We occasionally get requests from customers who want to edit their shapefiles on a computer and move them back to CartoMobile. Generally, this is a very easy operation. However, if you have a picture field and corresponding pictures, it can be a bit trickier.
If you don't add any photos (or make any modifications) on the computer, you can leave the existing "-Pictures" folder on your device. However, if you have added or changed pictures, things get a bit more difficult.
Unfortunately, try as we might, we haven't found a way to do this. Right now, there doesn't appear to be a way to copy a folder from a PC/Mac to an app with iTunes.
However, we did find a way (at least from a Mac) to use a little slight-of-hand and get things there. iTunes will not allow you to copy folders, but it will allow you to copy a "bundle", which is basically a folder with a special extension. Pages and Keynote, Cartographica, and many others store files in this special format.
What we found was that if we followed this sequence, we could copy the data to the iPad/iPhone. Admittedly, it's tedious, but it does work:
Now CartoMobile should see the pictures. For the record, the EXIF data shouldn't be causing problems, nor should the size, although you probably want to keep the sizes down for storage capacity issues.