# Page 3 | OpenText HighTail Reviews 2026. Verified Reviews, Pros & Cons | Capterra

> Page 3 - Is OpenText HighTail the right File Sharing solution for you? Explore 290 verified user reviews from people in industries like yours to make a confident choice.

Source: https://www.capterra.com/p/147183/Hightail/reviews

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OpenText HighTail

4.4 (290)

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Last updated March 13th, 2026

# Page 3 - Reviews of OpenText HighTail

## Showing most helpful reviews

Showing 51-75 of 290 Reviews

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Most Helpful

Rating

Company Size

Reviewer's Role

Length of Use

Frequency of Use

Jeffrey A.  
  
  
Used the software for: 2+ years

### "Hightail deletes previous "app" access to file uploading"

October 4, 2017

1.0

Pros

I USED to like the ease of drop and send high volume files to my clients which were remembered in the app.

Cons

Hightail has been phasing in a secondary "online access" version which does not perform at all like their previous "Yousendit" app platform. They just stopped supporting the app version last week without announcing to customers. I've just paid for a year of enhanced service for my business. This is not professional customer care, it is a move to get everyone to pay a monthly access fee like most other online services. Not cool!

Review Source

VR

Verified Reviewer  
Communications Manager  
Higher Education  
Used the software for: 1-2 years

### "Quick and Easy"

October 22, 2018

5.0

Pros

I use this software at least a few times a week. Large files are sometimes a pain to send through email; Hightail makes this whole process quick, easy, and efficient. I can grab the link after I have sent files over to someone's email, I can request a download receipt, I can make certain files password protected, and I can even have some Hightail files expire if needed. I've never spent more than 5 minutes prepping to send out a Hightail file.

Cons

The download time is sometimes long depending on the file sizes and internet speed you are working with. I have waited a few hours sometimes for downloads. This is the only place I wish could be improved.

Review Source

VR

Verified Reviewer  
Lead Designer  
Textiles  
Used the software for: 2+ years

### "If it ain't broke... "

April 26, 2019

2.0

Pros

One of the leading industry standard file transferring services so most folks are familiar with using it.

Cons

I could be in the minority here but I long for the early days of HighTail / YouSendIt. Some companies are simply not content to do one thing and do it well and that unfortunately has happened to HighTail over time. Clunky interface, features that have very little use to try to bulk up the product. There was an elegant simplicity to using the site years ago and now it has become a bit of a slog. I prefer WeTransfer.

Review Source

RW

Ric W.  
CEO  
Printing  
Used the software for: 2+ years

### "USER FRIENDLY"

January 29, 2019

5.0

With Hightail, I do not need to maintain a ftp site. Hightail is my ftp site.

Pros

I enjoy using the Hightail platform to send large files to clients and for clients to send large files to my firm. Art files for printing can be extremely large in size making email incompatible for sending. I can upload to Hightail and send in very short time to a client and they will get an email with a link to download. One of the benefits is the client can just download with out having to populate a form with all sorts of personal information. Additionally when I send a file I can immediately get a copy of the download link and email that to others or to the recipient explaining what has been uploaded. Another benefit is that I can email my client a link to upload files to me taking the place of having to maintain my own ftp site. The Hightail platform is USER FRIENDLY for both my staff and my clients staff. I have been using it for years and still see it as a WIN-WIN software program.

Cons

So far there is nothing that i have encountered that I do not like or interferes with my use.

Review Source

JG

Jason G.  
Owner  
Photography  
Used the software for: 2+ years

### "Great service"

July 8, 2019

5.0

I send images daily and j have photographers who work for me send me images. But I'd my customers are not happy I'm not happy. They need to ba able to download the images quickly and easily without signing up for anything.

Pros

Asa professional photographer I rely on sending images to customers your service has been great.

Cons

A significant number if customers have difficulty downloading the images. They dont want to sign up for anything they just want to see their images. Sending large files is still awkward and takes a long time to download.

