Hello Tom,

Currently this is not possible.
Although the change to the code to work like that would be easy, it currently is very time consuming to add a switch to the settings GUI for it. And we would need a switch, not everybody wants the word export to behave like that.

Currently we have decided to wait with changes to the settings, as we are completely rewriting Greenshot and have a new settings concept. Greenshot 1.2, which should come soon, has a few more tools in the editor but no changes to the settings.

As soon as we finish rewriting Greenshot, this would be Greenshot 2, we will add some new features. We are considering session captures, all go to the same destination. Or a history where one can export multiple captures to one destination.

Best wishes,