking/Railroad, 1-10 employees

Used daily for 6-12 months

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support
  • Likelihood to recommend3/10

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Powerful Tool - And Slow

Reviewed 4 years ago

Lehmans terms could assist with training new people on the software.

Pros

It has a lot of bells and whistles which we find are useful, from payroll to Quickbooks integration. Support is responsive Monday - Friday.

Cons

Very slow, we used multiple browsers, Mac and Windows, in addition we have used several wifi points to ensure it was not our internet. We compared this TMS to some other online trials and these systems responded much better. Concern Tailwinds may be a thing of the past for us, we are a fast moving business and the product is becoming a thorn in our side.

Vendor response

Hi Scott. We are sorry to hear you are experiencing slowness with your application. I see that some adjustments were made to your system a few days ago which hopefully should have helped. Regardless, we will be in touch to help rectify the problem.

SA
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Sheila A.

Transportation/Trucking/Railroad, 1-10 employees

Used daily for 2+ years

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support
  • Likelihood to recommend9/10

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Tailwind TMS

Reviewed 2 years ago

It is easy to use.

Pros

I love that it integrates with QuickBooks Online. This makes it easy for our accounting side of operations.

Cons

Occasionally the drivers have problems seeing their load confirmation information. This mostly has to do with our owner/operators.

Vendor response

Hi Sheila, thank you for the review!

EK
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Erin K.

Logistics and Supply Chain, 1-10 employees

Used daily for 2+ years

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support
  • Likelihood to recommend10/10

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Great support, agile platform.

Reviewed 2 years ago
Pros

We love tailwind and have used it for several years. We would recommend this service to anyone looking for an affordable, highly functional TMS.

Cons

None! Tailwind is easy to use and fulfills all of our needs.

Vendor response

Hi Erin, Thanks for the great review, we appreciate it!

kj
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kevin j.

Transportation/Trucking/Railroad, 11-50 employees

Used daily for 2+ years

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support
  • Likelihood to recommend9/10

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Tailwind review

Reviewed 2 years ago

Very positive!

Pros

Helped us expand our business and provide customer data quickly. Easy to use and learn!

Cons

Didn't integrate with our accounting software. Sage.

Vendor response

Hi Kevin, we're happy to help you as your business grows!

RB
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Ricky B.

Transportation/Trucking/Railroad, 11-50 employees

Used daily for 1-2 years

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support
  • Likelihood to recommend7/10

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Review

Reviewed 2 years ago

This helps us in our day-day operations and provides a one-stop solution for operations and invoicing.

Pros

Ease of use, practical and intuitive interface.

Cons

Reporting features are inaccurate are do not seem to be getting fixed.

Vendor response

Hi Ricky, we appreciate your review and the feedback as we continuously look to make improvements to the software!

LB
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Lovepreet B.

Transportation/Trucking/Railroad, 11-50 employees

Used daily for 6-12 months

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support
  • Likelihood to recommend8/10

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Review

Reviewed 2 years ago
Pros

I like how easy it is to use the software, easy to navigate.

Cons

Sometimes the software is really slow and I have to reload a lot

Vendor response

Hi Lovepreet, thanks for your review and the feedback! We are sorry to hear you are having to reload the software at times. We are always updating our software to provide the best experience for our customers. Your issues have been brought to the attention of the development team to ensure adjustments will be made.

ST
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Simon T.

Transportation/Trucking/Railroad, 1-10 employees

Used daily for less than 6 months

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support
  • Likelihood to recommend10/10

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User friendly and highly functional hosted TMS

Reviewed 4 years ago

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.

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..

AK
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Ashveen K.

Transportation/Trucking/Railroad, 11-50 employees

Used daily for less than 6 months

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support
  • Likelihood to recommend10/10

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Review for TAILWIND TMS

Reviewed 7 months ago

Very satisfactory and easy to navigate around

Pros

Easy to find an order and create a dispatch and save the POD and BOL and enter the cost associated with the load

Cons

Based on the internet connection sometimes it slow to load the information on the page or top open a file

Vendor response

Hi Ashveen, thank you for your review and feedback. It's great to hear that Tailwind has made dispatching an easier and seamless process for you! Our development team is always working to improve the user experience, so even though internet speed is out of our hands, we will keep an eye on the backend to see if there is anything we can do to improve page load speed :)

sk
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steve k.

Transportation/Trucking/Railroad, 11-50 employees

Used daily for less than 6 months

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support
  • Likelihood to recommend10/10

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Great Software Very User Friendly

Reviewed 6 years ago

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.

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

Ln
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Laura n.

Transportation/Trucking/Railroad, 11-50 employees

Used daily for 6-12 months

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support
  • Likelihood to recommend6/10

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choose TW

Reviewed a year ago

Nice experience so far

Pros

eASY TO LEARN AND USE. TRANING VIDEO VERY HELPFUL. GOOD CUSTOMER CARE

Cons

Nothing, I think it work well for our industry

JK
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JAy K.

Transportation/Trucking/Railroad, 1-10 employees

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support
  • Likelihood to recommend10/10

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Easy to use with excellence!! Sophisticated and very well designed!

Reviewed 6 years ago

IN the past, I worked on different dispatch software, however, when I was introduced to TAILWIND, I fell in love with it. It is very user friendly, outstanding technical support, very well organized training with super friendly TAILWIND team, who are always there for you, whenever you need them...........TAILWIND rocks my transport dispatching world!

Pros

User friendly, excellent technical support, friendly team

Cons

Nothing I can think of right now

MB
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Mario B.

Transportation/Trucking/Railroad, 1-10 employees

Used daily for less than 6 months

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support
  • Likelihood to recommend1/10

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Good Product, but too expensive

Reviewed 9 months ago
Pros

The Product is an easy-to-use TMS and I've used others similar in the past. It does what it's suppose to do though. Their CS team is decent.

Cons

Too expensive, software doesn't support the price. Many others do the same thing for far less, and with better customer service. Their CS team is decent, although could be more knowledgeable on the product itself.

JN
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Jag N.

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support

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excellent. always there when we need them.

Reviewed 7 years ago

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.

Pros

No pros were added to this review

Cons

No cons were added to this review

RB
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Robert B.

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support

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Great support

Reviewed 8 years ago

Pros: - Support team is quick to respond to requests and provide solutions. - Software is easy to use and understand. - Customizable to match our specific business needs. Cons: - User interface could use a refresh. We have been using Tailwind for over 10 years and it has been a big part of our growth. We have recently reviewed the marketplace to ensure we were still being well looked after. After this review it was clear that Tailwind was the best at managing our specific business needs. Including the ability to manage bulk commodity billing, fuel invoice importing, satellite dispatch integration, and freight brokerage.

Pros

No pros were added to this review

Cons

No cons were added to this review

DN
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Dana N.

Review source

Overall Rating
  • Value for money
  • Ease of use
  • Features
  • Customer support

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I would recommend this system to any company that had a large enough fleet.

Reviewed 14 years ago

I would recommend this system to any company that had a large enough fleet.

Pros

This system is great for trucking businesses. It is fairly easy to learn and has lots to offer. I have yet to stop learning new things from this system. The Driver Pay Wizard is very handy for my department. I am able to immediatley 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!

Cons

I sometimes receive some errors that are just randomn. Customer support is always there to help! Thank you Kenny and Kyle...