# Page 2 | OpenText HighTail Reviews 2026. Verified Reviews, Pros & Cons | Capterra > Page 2 - 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 --- OpenText HighTail 4.4 (290) [View alternatives](https://www.capterra.com/p/147183/Hightail/alternatives/) Provider data verified by our Software Research team, and reviews moderated by our Reviews Verification team. [Learn more](https://www.capterra.com/our-story/) * * * Last updated March 13th, 2026 # Page 2 - Reviews of OpenText HighTail ## Showing most helpful reviews Showing 26-50 of 290 Reviews Sort by: Most Helpful Rating Company Size Reviewer's Role Length of Use Frequency of Use LC Lauren C. Orenda Marketing and Advertising Used the software for: 2+ years ### "Simple, Easy-to-Use File Transfer Program" April 15, 2024 5.0 DOn't know why they changed the name from You Send It. Pros Hightail is so simple. Just drag and drop files of any size to send a link for the recipient to open the file. Cons There might be a better way to convey it on the receiving end - the recipient gets and email that says "John has sent you a file". With all the spamming these days, you have to take the extra step to let them know it's for real. Review Source VR Verified Reviewer Used the software for: 2+ years ### "Narrowing of Features and Declining Value" August 3, 2017 2.0 Pros You can set up a linked folder on your machine that syncs with Hightail. Back in the day (prior to August, 2017) this formed an ideal platform for disseminating content as you could grab download links and include them in your own communications. Cons Hightail has recently adopted a typical self-focused millennial mindset of tunnel-visioned genius: focusing on an increasingly narrow range of cool stuff and killing off highly practical features without pausing to think about the spectrum of their users. If the HT people have a favorite way of working, they think that everyone works just like they do. As of the most recent downgrade, it is no longer possible to copy download links for files. If you need to send a business email with multiple download links and other content, you're now out of luck, as the only option is to use Hightail's interface to send an email with one (concealed) link. My needs include the ability to send multiple download links to my dealers and prospective dealers - everything from canned social media content to a range of literature and photos. If, for example, a dealer is setting up a website and needs logos, product shots and text files, I can no longer just send out an email with the links to the files on Hightail. Overnight they have unthinkingly destroyed my once routine means of distributing a huge amount of content to our dealers and prospects across the U.S. In a single, narrow-mined stroke, the value of Hightail to my company has vanished overnight. This was a totally brainless move. I suggest that people look for a better solution. Review Source VR Verified Reviewer Used the software for: 2+ years ### "Hightail has botched Spaces rollout and customer support is weak" October 23, 2017 2.0 Cons From my latest support ticket with Hightail: I am sad to report that uninstalling and reinstalling Hightail did not change the circumstances. I was not able to find the Hightail Desktop App for download. All I found was Hightail Express. If that is not the correct file, please tell me when I can find the link to download the app Hightail is recommending. My desktop Hightail folders are still incomplete and missing files. In addition, when I try to download multiple items from Hightail, I usually get one of two errors: 1. The download aborts with the following error code: {"code":500,"message":"There was an error processing your request. It has been logged (ID db8396e73d0bacc3)."} 2. The download completes and reports that nn files have been downloaded, but when I extract the zip file, only 1 or 2 files appear, not the full set of files selected for download. All the other problems remain. Hightail continues to make dozens of copies of individual files. Deleting duplicates on both Hightail and the desktop does not change this behavior. This is very frustrating, and it is keeping me from working efficiently. It is consuming my high-speed bandwidth allocation from my ISP, which then reduces my internet access from 4G to 3G speeds, further slowing down my work. The lack of phone support, the lack of a remote session to review the state of my machine, and the ineffectiveness of Hightail’s responses to date are quite disappointing. At this time I am getting little to no value from Hightail. Review Source ML Marianne L. Chief Creative Guru & Experiential Evangelist Design Used the software for: 2+ years ### "Hightail - a business tool I can't live without." July 8, 2019 5.0 I think I said this above having all my work in one place is huge for me. I can be tracking 2,3,4,...7 jobs at a time so I need a solution that helps me to keep it all straight and streamline the process. I get this with Hightail. Add in the fact that I can customize each space and there is the opportunity for collaboration right there in the space that's a time saver that I can't say enough about. When approvals need to happen asap this allows me to get the content there as quickly as possible and approved so we can move ahead. Hightail is one of those business tools I can't live