Is there a way for Windows Home Server to keep one of its share folders sync'd with a folder on one of the computers on the network?

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I use synctoy - there is another question regarding this here

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Just learned how to setup SyncToy to run on as scheduled task. Sweet! – Guy May 18 '09 at 19:48
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According to this page: Windows Live Sync as a Service on Windows Home Server, Windows Live Sync should run fine, and would do what you want.

You'll need a Live account, and then you just set up a private folder and share it on the two machines, and they'll be kept in sync.

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Offline Files?

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I use Unison. It's a pain to configure on Windows, but it's much much faster than any other syncing tool

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