Private and Secure File Transfer with Dropshare

On Mac Geek Gab recently a listener was looking for a secure solution for transferring files. The question was how to send files securely without the need for the recipient to install anything at their end. Although between the show and geek community, there were some great solutions, I thought I would share my own here. If I ever need quick and easy file sharing, particularly to send large files, I use Dropshare with Backblaze B2 for storage. For extra security, Dropshare can create password protected URLs to protect your file transfers.

Using DropShare to Send Large Files

Dropshare is essentially an open alternative to CloudApp or Droplr. The idea is a quick and easy method to bypass email for transferring files. To risk stating the obvious, email has never been an ideal for transporting anything other small files. Even allowing for limited file size, there are too many moving parts to ensure it is secure, and it can be slow and unreliable. Most people get around this with more generic cloud storage, like Dropbox, but using a purpose built solution is faster and more convenient. File transfer services were built from the need for fast sharing of image files and videos direct from the desktop, and have evolved from there.


The crucial difference between CloudApp or Droplr, and Dropshare, is where your files are stored. Like the first two, Dropshare has its own cloud service 1, but not only does it support numerous other connections, but users can setup multiple locations to choose between. That means rather than paying a monthly fee and dealing with usage caps and so on, you can buy the app outright and set it up how you like. Supported connections include Rackspace, Azure, Amazon S3, Google Drive, or any custom S3-API connection, which means using Digital Ocean and others. You can even set it up to use your Synology NAS, or to use SCP over SSH.

Then there is the connection I’m pushing, Backblaze B2. Backblaze gives you 10Gb of B2 storage for free. Not only is that more than enough storage for my needs, but I already use Backblaze for personal backup. Enabling B2 storage requires a tick box in one’s user account, and setting up storage containers is dead easy. In. short, its secure, free and easy. 2

Private and Secure File Transfer with Dropshare

With Dropshare, the workflow is literally drag and drop to have an SSL link attached to your clipboard. If you want further security, you can create an access-restricted URL that adds a password and expiry date to the link. You can even add link tracking, and Dropshare can randomise the file name if you don’t trust yourself to name your transfers carefully 3. You can do similar things with Dropbox and other cloud services, but that almost always requires a paid account.

The way link privacy works is Dropshare acts as a proxy, so the actual URL for the file isn’t revealed. There are a couple of things to be aware of here, first this means the file will pass through a Dropshare server to be downloaded. Dropshare doesn’t save the files or keep any logs, but you are still trusting a third party. Second, this shouldn’t be confused with encrypting files. If you have truly sensitive material you want to send, you need to encrypt the files separately. For a simple solution, an app like MacPaw’s free Encrypto can do that for you.

A Host of Other Cool Features

If a simple customisable, and private workflow isn’t enough, Dropshare has a number of other nice features. Like CloudApp and Droplr, there are tools for capturing screenshots and video on the fly. You can do the same with text by composing a note directly, or better still use the builtin Markdown translator to post an HTML document that can be opened in the browser from the link itself. Setup a custom landing page, shorten URLs, or mirror an iOS device. It even has a command line tool. The list goes on.

Where to Get DropShare

Dropshare is yet another gem that comes with a Setapp subscription, or you can pick it up direct for 24,99€. An full featured iOS version is also available.

  1. Based in Germany, a decent choice given Germany’s privacy laws
  2. The one caveat is B2 limits downloads to 1Gb per day. Anything over that will cost the princly sum of $0.01 per GB. That’s right, one cent.
  3. The file name is revealed even in a restricted link