without. Pros I love the ease of use for me. I'm a freelance Creative Director so it lets me customize content for my different clients per space while keeping in all in one accessible location for me. This helps me to streamline my process so it allows me to jump from job to job effortlessly. Also this allows me to share large files for immediate response and has the capabilities for there to be dialogue right there on the site again keeping all the content bundled in one easily accessible place. Cons I have had issues with clients not understanding what they are supposed to do with the invite or link. Also I've heard they are asked to download the software if this is their first visit and from one person I was told he ended up with a reoccurring charge after viewing the link. As I'm not personally encountering these issues but I've also been using Hightail for years I'm concerned about this client side of the equation. I'm mostly hearing this from non-tech savvy clients but they are clients that need to be managed is there a way to make this even simpler for them? Review Source rM robert M. Sr. Full Stack Developer Marketing and Advertising Used the software for: 2+ years ### "Intuitivo y Eficiente" November 9, 2022 5.0 Pros Me ha gustado mucho la interface. Es bien intuitiva y facil de usar. En la industria de diseño, animacion y programacion, compartir archivos de gran tamaño es una tarea cotidiana. Este software es perfecto para ello. Cons Las pocas veces que he necesitado soporte tecnico, no ha estado a la altura. Pero son pocas veces ya que el software en si es muy intuitivo y sencillo de usar Alternatives considered [Dropbox Business](https://www.capterra.com/p/143068/Dropbox-Business/)[WeTransfer](https://www.capterra.com/p/176600/WeTransfer/) Reason for choosing OpenText HighTail En principio solo porque un colega me lo recomendo. Creo que tenia otro nombre antes de llamarse hightail. Pero luego habiendo utilizado las otras plataformas, que son muy buenas tambien, sobre todo Dropbox, pero Hightal ha porbado ser la mas intuitiva y sencilla de usar en mi opinion Review Source David S. Used the software for: 2+ years ### "Downhill all the way since changing from YouSendIt" August 19, 2016 1.0 Whatever it is Hightail wishes to become, they've done an awful job of getting there. Their software has been forced upon their users half-baked. Many existing features were eliminated or obfuscated. My clients still get emails with the option to "save to folders" but they cannot .. with GREAT FRUSTRATION. Hightails response .. "We are no longer providing the option to "Save to Folders." Strategically as a company we are moving away from the storage model." How long would it take then to remove that feature from their email notifications. Better we find out this way, when a client calls angry and frustrated. Were I a company trying to coordinate the collaboration and approval of ongoing work, perhaps their new business model would be attractive. But they've moved away from what I and many others used them for, delivering and storing large files. And they've done it in a completely incompetent fashion with little or no warning or instruction. Of course, they won't refund my paid in advance annual membership fees. Review Source SK Sami K. Senior Architect/Project Manager Architecture & Planning Used the software for: 2+ years ### "Customer since 2008" January 30, 2019 4.0 I have been using this tool for 10 years, and have been an early subscriber since the days of yousendit It has changed branding a couple of times but it got better overtime. It is not the only cloud service I use, as I have Dropbox, Skydrive, Box and iCloud accounts. However, the main reason I stick with Hightail is the ability to control access to the files very easily and selectively. In other words, the most critical tool for me is the Express App. Then comes the folder sync, and lastly comes hightail spaces. I know hightail is focusing on boosting hightail spaces and stopped improvements to folders, express and desktop sync, but it would be a mistake to think Hightail Spaces is the reason to stick with this app. As for pricing, I have been grandfathered in an old account on auto renew, so I do not think I would buy Hightail st the current pricing given the competition with the other cloud apps and services. Pros Unlimited Storage 25 GB file transfer Password protection Delivery receipts View activity Collaboration with others Set expiry date. Sync folders to desktop Express app Hightail Spaces Perfect tool for desktop collaboration. Cons Not intuitive on mobile devices. The tracking app on iPhone and iPad cannot be used to forward files sent earlier from Tracker app, where it used to be possible to do so in yousendit app (the prior brand/software) but hightail rewrote the API and disabled that functionality. While perfect on desktop, on mobile browsers the site does not format correctly within the window and text stays outside viewing area. Review Source VR Verified Reviewer Used the software for: 2+ years ### "Customer service awful! Many user features no longer in use. Constantly in decline." January 17, 2019 1.0 Pros The ability to easily and quickly send files. Cons \-Customer service and tech help is AWFUL! -Website is black with dark lettering and almost impossible to see. -Ability to stream in addition