OpenVPN Support Forum

Hey all,

I have a rather complicated setup which involves 3 sites, 2 mobile devices and 1 Cloud Server which everything connects into and firstly I have to say it's working like a dream (mostly), however I have one issue.

For the sake of privacy in this article my Domain name is: "DOMAIN.ME".

I have a custom DNS Server (Pi-Hole) running at each site and on the Cloud VPN Server itself, it works well, DNS Lookup works through the various Pi-Holes, the connection is stable and all sites can communicate with each over through the Cloud Link, Perfect, Almost!!!

The problem I am having is this, when connected to the VPN I cannot Lookup the ROOT Domain, please see below examples...

Pinging PI-HOLE-LAN.DOMAIN.ME [10.0.0.9] with 32 bytes of data:
Reply from 10.0.0.9: bytes=32 time=32ms TTL=62

However if I ping just "DOMAIN.ME" it fails lookup...

Ping request could not find host DOMAIN.ME. Please check the name and try again.

However should I perform the same lookup on the Cloud Server or in the LAN itself where this item resides it works fine..

PING DOMAIN.ME (10.0.0.2) 56(84) bytes of data.
64 bytes from DOMAIN.ME (10.0.0.2): icmp_seq=1 ttl=62 time=11.4 ms

I can setup a HOST File entry and work around it, or what I have done for now is setup a SQUID Proxy on the Cloud Server and I point Firefox to use this, the end results is now Firefox can get to DOMAIN.ME and any sub-domains of it however all other browsers can only get to the various sub-domains.

I am aware I could resolve this by moving the item to a sub-domain and being done with it, however I am not only used to this but I like it this way and am resistant to that change so would like to find another solution if possible?!

Thanks

Stuart.