Our Solution
1)Open iTunes and select the protected song you would like to remove the DRM from.
2)Open Total Recorder and click the record button.
3)Begin playback in iTunes.
4)When playback ends, press the stop button in Total Recorder and save your work.
5)Drag the created .wav file to a fresh iTunes playlist. Right click the song and choose convert to mp3. You may retrieve the .mp3 file from your itunes music folder/unknown artist/unknown album (The settings for iTunes mp3 conversion can be found under the Edit -> Preferences -> Advanced Tab -> Importing Tab. Import using MP3 encoder and Good Quality(128kbps) will suffice for the output.)
Note: These instructions assume that you're working with a correctly configured iTunes and Total Recorder program. iTunes should have crossfading turned off. Total Recorder can be configured to encode mp3s but the range of bitrates with the default encoder isn't impressive and sticking to the two programs in question it is easier to have TR output in .wav format and convert that using iTunes. Additionally, make sure you have muted or closed any noise making applications you may have running. TR takes care of muting system noises but AIM for example would need to be manually silenced or you run the risk of recording those sounds in addition to the desired music.
Note 2: It is also possible for unattended removal of the DRM from entire playlists, however, this involves the usage of TR's autosplit functionality and while initially that seems like a good idea it is hard to configure correctly. It works by using user specified periods of silence as break points for tracks, although, if such a break point occurs in the middle of a song TR will split the track into multiple pieces. It is suggested that you use the one track at a time method outlined above for the best results.
2)Open Total Recorder and click the record button.
3)Begin playback in iTunes.
4)When playback ends, press the stop button in Total Recorder and save your work.
5)Drag the created .wav file to a fresh iTunes playlist. Right click the song and choose convert to mp3. You may retrieve the .mp3 file from your itunes music folder/unknown artist/unknown album (The settings for iTunes mp3 conversion can be found under the Edit -> Preferences -> Advanced Tab -> Importing Tab. Import using MP3 encoder and Good Quality(128kbps) will suffice for the output.)
Note: These instructions assume that you're working with a correctly configured iTunes and Total Recorder program. iTunes should have crossfading turned off. Total Recorder can be configured to encode mp3s but the range of bitrates with the default encoder isn't impressive and sticking to the two programs in question it is easier to have TR output in .wav format and convert that using iTunes. Additionally, make sure you have muted or closed any noise making applications you may have running. TR takes care of muting system noises but AIM for example would need to be manually silenced or you run the risk of recording those sounds in addition to the desired music.
Note 2: It is also possible for unattended removal of the DRM from entire playlists, however, this involves the usage of TR's autosplit functionality and while initially that seems like a good idea it is hard to configure correctly. It works by using user specified periods of silence as break points for tracks, although, if such a break point occurs in the middle of a song TR will split the track into multiple pieces. It is suggested that you use the one track at a time method outlined above for the best results.

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