to download is intermittent. Usually it is download only for the files sent. -Ability to write a message in the message box that appears in the email sent without clicking on the link has disappeared. I have been trying to find out why and have this fixed for 2 months now, -Ability to see who has downloaded specifically has disappeared unless one has a hightail account of their own that they are logged in to. Originally if you had the pro service an email would be received by the sender for every person downloading with their email listed so the sender knew who downloaded. -Max allowable 200 a day is often rolled over to the next day not reset at midnight of the next day. I finally had a phone conversation with a human after almost 8 weeks with the same issue I've bene reporting and that human promised to get back with me by the end of his shift at 4 pm PT and it is now 25 hours later and he still has not gotten back to me. Review Source Macylyna N. Chief communications Officer Higher Education Used the software for: 1-2 years ### "My Review on Hightail" April 30, 2019 5.0 This software has allowed us to securely send large emails.It is easy to use and has a nice user friendly interface. Pros One thing that excites me the most about hightail is the security feature it has. With the tool one can protect the file from unwanted third party by having document password that are only accessible by the intended recipient. With the tool one is also able to track email from who, where and when the email was downloaded. Another thing that excites me is the ability to share large files. This is one of the key thing that made us purchase this tool. With it you are able to compress large document and send them easily. The other parties in the receiving end are also able to download it easily and fast. Cons I hate that the links shared expires very quickly. The support team is also not interactive. Review Source AD Austin D. Digital Marketing Mining & Metals Used the software for: 2+ years ### "Easy for photo storage " November 14, 2023 5.0 Pros We use hightail a lot. For our photos, brand standards, or even when we need to send files/images/videos to someone else on the team. File size can be too large to send in an email, this is where Hightail comes in clutch. Cons I have not found any con with hightail in the 5-years I have been using it. Review Source AW An W. Media Specialist Information Technology and Services Used the software for: 2+ years ### "Reliable Media Sharing Platrom." July 8, 2019 4.0 With hightail, we are using their service as a way to effectively deliver large media files to clients. Spaces are used for when we hire contractors, especially for overseas productions shoots. They are able to drop videos in to share with us. Overall our experience with HIghtail has been great! Pros We worked with Hightail when they were known as YouSendIt and stuck with them after they rebranded. Their uploading services have always been reliable, and their constant updates and new features have kept our creative studios' workflow current and created more efficiencies. (spaces, video commenting/feedback) The receipt that is sent to our main inbox everytime we send a file is also great in that we are able to track projects and give us the piece of mind that the file actually sent. The expiration option ensures that we don't overload our spaces. Cons Viewing videos using mobile via their app is not the greatest experience and could be better optimized. No true full screen and slightly clunky, but nothing that can't be easily worked around. Review Source Harpert B. Used the software for: 2+ years ### "I Used to like YSI but this is a nightmare and we transferred to We Transfer " September 18, 2016 1.0 The speed is EXTREMELY slow The Outlook plugin that used to work just fine is now creating issues with Outlook Folder Sync is very old fashioned (only the folder created by Hightail can be synced, you can't assign just "any" folder. We use small SSD's for our pc's and NAS for storage. But syncing (windows shared) folders is NOT possible Pros To be honest.... there seem to be none left (and I was a MAJOR fan of the old YouSendIt) Cons Nearly everything. - The Name (High Tail, how can you come up with something like that) - the EXTREMELY low speed - The delivery notifications Review Source Tapan J. Data Analyst Internet Used the software for: 1-2 years ### "HighTail - Easiest way to share large files" January 31, 2018 4.0 Pros I love that there is no restraint on storage capacity with Hightail. I can chose file of any size and share it will any number of recipients keeping a tab on who is doing what with my file. It also allows me to share a file with someone for a specific period of time. It also offer plugins so that it can be integrated within your email service so that one can share large files directly from within an email. Another feature which sets it apart from other cloud storage providers is that it also offers digital signature capability and one can read and sign the shared documents from within Hightail. So documents never leave Hightail servers and remain secure. Cons Hightail keeps the individual files encrypted all the time through it's sophisticated encryption technology but it doesn't allow me to generate my own encryption keys which would have made me feel more in control