[tomx2]

Ok, mission accomplished. It took a while but i have what i need and it's working fine...so far. If calibre doesn't change it's naming convention (my greatest fear) i should have no more issues with the naming of my files, finally! I have tested the workflow and all changes made via calibre are reflected in the reader as desired (Moon Reader Pro). Re-editing a file and replacing the old file on my device works as desired (the edits are reflected on the device) and due to the file name being the same (hooray!) my notes and annotations stay intact!

For any possible future interest, my workflow is to allow calibre to perform the desired edits/metadata changes. Then embed the edits (don't use send to device). And finally, manually move your files anywhere you like to enjoy. (Choose click to open and drag the file to your device).

This ensures that calibre can not change your file names, and if the file name remains consistent all else should be fine.

Thanks everyone for all your help, T