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I work with the same number of templates pretty much every day and I'd like to find a way to have those files automatically open as soon as Photoshop opens. I only know that if you close PS, it will try to open recovery version of that file, but I'm looking to open the most up-to-date versions. I was wondering if Windows would open shortcuts to those files if I stuck them in the Startup folder as an alternative.

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There's a Scripts Events Manager system in Photoshop, basically it can play a script or an action every time a specific event fires.

What you need to do is to create an action that would open the files you need, navigate to File > Scripts > Scripts Event Manager, select a Start Application event, your Action and add it to the list. This action will play every time you start Photoshop.

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