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I installed tortoise SVN on a 2008R2 server. The install completed, I rebooted, but still no tortoise context menus.

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Did you perhaps install the 32-bit version of Tortoise?

32-bit shell extensions do not work on 64-bit Windows operating systems (Windows Server 2008 R2 is 64-bit only), which is why the context menus do not appear.

Download and install the 64-bit version and reboot the server.

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Hmm. I thought this was a 32-bit system. But I apparently misheard. – bmargulies Oct 31 '10 at 18:07
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There is no 32-bit version of 2008 R2. It's the first Microsoft OS only available as 64-bit. – Ryan Bolger Oct 31 '10 at 20:18
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