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Can you confirm you have latest updates / patches installed? &nbsp;Are you wired / wireless? &nbsp;Can you ping the IP / hostname from the mac? &nbsp;Vice Versa from the 2008 machine?<br />
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Are you using the builtin Mac VPN client or Tunnelblick?
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Can you confirm you have latest updates / patches installed?  Are you wired / wireless?  Can you ping the IP / hostname from the mac?  Vice Versa from the 2008 machine?

Are you using the builtin Mac VPN client or Tunnelblick?

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Router configuration, not exchange
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Hi, I have a MacBook pro with maverics installed and want to connect via vpn to Windows SBS 2008 server. The VPN connects ok but I can't see any of the shares. I have tested with a Windows 7 PC and can see the shares fine over the VPN. I have tried finder, go to server and entered smb:// internal ip of server but nothing !<br />
<br />
Help please !
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Hi, I have a MacBook pro with maverics installed and want to connect via vpn to Windows SBS 2008 server. The VPN connects ok but I can't see any of the shares. I have tested with a Windows 7 PC and can see the shares fine over the VPN. I have tried finder, go to server and entered smb:// internal ip of server but nothing !

Help please !

VPN from Mac to Windows SBS cant see folders

Windows Server 2008 and Windows Server 2008 R2, based on the Microsoft Vista codebase, is the last 32-bit server operating system released by Microsoft. It has a number of versions, including including Foundation, Standard, Enterprise, Datacenter, Web, HPC Server, Itanium and Storage; new features included server core installation and Hyper-V.

Windows Server 2008

The Internet Protocol (IP) is the principal communications protocol in the Internet protocol suite for relaying datagrams across network boundaries, organized in abstraction layers, traditionally called "Link," "Internet," "Transport" and "Application”. Its routing function enables internetworking, and essentially establishes the Internet. IP defines packet structures that encapsulate the data to be delivered. It also defines addressing methods that are used to label the datagram with source and destination information.