Sharing music via a home server?

We have the following setup:
1 PC Desktop running W7
1 PC Laptop running W7
1 iMac desktop
2 iPhones (one synced with iMac, one with PC Desktop)
1 iPad (synced with PC Desktop)
1 HP EX495 Windows Home Server that has all our music on it (and recorded TV and whatnot).
We would like both the iMac and the PC Desktop (and theoretically the other devices though we would be satisfied with just those two) to be able to:
1)  Create playlists (not necessarily shared) that can be synced to mobile devices
2)  Purchase music and add it to the shared database so that the other computer sees the new music
3)  Subscribe to podcasts and have the other person see them
4)  Whe one person imports an Audiobook from CD, the other person should see the same audiobook.  When the audiobook is deleted, the other person should automatically have the audiobook leave their music library without little exclamation-points-in-circles next to all the tracks.
Can anyone explain to me what the Best Practices are in setting up a system with the above requirements?
Thank you very much for any pointers.

With a browser.
Message Edited by hadimassa on 27-Sep-2009 07:51 PM
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