You can avoid the "frenzy of clicking" by turning off the metadata editor - go to
Edit > Preferences > Import/Export and uncheck the box that says "Show Metadata Editor prior to export step" - it's an unfortunate default in Audacity which was done by the developers a whilke back to circumvent a bug they couldn't fisx at the time.
Now on to the meat of your query. I am somewhat confused, you say that you are using export multiple - but you go on to talk about a single file "when I go to iTunes ... the file ...." - Export Multiple should produce a set of files, one per labelled track/song not a single file. Are you getting multiple files? Also what format are you exporting from Audacity to import into iTunes.
WC
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In case it helps here is my summarized workflow for getting "stuff" from Audacity to iTunes:
Workflow to take Audacity Projects to AAC in iTunes
1. Record and edit the project in Audacity
2. Export as a set of WAV files
(to facilitate correct ordering later I Label the tracks 01 <track_name_1>, 02 <track_name_2>, etc.)
3. Import the WAV files into iTunes
4. Use iTunes to make AAC copies (at your chosen bitrate) in the library of the WAV files
5. Delete the WAV files from the library.
6. Edit the metadata tags of the tracks/album
7. And last but not least - backup my updated iTunes library
8. Delete the Audacity project file (.aup and folder) to release hard disk space
some more detail:
For step 1. I record and edit with Audacity set at 44.1kHz and 32-bit floating stereo (this gives me good headroom for any required editing) – I down-sample on export to 44.1Khz 16-bit PCM stereo (the Red Book standard for CDs)
For step 2. – I down-sample on export to 44.1Khz 16-bit PCM stereo (the Red Book standard for CDs). All the files for a particular album or show are placed in a specific named folder for that album/show.
For Step 3. in my iTunes application I have the Import Settings ( Edit > Preferences > General > Import Settings ) set to Import Using AAC and with my preferred bitrate set via Custom. I then add the folder created in step 2 above to the iTunes library with the File > Add Folder to Library. This loads the WAV files into the library.
For Step 4. One of the columns I always have showing in my iTunes library is Bitrate. Clicking on the Bitrate column header will re-order the display by bitrate (you need to have All Genres/Artists/Albums showing).
The WAV files should show up as a set at the top of the list (or bottom) - mine show at a bitrate of 1411 kbps. Alternatively you could activate the Kind column - whereby the imported files will show as WAV and similarly clicking on the Kind column header will produce a suitable ordering for you.. Select all the WAV files that you need to convert and then use Advanced > Create AAC version.
Actually to facilitate later location of the converted files I usually edit the common metadata tags for the set of WAVS whilst they are selected - most importantly the album/show name.
For Step 5. The WAV files should still be the only selected tunes at this stage, providing that you have done no further clicking - just take extreme care at this stage
(the AACs are created but selection is not forced by iTunes) So then I just Delete the selected files using the Delete key - and send the files to my wastebasket (Note carefully that my iTunes is set to copy files in NOT to reference external files - so the WAVs that are deleted are copies of the original source WAVs that iTunes made in my library in step 3. This is set in Edit > Preferences > Advanced with the “Copy tunes into iTunes folder when adding to library” tickbox.)
For Step 6. In order to edit the metadata for Song Name etc - the album is easy to locate as I have already edited the Album tag in Step 4 above.
Step 7. This is a critical step – as I have no desire to lose the valuable fruits of my labours. I maintain two separate 1TB disks. On each disk I place a complete set of the WAV files I have created in their album/show named folders – with the album folders sorted by genre and placed in “Genre folders”. Each disk also contains two generations of backup of my iTunes libraries -
(I actually don't do this library backup after every update - but I do try to do it at least every couple of weeks so I have a roll-back point)..
Step 8. After the backups are made I can then safely release space on my onboard hard drive by deleting the Audacity project files and the originally exported WAV files which remain there.
Yes it's a bit of work - but worth the effort IMHO
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Alternative Method
Actually there is an alternative method I sometimes use when transcribing a vinyl album. I usually make a CD of these from the set of WAV files, retaining the original ordering of course. I then load this CD into my PC - if I am lucky the Gracenote CDDB database will "recognize" the CD and supply all the necessary metadata for me (otherwise I edit the metadata tags and submit them to Gracenote). Then I can simply rip the CD into my iTunes library in the same way as I would do with a commercially produced CD.
WC