Review Source

VR

Verified Reviewer  
Planner  
Architecture & Planning  
Used the software for: 1-2 years

### "Simple Online File Storage and Collaboration"

July 23, 2019

5.0

Pros

Makes uploading documents simple and efficient. Elegant UI that can be customized to suit the organizations specific use case. Simplifies the downloading process for users in other organizations.

Cons

Limited customization of interface compared to other solutions.

Review Source

NG

Nikki G.  
Business Owner  
Design  
Used the software for: 2+ years

### "Satisfied User "

July 8, 2019

5.0

Overall easy to use, love it.

Pros

I've been using this software for most of my career. Back when it was yousendit, I find it's a great way to send proofs and get a visual confirmation of receipt and that they are capable of commenting directly onto proofs

Cons

The only complaint I have is that I have a lot of contacts and I can't seem to delete or remove old addresses. That is rather frustrating, but used to it so not a deal breaker. If that was corrected that would be the best!!

Review Source

Katie R.  
Executive Assistant  
Entertainment  
Used the software for: 6-12 months

### "Hightail is great for sending large files!"

October 16, 2019

5.0

At Creating U we use Hightail daily to send audition tapes to casting directors, talent agents and managers.

Pros

I like how Hightail shows you the number of views your files have received along with showing how many times it has been downloaded.

Cons

I cannot really say what I least like about Hightail. I guess it would not knowing exactly who viewed/downloaded your video when it is sent to multiple email addresses.

Review Source

JF

Jenai F.  
Account Strategist  
Marketing and Advertising  
Used the software for: 2+ years

### "Great, With a few small tweaks "

October 15, 2019

5.0

Overall experience with Hightail has been great. They are quick to assist with issues and overall have a great product

Pros

It is the Easiest way to share materials between colleagues and clients. With everything in one place, all can access without the need for sending email attachments

Cons

You cannot copy items between folders (only to spaces) if you are “cleaning up” and reorganizing a folder, you have to download then reupload into new folder

Review Source

NO

Nick O.  
Owner  
Broadcast Media  
Used the software for: 2+ years

### "Hightail Makes My Life Easier!"

July 9, 2019

5.0

I am always sending large files to numerous clients every workday, and Hightail makes it easy to do.

Pros

With but a few (and I do mean very few) instances, Hightail has worked exceptionally well for me and my needs to transfer numerous large files frequently. Reliable, easy to use, and affordable, Hightail is my choice over all the other available services.

Cons

In the 12 plus years I have used Hightail (and it predecessor, yousendit) I really can't think of any, offhand.

Review Source

VR

Verified Reviewer  
Digital Project Manager  
Marketing and Advertising  
Used the software for: 1-2 years

### "Everything you need when sharing files"

January 30, 2019

5.0

Pros

That you can define expiry dates and access credentials. It allows to transfer a large amount of files. It allows teams to create shared spaces to share files.

Cons

Nothing to comment. Everything is great :)

Review Source

cP

casey P.  
advisor  
Broadcast Media  
Used the software for: 2+ years

### "Hightail has been great"

July 8, 2019

5.0

The overall experience has been great. Like I said, it has meant that we can do more work, do it more quickly. For fear of you raising your prices, I have to say that it's a real bargain.

Pros

Basically, it's functionality. I advise a college radio station. With my Hightail account, I'm able to transfer files from a computer in one studio to a computer in another without the computers being networked. That makes things so much more efficient. That, plus just being able to send audio and video files quickly anywhere is just great. The lack of limits on size and frequency of use is also terrific.

Cons

There have been changes as you've gone from YouSendIt to Hightail and that meant having to figure out what I used to do so easily. With time, I've figured everything out, but it was confusing at first.

Review Source

Robin D.  
Creative Director  
Graphic Design  
Used the software for:

### "Frustrated!"

May 20, 2014

1.0

I am so frustrated with Hightail. Their desktop app for the mac is synching the folders on my account but not bringing the files in that belong in the folders. the only way for me to access files that my clients have shared with me is to recreate the folder hierarchy on my desktop and manually download each file.

