As with most media tools you can update common properties of many files, e.g. all tracks in an album, in both iTunes & MediaMonkey, by selecting the files you want to alter and then using the *Get Info.* or
Properties dialogs respectively.
A typical structure for media files is *Artist\Album\## Track*. In MediaMonkey *Auto-Tag from Filename* using the string *<Artist>\<Album>\<Track#> <Tiitle>* would populate the four fields from the filename & path. If your untagged files have a different structure than simply create a pattern that reflects it and apply to a few test files. Once you're happy things work as you wish you can apply choose the
All node in the MediaMonkey browse to select all files in a given folder and its subfolders to be processed. N.b. making a complete backup before you start is a good idea.
You
can let MediaMonkey scan your entire media folder and build a complete alternate library, but I just use it to browse into particular folders to tweak things the way I like them, e.g. I use *Auto-Organise Files* for my compilation tracks with the command *..\..\<Album Artist>\<Album><Track#:2> <Title> - <Artist>* which ensures that the full path reflects any changes I've made to the tags and means all of the key data in the tag could be reconstructed from the filename/path. For regular albums where artist and album artist are the same I leave out the trailing " - <Artist>". After renaming files I remove & reimport into iTunes.
If you have files that are already in iTunes and you edit the tags outside of iTunes *without renaming* then you get iTunes to update its information from the tags by selecting the relevant tracks, using CTRL-I to "Get Info.", then clicking
OK +without making any changes+. iTunes should now display the changed information.
If you import everything into MediaMonkey then you can use the search features to find tracks regardless of where they are stored.
You can use whichever layout you wish for artist names, however you might prefer to use *Liona Boyd* as the Artist name, and then when you finally import into iTunes you can use its Sort Artist & Sort Album fields so that she is sorted under *Boyd, L*.
For more on organising things within iTunes see
http://www.samsoft.org.uk/iTunes.grouping.asp
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