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Community Bot
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You could use myTuneSync at least at the beginning to make this a bit easier.

I'm guessing that you have your MacBook iTunes set to put all of the music on the remote share in the Drobo. So use myTuneSync to sync your wife's library to yours so that the libraries will be merged.

Once you have it merged, you can probably get away with just using the iTunes 9 Home Share feature. In fact, inspired by phovenphoven, you could just make that Mac Mini the main library holder. Then use the iTunes 9 Home Sharing to share the library from the Mac Mini to both MacBooks. Anything you need locally, you could copy, and anything you just want to listen to, you can stream.

Caveat - you will have problems if your wife has purchased content from iTunes with an account that is different then the one you used. It might be possible that you could authorize all 3 machines with both accounts simultaneously and Home Sharing might still work then.

You could use myTuneSync at least at the beginning to make this a bit easier.

I'm guessing that you have your MacBook iTunes set to put all of the music on the remote share in the Drobo. So use myTuneSync to sync your wife's library to yours so that the libraries will be merged.

Once you have it merged, you can probably get away with just using the iTunes 9 Home Share feature. In fact, inspired by phoven, you could just make that Mac Mini the main library holder. Then use the iTunes 9 Home Sharing to share the library from the Mac Mini to both MacBooks. Anything you need locally, you could copy, and anything you just want to listen to, you can stream.

Caveat - you will have problems if your wife has purchased content from iTunes with an account that is different then the one you used. It might be possible that you could authorize all 3 machines with both accounts simultaneously and Home Sharing might still work then.

You could use myTuneSync at least at the beginning to make this a bit easier.

I'm guessing that you have your MacBook iTunes set to put all of the music on the remote share in the Drobo. So use myTuneSync to sync your wife's library to yours so that the libraries will be merged.

Once you have it merged, you can probably get away with just using the iTunes 9 Home Share feature. In fact, inspired by phoven, you could just make that Mac Mini the main library holder. Then use the iTunes 9 Home Sharing to share the library from the Mac Mini to both MacBooks. Anything you need locally, you could copy, and anything you just want to listen to, you can stream.

Caveat - you will have problems if your wife has purchased content from iTunes with an account that is different then the one you used. It might be possible that you could authorize all 3 machines with both accounts simultaneously and Home Sharing might still work then.

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Jay R.
Jay R.
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You could use myTuneSync at least at the beginning to make this a bit easier.

I'm guessing that you have your MacBook iTunes set to put all of the music on the remote share in the Drobo. So use myTuneSync to sync your wife's library to yours so that the libraries will be merged.

Once you have it merged, you can probably get away with just using the iTunes 9 Home Share feature. In fact, inspired by phoven, you could just make that Mac Mini the main library holder. Then use the iTunes 9 Home Sharing to share the library from the Mac Mini to both MacBooks. Anything you need locally, you could copy, and anything you just want to listen to, you can stream.

Caveat - you will have problems if your wife has purchased content from iTunes with an account that is different then the one you used. It might be possible that you could authorize all 3 machines with both accounts simultaneously and Home Sharing might still work then.