Review Source

Response from OpenText

June 25, 2014

Hi Robin, So sorry to hear of your frustrations. Our desktop sync app is designed to Sync everything that you have located in your Hightail cloud account including all files and folders. My guess from your description is that you had a lot of files and folders that needed to sync and that first sync can take some time. We will first create the folders within the app and then start to download all of the files one by one. If you have many Gigabytes of data this process can take some time. This is just a guess and without knowing all of the details on what was happening with the app at that time it’s hard to diagnose. However, we do have a great support team that is here to help you out and make sure you get everything up and running. You can email them anytime at bedelighted@hightail.com.

VR

Verified Reviewer  
Owner  
Photography  
Used the software for: 2+ years

### "Hightail Software Application"

January 30, 2019

5.0

I am a professional photographer, and Hightail has been extremely useful when I need to quickly transfer images with very high resolution to clients located internationally.

Pros

I like the versatility of Hightail. Once you have an account set up, you can use its desktop application to upload numerous files (of very large sizes) to multiple recipients. You can also perform the same tasks via your account on Hightail's website.

Cons

One cannot upload a file and forward the link to download the file to multiple people via email. This is not necessarily a "con", as this is a cybersecurity issue, but it does mean you may have to upload the same file many times to send it to specific people if they were excluded or forgotten in previous distributions.

Review Source

VR

Verified Reviewer  
President and Board Member  
Entertainment  
Used the software for: 2+ years

### "Very Simple to use"

April 19, 2019

5.0

Pros

I love the simplicity. Especially the automatic connection with Outlook. Sending an email with big attachments is just a few clicks unlike Dropbox which I also use which requires uploading, creating links and copying etc. With Hightail it is much easier.

Cons

Files expire. With Dropbox they are there forever. That is why I use both products depending on my needs.

Review Source

Tanim A.  
Marketing Expert  
Internet  
Used the software for: 2+ years

### "Probably the best I have used"

January 27, 2022

5.0

Pros

It’s pretty easy to use, have good user interface. It allows to share massive files.

Cons

Nothing much really. They have a data cap which bothers me sometimes, but I can very well understand that's necessary.

Review Source

KP

Kreeti P.  
Digital Marketing Manager  
Restaurants  
Used the software for: 1-2 years

### "Sharing, Editing, Singing & Managing Files Made Simple"

October 28, 2019

3.0

Our team is accessing files remotely for collaboration and production using Hightail due to which we can save our time and focus on business productivity.

Pros

I like its file tracking feature that allows me to track sent and received files on various dates. Additionally, the data-sharing notification feature is excellent that makes file sharing more professional and managed.

Cons

With its free account space for storage is limited to 2 GB only, and also the maximum file size upload is only 250 MB, which is very low as compared to the other similar cloud storage providers out there.

Review Source

MT

Mike T.  
Owner  
Legal Services  
Used the software for: 2+ years

### "easy to use!"

July 9, 2019

5.0

This is vitally important to my biz I use this every day sending large video files

Pros

just simple to use. You upload share the link and you're done

Cons

Only thing that would be nice if there's a way I can create a Space and have one of my subcontractors upload their video onto the space I created like you can do with Share file

Reason for choosing OpenText HighTail

with dropbox, the receiver has to ask permission to download. Stupid!

Review Source

John M.  
Owner | 3D Scanning 3D Modeling 3D Printing 3D Reverse Engineering 3D Rapid Prototyping Engineer  
Mechanical or Industrial Engineering  
Used the software for: 2+ years

### "null"

November 27, 2017

1.0

Review Source

TU

Thad U.  
Content & Product Manager  
E-Learning  
Used the software for: Less than 6 months

### "Overall great feature set, could do with some functionality tweaking"

July 9, 2019

4.0

I manage the content for an educational video publisher, often delivering orders as well as managing videos to be uploaded onto the site. Hightail makes it easy to do everything I need to do in one place, as well as looking professional (more so than a wetransfer link in my opinion) when delivering orders.

