When I plugged my iPod in for the first time, I decided to manually update it. After a while, I realised that this was too time consuming so it now syncs automatically. My original decision was made after hearing stories of iTunes deleting all the music from iPods. I think this only happens when iTunes itself contains no music; therefore the mirroring process will clear everything from the iPod - something I don't have to worry about because my iTunes always has the files. Now that my iPod is nearly full (I think I have about 300mb remaining), I will go back to manual updates. I guess I'll have to start being more selective by ignoring entire albums or individual songs that I don't or rarely listen to.
I still own a Creative Zen Micro mp3 player but I can't see myself using it anymore. Before iTunes, Windows Media Player filled the void for ripping, managing and playing music. I never thought I'd say this but now I can't see myself using this anymore either. iTunes is not only an alternative; it's the replacement. My favourite feature is the cover flow where you can scroll through all of the album covers - something that is also on my iPod :D. To summarise, all of those who are afraid to use Apple products (like I was) have nothing to fear - I guarantee they won't look back!
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