Cannot ping from Server2008 to virtual server Server2003.

I have a Virtual Server running Server 2003 at a remote location with a
persistant VPN between the 2 sites. And I have a Windows2008 server and an
SBS server at the home office. I am able to ping the virtual server from the
sbs box, but not the 2008 box. If I ping the 2008 box from the virtual
server, that works fine, then for about a minute I can ping the virtual
server from the 2008 server, then it quits after a minute or so.
Where can I look to diagnose this?
There are no errors in the VPN/Routers on either side. No local firewalls
are running.
Help?

Thank You
Allen

Is it possible one of servers are multihomed computer? Posting the results
of ipconfig /all on both computers may help.

--
Bob Lin, MS-MVP, MCSE & CNE
Networking, Internet, Routing, VPN Troubleshooting on
http://www.ChicagoTech.net
How to Setup Windows, Network, VPN & Remote Access on
http://www.HowToNetworking.com
"Allen S." <Allen S.@discussions.microsoft.com> wrote in message
news:0BAC7225-10F1-4443-848D-(E-Mail Removed)...
>I have a Virtual Server running Server 2003 at a remote location with a
> persistant VPN between the 2 sites. And I have a Windows2008 server and an
> SBS server at the home office. I am able to ping the virtual server from
> the
> sbs box, but not the 2008 box. If I ping the 2008 box from the virtual
> server, that works fine, then for about a minute I can ping the virtual
> server from the 2008 server, then it quits after a minute or so.
> Where can I look to diagnose this?
> There are no errors in the VPN/Routers on either side. No local firewalls
> are running.
> Help?
>
> Thank You
> Allen

This is from the virtual server.

Windows IP Configuration

Host Name . . . . . . . . . . . . : aecweb
Primary Dns Suffix . . . . . . . : My Company.local
Node Type . . . . . . . . . . . . : Hybrid
IP Routing Enabled. . . . . . . . : No
WINS Proxy Enabled. . . . . . . . : No
DNS Suffix Search List. . . . . . : My Company.local

Ethernet adapter Local Area Connection:

Connection-specific DNS Suffix . :
Description . . . . . . . . . . . : Intel 21140-Based PCI Fast Ethernet
Adapt
er (Generic)
Physical Address. . . . . . . . . : 10-03-FF-4D-6B-84
DHCP Enabled. . . . . . . . . . . : No
IP Address. . . . . . . . . . . . : 192.168.200.6
Subnet Mask . . . . . . . . . . . : 255.255.255.0
Default Gateway . . . . . . . . . : 192.168.200.1
DNS Servers . . . . . . . . . . . : 192.168.200.2
Primary WINS Server . . . . . . . : 192.168.200.2

And this is from the Server2008
Windows IP Configuration

Host Name . . . . . . . . . . . . : STARWEBSERVER
Primary Dns Suffix . . . . . . . : Office.local
Node Type . . . . . . . . . . . . : Hybrid
IP Routing Enabled. . . . . . . . : No
WINS Proxy Enabled. . . . . . . . : No
DNS Suffix Search List. . . . . . : Office.local

Ethernet adapter Local Area Connection 2:

Connection-specific DNS Suffix . :
Description . . . . . . . . . . . : Intel(R) PRO/1000 EB Network
Connection w
ith I/O Acceleration #2
Physical Address. . . . . . . . . : 00-15-17-47-16-69
DHCP Enabled. . . . . . . . . . . : No
Autoconfiguration Enabled . . . . : Yes
IPv4 Address. . . . . . . . . . . : 10.25.18.17(Preferred)
Subnet Mask . . . . . . . . . . . : 255.255.255.0
Default Gateway . . . . . . . . . : 10.25.18.30
DNS Servers . . . . . . . . . . . : 10.25.18.3
NetBIOS over Tcpip. . . . . . . . : Enabled

Ethernet adapter Local Area Connection:

Connection-specific DNS Suffix . :
Description . . . . . . . . . . . : Intel(R) PRO/1000 EB Network
Connection w
ith I/O Acceleration
Physical Address. . . . . . . . . : 00-15-17-47-16-68
DHCP Enabled. . . . . . . . . . . : No
Autoconfiguration Enabled . . . . : Yes
IPv4 Address. . . . . . . . . . . : 192.168.1.3(Preferred)
Subnet Mask . . . . . . . . . . . : 255.255.255.0
Default Gateway . . . . . . . . . : 192.168.1.1
DNS Servers . . . . . . . . . . . : 192.168.1.2
Primary WINS Server . . . . . . . : 192.168.1.2
NetBIOS over Tcpip. . . . . . . . : Enabled

The 192.168.1.1 network is the one the router/vpn tunnel is attached to.


"Robert L. (MS-MVP)" wrote:

> Is it possible one of servers are multihomed computer? Posting the results
> of ipconfig /all on both computers may help.
>
> --
> Bob Lin, MS-MVP, MCSE & CNE
> Networking, Internet, Routing, VPN Troubleshooting on
> http://www.ChicagoTech.net
> How to Setup Windows, Network, VPN & Remote Access on
> http://www.HowToNetworking.com
> "Allen S." <Allen S.@discussions.microsoft.com> wrote in message
> news:0BAC7225-10F1-4443-848D-(E-Mail Removed)...
> >I have a Virtual Server running Server 2003 at a remote location with a
> > persistant VPN between the 2 sites. And I have a Windows2008 server and an
> > SBS server at the home office. I am able to ping the virtual server from
> > the
> > sbs box, but not the 2008 box. If I ping the 2008 box from the virtual
> > server, that works fine, then for about a minute I can ping the virtual
> > server from the 2008 server, then it quits after a minute or so.
> > Where can I look to diagnose this?
> > There are no errors in the VPN/Routers on either side. No local firewalls
> > are running.
> > Help?
> >
> > Thank You
> > Allen
>
>

OK, the windows 2008 server is multihomed computer with two gateways that
could be the problem. Posting the routing table may help too.