over my data. Customer support is also very delayed and I have faced multiple instances when the service was down. Review Source TK Trisha K. Teacher of the Wisdom E-Learning Used the software for: 2+ years ### "Stepping Up Provide for Customer Needs" July 8, 2019 5.0 I am teaching classes to students all around the world with Hightail, without ever leaving my desk. No TSA. No hotels. No airport delays. Just high efficiency and productivity. Pros When I need to be able to deliver a large file, whether graphic or media, HighTail delivers. Fast. Efficient. Handled. Period. Cons When I need to deliver a file to multiple clients, I cannot create a group. I must type in every last email every single time. I have better things to do with my time. There used to be a group option, just like there used to be folder options. I have called. I have written. I have been told "sorry, we can't do that" and "sorry, we don't offer that." Those are not the answers I want. As my clientele grows, Hightail is holding me back. These are simple requests. Either Hightail will prioritize them, or I will be forced to find someone who will. Hope you're listening this time… Review Source VR Verified Reviewer Project Manager Market Research Used the software for: 1-2 years ### "Great look for client access! " July 8, 2019 5.0 Overall Hightail has been a tremendous asset. The ability to share large files easily in a beautiful way has helped me land and serve several leading clients. I highly recommend the service! Pros Hightail is perfect if you need to share large files in a visually appealing format to valued clients. I often use Hightail during the sales and project management stages of a relationship and it is very easy for the client to collaborate and share the files internally and externally. Cons There are some minor glitches every few months that cause loading issues. The default format for knowledge management is not easily usable by teams. Review Source LW Larry W. Voice over person Broadcast Media Used the software for: 2+ years ### "The truth about HIGHTAIL Customer Service" January 30, 2019 3.0 HIGHTAIL customer service is poor. I have on several occasions e mailed or even tried to leave a fone message and never receive a response to my questions. Questions like, just the other day the software flat refused to send. After several tries, I ended up compressing the audio file and including it in an e mail. Now the client has a compressed version of my audio, when my intention was a fatter .wav file. It would have been nice if HIGHTAIL would have had some kind of trouble notice on their site so I could have anticipated a problem. Pros HIGHTAIL gets my audio files to my clients anywhere in the world. But it can be cranky. Cons Sometimes client e mail addresses automatically populate in the "to" box. But sometimes they don't. It's when they don't that I have to go back to my e mail program and find the address, copy it and paste it in to my HIGHTAIL send. Also, if I am to quick with attaching a file to upload, I get this "calculate" message which never goes away. I end up going back and starting all over, leaving enough time between the time I attach the file and the time I actually hit send. Frustrating. Review Source CB Craig B. Principal Information Technology and Services Used the software for: 2+ years ### "Couldn't work globally without Hightail" July 9, 2019 5.0 I produce research-based thought leadership and content (NOT fake news...but content based on actual data from surveys or interviews with experts of groups of experts). Hightail provides an easy mechanism for me to store, distribute, share and catalog my material at all stages of the production journey. I can also get hold of files instantly in a client meeting, or at an aiport or hotel whilst travelling. I find it extremely helpful in maintaining productivity Pros Hightail makes it very easy for me to share and send very large files containing high quality graphics, video clips and text to my clients and associates around the world...and getting feedback and updates back quickly as well. Cons There are a lot of features and functions I haven't explored yet - so it's too early to criticise Reason for choosing OpenText HighTail Provided the best functions, form and ease of use. It was very quick to get moving quickly with. Review Source Linda P. Used the software for: 2+ years ### "Lost all my backup files and apologized" February 8, 2017 1.0 I have been using this service since it was YouSendIt That worked quite well. Then they went and tried to get all fancy. With features and price. I have had nothing but frustration since. 