I have a Windows 2003 SBS box. It has 2 physical NIC's: WAN and LAN. The WAN is a public IP. The LAN is a simple 192.168.2.x subnet with Microsoft DHCP Server. Microsoft Routing and Remote Access Service is used to provide NAT to LAN. The box also runs VMware Server with a virtual machine running Windows XP. I want people to be able to VPN into the box, and connect to these virtual machines on the MSRDP port. I can VPN (PPTP) into the 2003 SBS box fine, as well as ping other machines on the LAN. I can ping the VM from a physical workstation on the LAN and vice-versa. I can ping the VPN client from the a physical workstation on the LAN and vice-versa. I can ping the VPN client from the Server console and vice-versa. I can ping the VM client from the Server console and vice-versa. But I cannot ping the VPN client from the VM and vice-versa. I was hoping to set up 2 or 3 Windows XP virtual machines on our only server, so that a couple of people can remote in to work without having to leave a physical machine on in the office. You could this attempted set up a "poor mans terminal server". On the 2003 SBS Server:- C:\Documents and Settings\Administrator>route print IPv4 Route Table =========================================================================== Interface List 0x1 ........................... MS TCP Loopback interface 0x2 ...00 50 56 c0 00 08 ...... VMware Virtual Ethernet Adapter for VMnet8 0x3 ...00 50 56 c0 00 01 ...... VMware Virtual Ethernet Adapter for VMnet1 0x10004 ...00 53 45 00 00 00 ...... WAN (PPP/SLIP) Interface 0x10005 ...00 11 43 d4 69 13 ...... Broadcom NetXtreme Gigabit Ethernet 0x10006 ...00 11 43 d4 69 14 ...... Broadcom NetXtreme Gigabit Ethernet #2 =========================================================================== =========================================================================== Active Routes: Network Destination Netmask Gateway Interface Metric 0.0.0.0 0.0.0.0 81.123.144.22 81.123.144.21 1 81.123.144.20 255.255.255.252 81.123.144.21 81.123.144.21 1 81.123.144.21 255.255.255.255 127.0.0.1 127.0.0.1 1 81.255.255.255 255.255.255.255 81.123.144.21 81.123.144.21 1 86.135.78.235 255.255.255.255 81.123.144.22 81.123.144.21 1 109.152.62.236 255.255.255.255 81.123.144.22 81.123.144.21 1 127.0.0.0 255.0.0.0 127.0.0.1 127.0.0.1 1 192.168.2.0 255.255.255.0 192.168.2.3 192.168.2.3 1 192.168.2.3 255.255.255.255 127.0.0.1 127.0.0.1 1 192.168.2.26 255.255.255.255 192.168.2.32 192.168.2.32 1 192.168.2.28 255.255.255.255 192.168.2.32 192.168.2.32 1 192.168.2.32 255.255.255.255 127.0.0.1 127.0.0.1 50 192.168.2.50 255.255.255.255 127.0.0.1 127.0.0.1 1 192.168.2.255 255.255.255.255 192.168.2.3 192.168.2.3 1 192.168.10.0 255.255.255.0 192.168.10.1 192.168.10.1 20 192.168.10.1 255.255.255.255 127.0.0.1 127.0.0.1 20 192.168.10.255 255.255.255.255 192.168.10.1 192.168.10.1 20 192.168.96.0 255.255.255.0 192.168.96.1 192.168.96.1 20 192.168.96.1 255.255.255.255 127.0.0.1 127.0.0.1 20 192.168.96.255 255.255.255.255 192.168.96.1 192.168.96.1 20 224.0.0.0 240.0.0.0 81.123.144.21 81.123.144.21 1 224.0.0.0 240.0.0.0 192.168.2.3 192.168.2.3 1 224.0.0.0 240.0.0.0 192.168.10.1 192.168.10.1 20 224.0.0.0 240.0.0.0 192.168.96.1 192.168.96.1 20 255.255.255.255 255.255.255.255 81.123.144.21 81.123.144.21 1 255.255.255.255 255.255.255.255 192.168.2.3 192.168.2.3 1 255.255.255.255 255.255.255.255 192.168.10.1 