I have found that the OrganizeDialog prompts the user about copy and conversion, but does not estimate size after transcription ; it only sums up the size of each file that will be copied, resulting of the "OK" button being disabled because size is greater than space available on device.

The size estimation takes place in the SetSong method of OrganizeDialog, and I figured that I could use the settings of each Transcoder/xxx to get the target bitrate needed to estimate the transcoded size...

I did not get yet how to determine the device specific settings that will determine if the file will be transcoded or just copied, and was wondering if anyone had any developper doc or any clue of how I could get this information. If you have any general contributing tips lmk.

I figured this post was more a development one than a feature request as I plan to contribute once I figure this out.