5 years of backups are gone. Stay away! Apologies won't get my files back. Pros Spaces, except you, can't subdivide categories. Sending files to Clients worked well. Cons Just about everything now. Review Source AH Adele H. Director Business Supplies and Equipment Used the software for: 2+ years ### "Excellent Service" July 8, 2019 4.0 I am very happy with it and I have been using it for many years. Pros I run a transcription agency and my customers find it very easy to use my uplink, they like that it is a secure service. I like it because lately it has been a very stable platform to use in sending audio files to my colleagues. I also like that it that it shows a record of files having been sent and confirmation of receipt of files. Cons I dislike the black background of the website, it is not easy to see, especially on my monitor. It is also a bit muddled. It is difficult to do a search on files having been sent without scrolling down the page. They also used to send out alerts if they had a problem but this has now stopped. Review Source RI Robin I. owner Graphic Design Used the software for: 2+ years ### "I couldn't work without Hightail." July 8, 2019 5.0 I have been very happy with Hightail and have used it for years. I also included the Uplink on my website so clients can upload large files to me. Pros Hightail is very easy to use and the recipient doesn't need to have permission or the software or anything else to get my files. It is also very easy for them to forward the email to someone else. This is very helpful when I send large files to my client for printing. They can just forward the email on to their printer. Cons There are occasional problem when clients upload files to Hightail - Uplink. I've had several clients complain that they aren't able to upload more than 7-8 jpgs at a time. It is very frustrating and they usually give up and use Google or Dropbox. Review Source MC Mark C. President Entertainment Used the software for: 2+ years ### "Good value in file storage and management" June 30, 2022 5.0 Overall this is a great value in fil and project management. Pros I like how you can organize projects in various formats to suit the project Cons Sometimes, some people can't use the software but that is rare. Review Source VR Verified Reviewer Owner Graphic Design Used the software for: 2+ years ### "Sticking with it" January 31, 2019 5.0 I'm a graphic designer and it has helped facilitate getting large files to my clients. Pros I love Hightail. It is easy to use and allows me to send large files which are very important. One of the best features, is although it is coming from Hightail, people always know it's from me and I like the flexibility of how long my files are saved. It also is incredibly easy for my staff to use, which is always a plus. Cons When the platform first changed, I had a hard time figuring out how to send a file. I constantly got screens that were unfamiliar and couldn't find easily how to create a new email but it's simple and clean now. No strange screens. Review Source Josh A. Post Production Manager Media Production Used the software for: 2+ years ### "Good if using paid plan" April 21, 2020 4.0 I use Hightail every week for delivering assets to clients. The storage side of Hightail is less appealing, in comparison to OneDrive, Dropbox or Google Drive. I would prefer to exclusively use Hightail for large file sending. Pros I really enjoy the simple and fast upload speeds for sending files, which seems to be much faster than other file sending services. Cons The file delivery limits make it challenging for sending video assets, which tend to be more than 25GB. Other services are just fine for sending a final deliverable, which are generally <1GB, but to pay a monthly service for file sending, I'd expect there to be an higher cap than 25GB for the Pro version. Review Source TG Tom G. Prepress Operator Printing Used the software for: 2+ years ### "Hightail -- One of the better FTP Software Packages Available" June 21, 2020 4.0 Most of the FTP (file transfer protocol) programs that exist -- in my book as an industry professional, are an unnecessary expense for the client, because we already have easy-to-access FTP programs in place -- which for some reason, clients resist using, generally claiming difficulty in use. Nothing could be farther from the truth, and most paid FTP software programs strike me as being extraneous at best. The only good thing about Hightail, is when you receive the email with the file transfer link, it doesn't (yet!) trigger our corporate firewall, so you can pretty easily download the client files without having to go to a computer that we have rigged to intentionally subvert the firewall. So there's that. Every other paid FTP program that exists out there (We Transfer, for example) seems to immediately trigger the firewall, which is an aggravating issue. Pros In terms of FTP software programs, it generally works effortlessly, and doesn't require getting around RR Donnelley's firewall in order to retrieve files. Cons It's not inexpensive to use, and if you're only using the free version to retrieve files, you get constantly bombarded with requests to buy a paid version. Review Source RS Rachel S. Business Owner- Therapist Alternative Medicine Used the software for: 2+ years ### "Hightail has been supporting my business for years" July 8, 2019 5.0 It solves the problem of sending large audio files to clients, I love it. So simple and easy and no storage my end. Pros I love that I can send client audio files ( Readings and recordings of Private Consults) effortlessly via Hightail. It sends me a link that I can send on to clients and use for group recordings multiple times. I love it is so fast and that there is no expiry date. Cons It's getting easier for clients to figure out how to download it, some are a bit wary of the technology and I have to repeatedly tell people how to get their file, it maybe could do with clearer instructions for the receiver to download or listen. Review Source Similar Products Featured