192.168.10.1 1 255.255.255.255 255.255.255.255 192.168.96.1 192.168.96.1 1 Default Gateway: 81.123.144.22 =========================================================================== Persistent Routes: None C:\Documents and Settings\Administrator>ipconfig /all Windows IP Configuration Host Name . . . . . . . . . . . . : 2003server Primary Dns Suffix . . . . . . . : mycompany.local Node Type . . . . . . . . . . . . : Unknown IP Routing Enabled. . . . . . . . : Yes WINS Proxy Enabled. . . . . . . . : Yes DNS Suffix Search List. . . . . . : mycompany.local gateway.2wire.net Ethernet adapter VMware Network Adapter VMnet8: Connection-specific DNS Suffix . : Description . . . . . . . . . . . : VMware Virtual Ethernet Adapter for VMnet 8 Physical Address. . . . . . . . . : 00-50-56-C0-00-08 DHCP Enabled. . . . . . . . . . . : No IP Address. . . . . . . . . . . . : 192.168.10.1 Subnet Mask . . . . . . . . . . . : 255.255.255.0 Default Gateway . . . . . . . . . : Ethernet adapter VMware Network Adapter VMnet1: Connection-specific DNS Suffix . : Description . . . . . . . . . . . : VMware Virtual Ethernet Adapter for VMnet 1 Physical Address. . . . . . . . . : 00-50-56-C0-00-01 DHCP Enabled. . . . . . . . . . . : No IP Address. . . . . . . . . . . . : 192.168.96.1 Subnet Mask . . . . . . . . . . . : 255.255.255.0 Default Gateway . . . . . . . . . : PPP adapter RAS Server (Dial In) Interface: Connection-specific DNS Suffix . : Description . . . . . . . . . . . : WAN (PPP/SLIP) Interface Physical Address. . . . . . . . . : 00-53-45-00-00-00 DHCP Enabled. . . . . . . . . . . : No IP Address. . . . . . . . . . . . : 192.168.2.32 Subnet Mask . . . . . . . . . . . : 255.255.255.255 Default Gateway . . . . . . . . . : NetBIOS over Tcpip. . . . . . . . : Disabled Ethernet adapter LAN: Connection-specific DNS Suffix . : Description . . . . . . . . . . . : Broadcom NetXtreme Gigabit Ethernet Physical Address. . . . . . . . . : 00-11-43-D4-69-13 DHCP Enabled. . . . . . . . . . . : No IP Address. . . . . . . . . . . . : 192.168.2.50 Subnet Mask . . . . . . . . . . . : 255.255.255.0 IP Address. . . . . . . . . . . . : 192.168.2.3 Subnet Mask . . . . . . . . . . . : 255.255.255.0 Default Gateway . . . . . . . . . : DNS Servers . . . . . . . . . . . : 192.168.2.3 Primary WINS Server . . . . . . . : 192.168.2.3 Ethernet adapter WAN: Connection-specific DNS Suffix . : gateway.2wire.net Description . . . . . . . . . . . : Broadcom NetXtreme Gigabit Ethernet #2 Physical Address. . . . . . . . . : 00-11-43-D4-69-14 DHCP Enabled. . . . . . . . . . . : Yes Autoconfiguration Enabled . . . . : Yes IP Address. . . . . . . . . . . . : 81.123.144.21 Subnet Mask . . . . . . . . . . . : 255.255.255.252 Default Gateway . . . . . . . . . : 81.123.144.22 DHCP Server . . . . . . . . . . . : 10.0.0.1 DNS Servers . . . . . . . . . . . : 10.0.0.1 Primary WINS Server . . . . . . . : 192.168.2.3 NetBIOS over Tcpip. . . . . . . . : Disabled Lease Obtained. . . . . . . . . . : 25 February 2011 22:56:59 Lease Expires . . . . . . . . . . : 25 February 2011 23:06:59 C:\Documents and Settings\Administrator>ping 192.168.2.11 Pinging 192.168.2.11 with 32 bytes of data: Reply from 192.168.2.11: bytes=32 time<1ms TTL=128 Reply from 192.168.2.11: bytes=32 time<1ms TTL=128 Reply from 192.168.2.11: bytes=32 time<1ms TTL=128 Reply from 192.168.2.11: bytes=32 time<1ms TTL=128