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How to upload images from Greenshot to Jumpshare has released an updated Windows app that supports running the exe with a filename as argument to upload the file.

This works directly with Greenshot, however currently it only works when the program is not already running (I have reported this issue, this will probably be fixed at some point).

All you have to do is to configure the path of your Jumpshare installation as an external program in Greenshot, e.g. C:\Users\(yourname)\AppData\Local\Jumpshare\Jumpshare.exe and you will get an export icon for Jumpshare.

(yes, I know you can take screenshots with Jumpshare directly, but I am a big fan of Greenshot, so I'm sticking with that)