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Thanks marty45714. The use of VirtualBox was brilliant! So many of the solutions are Windows centric and I use a Mac.

I'd love to sport one of these!

I had problems with DoubleTwist (as did several other Android owners where I work). While it may be Mac related, DoubleTwist didn't pick up play lists and also didn't sync books. I had better luck with Salling Media Sync but still wasn't quite happy. That is a round about way to say iSyncr...