File.io is a web service where you can upload and share a file anonymous and secure.

As stated in their site:

Simply upload a file, share the link, and after it is downloaded,
the file is completely deleted. For added security, set an expiration on the file and it is
deleted within a certain amount of time, even if it was never downloaded.

All files are encrypted when stored on our servers.

1. Select the items you want to upload
2. Press cmd + u (or the command you have assigned)
3. URL of the file and key will appear in a blank TextEdit window.

We added two more layers:

• We use TOR for uploading the files
• Files are compressed and encrypted using AES CBC 256 (built-in from 7z and using a random 32 byte key)

1. Open Automator
2. Create a new quick action with no input
3. Paste contents of fileio.applescript (you might want to change the way the python script is called or specify the python binary directly)
4. Save your script

1. Open System Preferences > Keyboard > shortcuts
2. On the left panel, select Services
3. Enable your quick action and assign a shortcut, for example cmd + u

1. Open System Preferences > Security and Privacy
2. On the left panel, select Full Disk Access
3. Add Finder (It is in /System/Library/CoreServices)

1. Place the python script in a path like /usr/local/bin

Only MacOS is supported, but PR for other platforms are welcome.