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First of all, it appears this may be an issue with Java apps as a whole and not Pixelitor in particular. My work around has been dragging and dropping images into the app but I would like to know for sure if there is not a way to solve this.
and I will successfully open two images in the same Pixelitor instance, but as far as I know it is not possible to open a new file without drag and drop or the file picker. If I attempt to do this again it will open a new Pixelitor instance.