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39 questions with no upvoted or accepted answers
5 votes
1 answer
2k views

VPN DNS configuration bug in OS X

I am using TunnelBlick to connect to an VPN (OpenVPN) with OS X 10.9.2. I can authenticate and pass traffic but the DNS entries injected from the VPN do not work. Here is the output of scutil --dns (...
user310577's user avatar
3 votes
0 answers
2k views

How does Name Resolution actually work in the latest version of macOS?

Current version: macOS Sierra 10.12.3 I administer an OpenVPN server for my company. I have set the following: # Send client instructions to use our internal DNS push "dhcp-option DNS 172.31.5.39" ...
Bruno Bronosky's user avatar
3 votes
0 answers
2k views

OpenVPN client fails to activate pushed DHCP options for DNS and DOMAIN

OpenVPN client is connecting to OpenVPN server OK. During connection, we see the options pushed contain dhcp-option of DNS 10.0.0.2 and DOMAIN prd1.o2: Sun Aug 2 17:31:06 2015 PUSH: Received ...
Charney Kaye's user avatar
2 votes
0 answers
3k views

OpenVPN --allow-pull-fqdn Not Working

Below are the base settings of the client.ovpn file, being run on Windows 10 via OpenVPN GUI. client dev tun proto udp remote <vpn_address> <vpn_port> resolv-retry infinite nobind persist-...
sam2426679's user avatar
2 votes
0 answers
547 views

DNS resolution of instances' private hostnames with OpenVPN on EC2

The end goal of my setup is to for EC2 instance hostnames to be resolvable on the VPN clients, in addition to any private R53 entries. I have a working OpenVPN server config (connections are ...
Sam Hammamy's user avatar
2 votes
1 answer
7k views

Internal Domain on OpenVPN with Dnsmasq

I'm trying to get dnsmaq and OpenVPN working together on DigitalOcean. I want to create a VPN that forwards the requests that end with *.local to the droplet and the others to be resolved by Google ...
Henrique Dias's user avatar
2 votes
0 answers
1k views

OpenVPN client tun device name in OSX

I have a VPN server set up that I am using to connect to from my OSX 10.9 laptop. When I load my openvpn profile with tunnelblick, it works, and I get a device named "tun0" just like you would expect. ...
Derek's user avatar
  • 685
2 votes
0 answers
678 views

How to setup DNS server behind a VPN

I want to host some websites behind a VPN and I need some help with the finer points of the configuration. Thus far I've settled on OpenVPN + Bind9 and I want to configure the domains like this: ...
Brian's user avatar
  • 81
1 vote
0 answers
452 views

OpenVPN: No internet when connected (Mac)

I installed the OpenVPN client on my MAC. When connecting there is no internet. Here is what I have observed: On other clients (Android) it works with the same OpenVPN server When I go to network ...
softwaresupply's user avatar
1 vote
0 answers
56 views

Extend local network DNS in VPN

I have an OpenVPN configuration, that pulls all routes from the server and then routes everything through that Gateway. This is causing me trouble since the connection is sometimes extremely slow and ...
Jazzschmidt's user avatar
1 vote
0 answers
472 views

DNS leak when using OpenVPN on Ubuntu

I'm trying to connect to VPN server using provided config, but the problem is that config works great on Windows, but on Linux (I have kubuntu 20.04) I'm experiencing DNS leakage. My IP address is ...
monkeber's user avatar
1 vote
0 answers
47 views

Local DNS address not removed by update-resolv-conf when connecting to OpenVPN via terminal

So my problem is the following - I'm connecting to an OpenVPN server on Raspberry Pi OS (32-bit) via the following command: sudo openvpn --config /home/...../VPN_file.ovpn I've also added the ...
RASP_PI4_USER's user avatar
1 vote
0 answers
141 views

Connecting to PiHole changes my computer's hostname?

I followed these instructions to create a VM in Google Cloud Platform that hosts PiHole (a DNS-based ad-blockign service) for me. To prevent the terrors of an open DNS provider, the PiHole is ...
Alexander's user avatar
  • 374
1 vote
0 answers
189 views

OpenVPN drops connection about once a day, logs indicate DNS failure

I have an old version of pfSense (2.3.2) running an OpenVPN client to a commercial server. Over the past few years, the OpenVPN connection has been dropping more frequently, and now it's about once ...
YetAnotherRandomUser's user avatar
1 vote
0 answers
1k views

Windows 7 not using VPN DNS Server

I'm connecting to my company VPN using OpenVPN. My VPN network is 192.168.32.x and it resolves to the company network which uses 10.0.x.x. My home network users 192.168.1.x. When I connect, Open ...
Phil Freeman's user avatar

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