Back in March, we posted about how machine names do not work over a Windows SBS 2008 VPN.
Evidently, we were not alone. This post from Nicholas Piasecki’s blog describes a work around:
ipconfig /allshould show your domain name as a “Connection-specific DNS suffix” and pinging machines by their suffix-less computer names should work. (If it doesn’t, make sure your DHCP server is using that
015 DNS Domain Nameoption, which the SBS 2008 wizards set up by default.)