--
Bob Lin, MS-MVP, MCSE & CNE
Networking, Internet, Routing, VPN Troubleshooting on
http://www.ChicagoTech.net
How to Setup Windows, Network, VPN & Remote Access on
http://www.HowToNetworking.com
"Allen S." <(E-Mail Removed)> wrote in message
news:21D3C341-D001-471A-8CAB-(E-Mail Removed)...
> This is from the virtual server.
>
> Windows IP Configuration
>
> Host Name . . . . . . . . . . . . : aecweb
> Primary Dns Suffix . . . . . . . : My Company.local
> Node Type . . . . . . . . . . . . : Hybrid
> IP Routing Enabled. . . . . . . . : No
> WINS Proxy Enabled. . . . . . . . : No
> DNS Suffix Search List. . . . . . : My Company.local
>
> Ethernet adapter Local Area Connection:
>
> Connection-specific DNS Suffix . :
> Description . . . . . . . . . . . : Intel 21140-Based PCI Fast Ethernet
> Adapt
> er (Generic)
> Physical Address. . . . . . . . . : 10-03-FF-4D-6B-84
> DHCP Enabled. . . . . . . . . . . : No
> IP Address. . . . . . . . . . . . : 192.168.200.6
> Subnet Mask . . . . . . . . . . . : 255.255.255.0
> Default Gateway . . . . . . . . . : 192.168.200.1
> DNS Servers . . . . . . . . . . . : 192.168.200.2
> Primary WINS Server . . . . . . . : 192.168.200.2
>
> And this is from the Server2008
> Windows IP Configuration
>
> Host Name . . . . . . . . . . . . : STARWEBSERVER
> Primary Dns Suffix . . . . . . . : Office.local
> Node Type . . . . . . . . . . . . : Hybrid
> IP Routing Enabled. . . . . . . . : No
> WINS Proxy Enabled. . . . . . . . : No
> DNS Suffix Search List. . . . . . : Office.local
>
> Ethernet adapter Local Area Connection 2:
>
> Connection-specific DNS Suffix . :
> Description . . . . . . . . . . . : Intel(R) PRO/1000 EB Network
> Connection w
> ith I/O Acceleration #2
> Physical Address. . . . . . . . . : 00-15-17-47-16-69
> DHCP Enabled. . . . . . . . . . . : No
> Autoconfiguration Enabled . . . . : Yes
> IPv4 Address. . . . . . . . . . . : 10.25.18.17(Preferred)
> Subnet Mask . . . . . . . . . . . : 255.255.255.0
> Default Gateway . . . . . . . . . : 10.25.18.30
> DNS Servers . . . . . . . . . . . : 10.25.18.3
> NetBIOS over Tcpip. . . . . . . . : Enabled
>
> Ethernet adapter Local Area Connection:
>
> Connection-specific DNS Suffix . :
> Description . . . . . . . . . . . : Intel(R) PRO/1000 EB Network
> Connection w
> ith I/O Acceleration
> Physical Address. . . . . . . . . : 00-15-17-47-16-68
> DHCP Enabled. . . . . . . . . . . : No
> Autoconfiguration Enabled . . . . : Yes
> IPv4 Address. . . . . . . . . . . : 192.168.1.3(Preferred)
> Subnet Mask . . . . . . . . . . . : 255.255.255.0
> Default Gateway . . . . . . . . . : 192.168.1.1
> DNS Servers . . . . . . . . . . . : 192.168.1.2
> Primary WINS Server . . . . . . . : 192.168.1.2
> NetBIOS over Tcpip. . . . . . . . : Enabled
>
> The 192.168.1.1 network is the one the router/vpn tunnel is attached to.
>
>
> "Robert L. (MS-MVP)" wrote:
>
>> Is it possible one of servers are multihomed computer? Posting the
>> results
>> of ipconfig /all on both computers may help.
>>
>> --
>> Bob Lin, MS-MVP, MCSE & CNE
>> Networking, Internet, Routing, VPN Troubleshooting on
>> http://www.ChicagoTech.net
>> How to Setup Windows, Network, VPN & Remote Access on
>> http://www.HowToNetworking.com
>> "Allen S." <Allen S.@discussions.microsoft.com> wrote in message
>> news:0BAC7225-10F1-4443-848D-(E-Mail Removed)...
>> >I have a Virtual Server running Server 2003 at a remote location with a
>> > persistant VPN between the 2 sites. And I have a Windows2008 server and
>> > an
>> > SBS server at the home office. I am able to ping the virtual server
>> > from
>> > the
>> > sbs box, but not the 2008 box. If I ping the 2008 box from the virtual
>> > server, that works fine, then for about a minute I can ping the virtual
>> > server from the 2008 server, then it quits after a minute or so.
>> > Where can I look to diagnose this?
>> > There are no errors in the VPN/Routers on either side. No local
>> > firewalls
>> > are running.
>> > Help?
>> >
>> > Thank You
>> > Allen
>>
>>

Does this make sense?

"Allen S." wrote:

