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I use Photoshop (editing) and Lightroom (sharpening, printing), in my workflow. Since I do not want multiple versions of files, when I go from Photoshop to Lightroom I Save As the image, then open it in Lightroom. If I Save As the image twice, Lightrroom asks if I want to Overwite Settings or Import Settings from Disk, and I always select the latter. However, when I Save As the image from Lightroom once, I do not get the prompt regarding settings. Why do I get the prompt if I Save As the image twice but not once?
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Not sure what you want to ask. Photoshop allows you to overwrite existing file while Lightroom does not, is that what you want to ask?
I am trying to understand your request. When you overwrite file using Photoshop then Lightroom knows that file under same reference have changed in the meantime, thats why it asks you whether you want to import data from file then to apply Lightroom adjustments. When exporting from Lightroom you are exporting new file so there is no change to existing file in Library and no need to ask whether you want to import newer version from disc.
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Let me try to explain. I work with an image in Photoshop. If I Save As the image from Photoshop twice - a second save right after the first save - and then open Lightroom, Lightrroom asks if I want to Overwite Settings or Import Settings from Disk, and I always select the latter. However, when I Save As an image from Photoshop only once, I do not get the prompt regarding settings. Why do I get the prompt if I Save As an image twice but not once? Does that make sense?