Problems transferring digital music via iTunes

My sister and a few of my co-workers have mentioned to me about the problems that have had with moving their digital music collections, that are usually played through iTunes, between devices.

I usually give one of two answers:

  1. Don’t use iTunes (I don’t)
  2. Google it (this is probably the solution)

Sometimes, I am also then asked about what I use instead:

  • foobar2000
  • Windows Media Player
  • CDs
  • Audacity
  • WinAmp 2.95
  • RealJukebox 1.0
  • cassette tapes
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