> This is from the virtual server.
>
> Windows IP Configuration
>
> Host Name . . . . . . . . . . . . : aecweb
> Primary Dns Suffix . . . . . . . : My Company.local
> Node Type . . . . . . . . . . . . : Hybrid
> IP Routing Enabled. . . . . . . . : No
> WINS Proxy Enabled. . . . . . . . : No
> DNS Suffix Search List. . . . . . : My Company.local
>
> Ethernet adapter Local Area Connection:
>
> Connection-specific DNS Suffix . :
> Description . . . . . . . . . . . : Intel 21140-Based PCI Fast Ethernet
> Adapt
> er (Generic)
> Physical Address. . . . . . . . . : 10-03-FF-4D-6B-84
> DHCP Enabled. . . . . . . . . . . : No
> IP Address. . . . . . . . . . . . : 192.168.200.6
> Subnet Mask . . . . . . . . . . . : 255.255.255.0
> Default Gateway . . . . . . . . . : 192.168.200.1
> DNS Servers . . . . . . . . . . . : 192.168.200.2
> Primary WINS Server . . . . . . . : 192.168.200.2
>
> And this is from the Server2008
> Windows IP Configuration
>
> Host Name . . . . . . . . . . . . : STARWEBSERVER
> Primary Dns Suffix . . . . . . . : Office.local
> Node Type . . . . . . . . . . . . : Hybrid
> IP Routing Enabled. . . . . . . . : No
> WINS Proxy Enabled. . . . . . . . : No
> DNS Suffix Search List. . . . . . : Office.local
>
> Ethernet adapter Local Area Connection 2:
>
> Connection-specific DNS Suffix . :
> Description . . . . . . . . . . . : Intel(R) PRO/1000 EB Network
> Connection w
> ith I/O Acceleration #2
> Physical Address. . . . . . . . . : 00-15-17-47-16-69
> DHCP Enabled. . . . . . . . . . . : No
> Autoconfiguration Enabled . . . . : Yes
> IPv4 Address. . . . . . . . . . . : 10.25.18.17(Preferred)
> Subnet Mask . . . . . . . . . . . : 255.255.255.0
> Default Gateway . . . . . . . . . : 10.25.18.30
> DNS Servers . . . . . . . . . . . : 10.25.18.3
> NetBIOS over Tcpip. . . . . . . . : Enabled
>
> Ethernet adapter Local Area Connection:
>
> Connection-specific DNS Suffix . :
> Description . . . . . . . . . . . : Intel(R) PRO/1000 EB Network
> Connection w
> ith I/O Acceleration
> Physical Address. . . . . . . . . : 00-15-17-47-16-68
> DHCP Enabled. . . . . . . . . . . : No
> Autoconfiguration Enabled . . . . : Yes
> IPv4 Address. . . . . . . . . . . : 192.168.1.3(Preferred)
> Subnet Mask . . . . . . . . . . . : 255.255.255.0
> Default Gateway . . . . . . . . . : 192.168.1.1
> DNS Servers . . . . . . . . . . . : 192.168.1.2
> Primary WINS Server . . . . . . . : 192.168.1.2
> NetBIOS over Tcpip. . . . . . . . : Enabled
>
> The 192.168.1.1 network is the one the router/vpn tunnel is attached to.
>
>
> "Robert L. (MS-MVP)" wrote:
>
> > Is it possible one of servers are multihomed computer? Posting the results
> > of ipconfig /all on both computers may help.
> >
> > --
> > Bob Lin, MS-MVP, MCSE & CNE
> > Networking, Internet, Routing, VPN Troubleshooting on
> > http://www.ChicagoTech.net
> > How to Setup Windows, Network, VPN & Remote Access on
> > http://www.HowToNetworking.com
> > "Allen S." <Allen S.@discussions.microsoft.com> wrote in message
> > news:0BAC7225-10F1-4443-848D-(E-Mail Removed)...
> > >I have a Virtual Server running Server 2003 at a remote location with a
> > > persistant VPN between the 2 sites. And I have a Windows2008 server and an
> > > SBS server at the home office. I am able to ping the virtual server from
> > > the
> > > sbs box, but not the 2008 box. If I ping the 2008 box from the virtual
> > > server, that works fine, then for about a minute I can ping the virtual
> > > server from the 2008 server, then it quits after a minute or so.
> > > Where can I look to diagnose this?
> > > There are no errors in the VPN/Routers on either side. No local firewalls
> > > are running.
> > > Help?
> > >
> > > Thank You
> > > Allen
> >
> >

"Allen S." <(E-Mail Removed)> wrote in message
news:672FA125-1455-415D-9026-(E-Mail Removed)...
> Does this make sense?
>
> "Allen S." wrote:
>

Does what make sense? What Bob said makes sense to me. Is that what you
are referring to?