Some of us use iTunes. So the files are added to iTunes (if you use windows you must manually add them), & then add the songs to iPod from iTunes. I share my iTunes so the iTunes Music Library is visible in the LW Library window. To get an idea, see these links iTunes shared library, & this one Albumwrap/iTunes

When I add music to iTunes, I arrange the folder by date, so the newest is at the top of the folder. Also, iTunes will not re-add the same file "if" everything about the file is identical & that includes name, size, id3 tag, etc. Likewise, you can organise iTunes library by date added. To do that you choose show date added from edit>view menu, then click on the top of that date added column to organise them thus.