Hi and thank you for your help.
I have two computers with iTunes installed and one iPhone. One Windows 10 computer at home office and other Windows 10 laptop at work. All use the same account details.
1. How do I auto-sync libraries? If I import a new CD into library at home, I want the library on my laptop at work to auto-import it as well. I want both libraries to always have the same songs on it, irrespective from where I add it.
Is this possible?
2. I also sometimes listen to audio books. I want to be able to listen on all three devices (2 x computers & iPhone). I want to be able to listen on my iPhone while driving and then carry on at work where I stopped on my iPhone.
Is this possible?
The only way thats going to be possible is if your iTunes library and all the media is stored on a cloud drive eg onedrive or GDrive or Dropbox. That entire folder then needs to configured to sync to the same folder location on both PCs, e.g. C:\onedrive\itunes.
This is because iTunes normally uses hard links for paths for media which means if they in two different folders on two different computers, you gonna have problems. I think you can simplify it if you configure itunes to manage your library - that means it puts the files where it wants to which may not be the way you want.
In my case, two PCs share a common itunes library sitting on a NAS. We map the network folder as drive M on both PCs. Itunes is not configured to manage my library as I prefer to put stuff under specific folders, such as English, Classical, Jazz, New age, house, etc
This same library is referenced by my Sonos system so it's a pretty sweet setup for me. But read my recommendation right at the end
So after you move your itunes library to this cloud synced local folder, You can then press shift down and open itunes. It will then ask you the location of your iTunes database. In your case, point it to your new common location and off you go. You will most likely need to add everything again to the library as the file path to the media will have changed from c:\users\xxx\music\itunes to your new cloud synced location.
Onedrive / GDrive will take care of syncing the iTunes library and media across two pcs. But beware, based on experience of my NAS solutions, make sure that you don't open itunes on both computers at the same time or there will be sync conflicts for the itunes database files.
My recommendation, pay up for an apple music subscription, let it match your existing library and upload what is not found in Apple music and let Apple worry about the sync between two devices. You also never need to buy CDs again - life becomes more seamless.
My music library is not used as much anymore - can't remember the last time I added a CD to my local collection because all our devices have Deezer and even with Sonos, we just stream via Deezer at home. One less thing for me to worry about. I just use the local library when I need to.
