Sending Files from Desktop Context Menu

by Community Manager on ‎10-22-2013 03:28 PM - last edited on ‎12-30-2013 09:00 AM by Community Manager (2,521 Views)

You're probably used to the routine of logging into the web app or Hightail Express, then selecting the files you wish to send. There’s nothing wrong with this process. However, there is a quick shortcut on your context menu that will allow you to send files directly from your desktop.  It won’t save you a huge amount of time, but it’s a nice shortcut that eliminates a few steps you need to take when sending a file.


First, make sure you have Hightail Express installed on your computer. You can download Express for free here: hightail.com/applications


Once Express is installed, locate the file you wish to send. It can be directly on your desktop, or you can open up Windows Explorer to locate the file. For this example, I’m going to send a PowerPoint file that’s directly on my desktop, named Hightail Story.


Pressing the right-click button with your mouse, select the file you wish to upload. A context menu will appear, which will include a Send by Hightail option.  Select Send by Hightail.




Hightail Express will open, and depending on your settings, either automatically log you into your account, or prompt you to log in.




Once logged in, the name of the file you selected will appear in the list showing files to be sent via Hightail. Now you can enter the email address of contacts you wish to send this file to, a subject line that your recipients will see in the delivery email, and an optional message to accompany your file. You also have security options you can set in the right-hand panel.





Once you’re ready to send your file, click the Send It button. You will see a progress bar showing the progress of the upload, until the file is completely sent!


Related Articles:

Download All through Express

Express vs Hightail for Mac/Windows

by bdill1028 on ‎10-28-2013 08:11 AM

Your Express link isn't working.  I'm trying to figure out how to upgrade my express to Hightail. Everything is still under the "YouSendIt" application.  I've looked and looked and can't find the new express download under the Hightail name.  I thought your link above would help solve my problem and allow me to re-download express under the Hightail name but it doesn't work.  Help!

by shackcci on ‎11-04-2013 04:03 PM

Me too! I was used to using YouSendIt from my Mac's dock. But I was trying to update it to use Hightail Express instead... which I presume does the same thing. But your link doesn't work. I guess I'll go back and try and restore YouSendIt and use that. Ugh. I need to send files right now.

by horaxx1107 on ‎11-07-2013 07:05 PM

What Kathleen wrote sounds like a dream to me.


Sadly, Hightail Express is not working. I installed it, try to run, it gives an error message (cannot find hightail files), I unistalled it, install again, try to run. I have installed, unistalled, restarted several times.


I have used Yousendit express for years, everything was fine. But it stopped working. 



by neilogden on ‎11-08-2013 11:40 AM

I also found the right click>send by hightail option did not work - so an hour later I am back to yousendit express.  Another example of software being released that isn't as good as the version before.  Hopefully a fix will be released soon. 

by bammbamm12 on ‎11-19-2013 02:17 PM

Instead of "sending" files, can i send a download link to several people at once? That way, I'm not forcing the download on them.

by AllenED on ‎11-20-2013 07:22 AM

Doesn't work for me either. I have also reinstalled YouSendIt Express


For bammbamm12 - the answer is to send the file to yourself, then paste the link into emails to the recipients.

by faze5mt1011 on ‎11-24-2013 07:54 PM

I guess I will add to the chorus.  I sent files through the "upgraded" Hightail which automatically updated my YouSendit on Thursday successfully. 


However, today I needed to send files (without having to zip internal folders) and the Hightail Express came back with the error message that it did not recognize my email address.  I could sign on via the web but it would not sign me on to my desktop express application -- same longin information.  So I figured it was corrupted and I decided to reinstall it, however, I could not find any mention of a link to download it, like everyone else.  Since I am in the business I thought I would give Hightail one more chance, having just paid the $1,500 annual subscription fee on November 7, 2013 -- this is not looking very promising.

by lonnih on ‎01-17-2014 03:53 PM

I keep getting an 'offset is incorrect' error. Searching the knowledge base just tells me that I must have unknown characters in my file name. my file name is portable.QBM nothing strange there. I have renamed the file several time, rebooted even cold started and I get the same error. Never used to have this problem and there doesn't seem to be any way to actually "talk" to support - no emails or phone numbers just a stupid knowledge base that doesn't help at all. I have now wasted almost 3 hours trying to use this. Had the error in express and in browser based it just gets to about 90% then sits there. Not impressed with the product or the help function.