This might be slightly off topic to the original file folder question...
You might guess by my screen name that photos (or fotos
) are important to me. I tend to be very particular about sizing and converting photos to best fit the screen sze of the device in question,
I use Adobe Lightroom for all my work and it's very easy there to use a crop ratio of 1024X768 for anything I want to send to the iPad. I don't batch this part because I want to control the crop exactly but it could be batched if you don't care or even not cropped to fit if you don't care about that either.
I then use an export script (that takes about 10 seconds to create the first time) that resizes to a maximum long dimention of 1024 pixels, sharpens for LCD screen display and autosaves it to my "iPad export" diretory. I can select and batch just as many photos as I want here. Then I just walk away and it does its thing.
Meanwhile, back in the iPad sync menu, I just select that directory for photo syncing and it's done. I do the same for my iPhone except I point it to my "iPhone export" directory where much smaller files that were batched there using a similar script are waiting to be synced.
Of course if you want to be more organized (I don't bother,) you can have multiple folders for syncing named "Family", "Easter 2010," etc. and you can just clone the Lightroom script and change it to save to different directories that will appear separate on the iPad... but yeah, no directory nesting allowed.