ESXi Configuration for 1x LAN Subnet 1x WAN Subnet

What is the physical network layout?  Sounds like a trunking/VLAN issue.

I have 2 separate switches no VLAN's involved.

How many ports on the physical server?  1 WAN, 1 LAN?  So 1 physical LAN switch, 1 physical WAN switch?  What is doing the routing for each subnet?

Yes 2x Physical ports and each has been assigned to an individual vSwitch as indicated in the screenshot attached in question. I have a router doing the internal routing on the LAN which is working fine but for the LAN the ISP is routing the subnets. If I attach a normal PC to the switch and assign the IP in question it works 100% no issues. When I assign the same IP to a virtual machine on the WAN vSwitch it does not have any connectivity.

Maybe you can try to change the type of ethernet cards you added to the VM. I mean change from E1000 to VMXNET3 (if you use E1000) and vice versa, and see if that changes anything.

Hi Jodix,

Thanks for the suggestion but it makes no difference to my situation.

Cheers

Try taking off the mac forging off the WAN vswitch (can't remember the actual term vmware uses)

If I understand your query correctly, you are experiencing problems with vSwitch1 to which Windows Server 2008 Web is connected (as per screen-shot).
Please correct me if I am wrong.
How many NICs do you have in total connected to the ESXi Host ?
Is the ESXi Host's vmnic0 or vmnic1 connected to the LAN switch or to the ISP's Router ?
 

paulsolov - Forged Transmits is the VMware term :)

How is vmnic1 connected to the WAN? You indicated a seperate switch, does the seperate switch also contain a router with the gateway address you are trying to ping? Or does it go straight to the ISP through a cable or dsl modem? How are you getting IP information on on the Web server? Static? DHCP?

Hi

I have a similar configuration in a costumer that have a VM that is a ISA Server, and use one vSwitch and a dedicated vminc(and of course the physical port) but this cable is connected to a different physical Switch with the appropriate configuration to do the job. No special VLANs or configuration at that level is used

So regarding the VMware configuration the only thing is a separated vSwitch with  dedicated vmnic and the connection(cable) from from that adapter port to the physical Switch. It can be done on the some physical Switch from the normal network, but then you need to setting the Switch port(or in your case can be a router) to work with that specific connection

Hope this can help

Jail

### Try taking off the mac forging off the WAN vswitch (can't remember the actual term vmware uses) ###

Thanks I tried this and it did not make any change.


For those that wished to know:
My connectivity out to the WAN is via Cable and all routing is done by my ISP's gateway. All WAN IP's are statically assigned and a PC connected to the same physical switch with a WAN IP allocated to it works fine.

The ESXi host has 2 NIC's one physically connected to the LAN Switch which also has the management ports etc on it and the other physically connected to the WAN Switch, Both switches are independent of each other and have no VLAN's configured to remove complexity.

Well - back to the basics - In Edit Settings for your WAN machine make sure that it is actually connected to the vSwitch/portgroup on the WAN side. If it is the 2008 Web your diagram did indicate that it is.

Also make sure the "Connect at Power on" is selected, and if the guest is up "Connected" should also show as selected.

Try to connect another vm to the DMZ switch and address it on the same segment. Can you ping that?

Make sure you have gone through the first round of Windows Updates on your 2008 VM - I think (know R2 behaves this way for sure) it is possible that all Networking is blocked until the first Windows Update is either done, or told to wait until later.

Just brainstorming - let me know what you find.

Doesn't look like it has been mentioned so make sure VMware Tools are properly installed in your guest. Do you have any issues with vms on your vSwitch0?

Hi I have no issues with my vswitch0 hosts. I have put a Linux VM onto that vswitch and that has the same problem can ping itself as a loopback but cannot get anything outside.

Can it ping the web 2008 server?

Are the 2 switches the same make/model?

Hi All,

Many thanks for your suggestions. I have put a second device on the network and so long as it is external to the VM Host I can ping it. If it is on the VM Box it cannot even though they are on the same vSwitch. I have done some other troubleshooting ie plugging in the Cable modem directly with no luck and also checking to see if I can get IP conflicts and same as above if it is external to the ESXi host it will conflict but not if it is internal.

Regards

I have also tried putting it onto the vSwitch0 just to check that I did not mess up the configuration of the vSwitch1 and had the same issue. Any ideas would be greatly appreciated.

Hi all,

Thank you all for your help on this issue. I took a step back and did some traces on the network and was showing all traffic was being passed out through the NIC's but they were not getting a response to the ARP queries for the gateway IP address, which has been proven to be an issue with our ISP.

Thanks.

This ended up being an ISP issue.