Pros

\- The ability to send large quantities of content - The ability for people to deliver large amounts of material to me without having to create an account - The ability to collaborate with remoters on creative projects

Cons

\- Sometimes deliveries fail with no warning (the upload will stop at a certain 'time remaining') and I'll have to redo it. This means I have to remember exactly what was in the last batch etc. - You can't filter your received files by anything (date, user, type etc.) - You can't filter your sent items by the same. - Sometimes downloading large numbers of files at once doesn't work (maybe that's just an unzipping problem on my end?) - Sometimes people sending content via our uplink get confused and cannot access it, or try and create an account. Perhaps confusing user flow?

Review Source

CW

Christopher W.  
Owner  
Media Production  
Used the software for: 2+ years

### "The Only Way To Transfer Large Files"

July 8, 2019

5.0

My clients love Hightail large file transfer, too. They appreciate the manner in which the notifications come to them, and the ease with which they can access and download the large files I send to them. They also love the simple method for sending files to me, utilizing my uplink. I appreciate the Hightail service so much!

Pros

I had been using YouSendIt for years, and have stuck with the company through the re-branding to Hightail, and the acquisition by OpenText. I've tried other collaborative large file transfer services, but have always either found inadequacies of design, reliability issues, and poor support. Hightail is it for me! I will go nowhere else.

Cons

After the most recent redesign of the website, I have had no issues, and can't list any "cons" about the Hightail service, as used by me.

Review Source

CG

Carl G.  
Owner  
Entertainment  
Used the software for: 2+ years

### "HIghtail"

July 8, 2019

5.0

I send out radio shows and commercials to stations all over the country and very pleased with the speed they get to my clients.

Pros

Easy to use for someone like me who is not great on a computer.

Cons

When changes are made and not notified about it. Once I figure it out everything is ok.

Reason for choosing OpenText HighTail

At the time it was "You Send It" and it was the only company I was aware of that provided this service.

Review Source

Mindy I.  
Owner  
Graphic Design  
Used the software for: 1-2 years

### "Love the simplicity of it"

October 6, 2020

5.0

Very good experience. My first time using this was when a collaborator needed to send me files that were too large, and I found that process very simple, so I started using it from time to time when I need to send a one-off file to someone that is too large to email.

Pros

I love that it is extremely easy for everyone involved to use. Whether you are sending or receiving files, it's a very simple process which is so important when I use this service with clients.

Cons

I think it's a bit expensive to use for larger files. I would like to see a less expensive plan than PRO at $12 that will give you a bit more options than the FREE version. As it is, with FREE I cannot set an expiration date or password, but do not use the service enough to warrant paying the PRO monthly price.

Review Source

VR

Verified Reviewer  
Media Director  
Marketing and Advertising  
Used the software for: 1-2 years

### "Hightail for Advertising Agency"

September 30, 2019

4.0

Hightail has been one of our preferred programs for sharing large files between teammates, outside agencies, and clients.

Pros

Great service to allow for sharing of large files, that allows you to easily upload into the program as well as track as it goes through.

Cons

When you share a link, you need to pay attention to when it expires, as sometimes it can expire relatively quickly. Additionally, those who receive the files can have difficulty downloading if not set up with the proper plugins on their computer.

Review Source

PF

Peggy F.  
President  
Marketing and Advertising  
Used the software for: 2+ years

### "Hightail Review"

July 8, 2019

5.0

I have been using/working with Hightail since it was YouSendIt many years ago. I have enjoyed the ability to send large files (I do graphic design & video creation) to clients. Have not had a need to contact customer support (that I can remember). Affordable tool for my business.

Pros

Ease of use when sending large files to clients Like the email notification when someone downloads a file Like that you can view a file before downloading Drag and drop large files to send quickly

Cons

Not a fan of email component - no formatting to email Clients are sometimes confused on if they need to create a login to download files I send them Does not integrate with my Outlook email program - need to send followup email to clients to notify another email with download links will follow

Review Source

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