Kevin has the right idea. Keep your raw files in one place. Here is my process...
I keep all my image files on a separate hard drive (external since I'm on a notebook). They are organized by date, so photos of my son today would live in a folder called 20080116_Isaac, which would go in a folder called 01_January, which would go in a folder called 2008. In other words 2008>01_January>20080116_Isaac. All shoots this month would go in the same 2008>01_January folder.
Photos are imported into Lightroom (Lr) in that same structure and are never moved. I only make copies of the raw photos, ie export to jpeg or PSD, when I am going to use the image outside of Lr.
When I send an image to Photoshop I choose the edit in Photoshop command, which makes a PSD copy of the image and stacks it with the original. This keeps both copies together so they can both be easily found and you can easily see which originals have already had exported copies made. The other advantage to this is that since Lr puts "edit" and the end of the file name (changeable in preferences) you can easily search for all "edit" images using Find.
However you choose to sort your images, I recommend keeping all your originals and copies in Lr, because that is what Lr is for - keeping all your images organized and searchable.
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