OpenVPN can not access shared drives on network

I am having trouble accessing our shared network drives when I am connected through the VPN.

When I am physically in the office and connected, I have no problems at all. On everyone's computers, the drives are mapped liked \ServerName.

Also when I say \10.0.0.75 when connected to the VPN and I type in a username and password it works just fine.

The server with the shared files is a running Microsoft Server 2008 R2, and the OpenVPN server is on Ubuntu 18.04.

Why can I not use \ServerName to connect to the shared drives when going through the VPN?

I do have access to the OpenVPN server if I need to change anything. Any help is greatly appreciated.

Client config file

client

proto udp

remote xxx.xxx.xxx.xxx 1194

dev tun

resolv-retry infinite

nobind

persist-key

persist-tun

remote-cert-tls server

verify-x509-name server_S0sFBDyPTuNCNvKX name

auth SHA256

auth-nocache

cipher AES-128-GCM

tls-client

tls-version-min 1.2

tls-cipher TLS-ECDHE-ECDSA-WITH-AES-128-GCM-SHA256

setenv opt block-outside-dns # Prevent Windows 10 DNS leak

verb 3

<ca>



</ca>

<cert>



</cert>

<key>



</key>

<tls-crypt>



</tls-crypt>

OpenVPN server.conf

port 1194

proto udp

dev tun

user nobody

group nogroup

persist-key

persist-tun

keepalive 10 120

topology subnet

server 10.8.0.0 255.255.255.0

ifconfig-pool-persist ipp.txt

push "dhcp-option WINS 10.0.0.75"

push "dhcp-option DNS 10.0.0.1"

push "dhcp-option DNS 208.67.222.222"

push "dhcp-option DNS 208.67.220.220"

push "redirect-gateway def1 bypass-dhcp"

dh none

ecdh-curve prime256v1

tls-crypt tls-crypt.key 0

crl-verify crl.pem

ca ca.crt

cert server_S0sFBDyPTuNCNvKX.crt

key server_S0sFBDyPTuNCNvKX.key

auth SHA256

cipher AES-128-GCM

ncp-ciphers AES-128-GCM

tls-server

tls-version-min 1.2

tls-cipher TLS-ECDHE-ECDSA-WITH-AES-128-GCM-SHA256

status /var/log/openvpn/status.log

verb 3

edited Dec 21 '18 at 22:41

asked Dec 21 '18 at 18:05

laxer

Is it possible that \ServerName is not known by your home computer?
– Hastur
Dec 21 '18 at 18:14

It should be, I have a laptop that travels with me and \ServerNameshare has already been mapped.
– laxer
Dec 21 '18 at 18:18

Did you notice the line push "dhcp-option DNS 10.0.0.75" and that when you say "Also when I say \10.0.0.75 when connected to the VPN and I type in a username and password it works just fine."... ? maybe it is an hint.
– Hastur
Dec 21 '18 at 22:13

yes, that was me trying to see if that would help. It did not do anything. I did change that line to be push "dhcp-option WINS 10.0.0.75" and when I connected it work, but when I disconnected, and then try to reconnect. It no longer works and I get an error saying 'Microsoft Windows Network: The network path was not found"
– laxer
Dec 21 '18 at 22:36

Laxer it is difficult to understand from remote. You changed DNS into WINS in the file server.conf. Period. Then you restart the server (as e.g. sudo service ...)? Reboot machine? Reboot the drive? Only try to connect to the shared drive? Try to connect with an already established connection? With a new one? How you tried, with \ServerName, with 10.0.0.75 ? When it worked when not? What said the configuration file when it worked? When not? :-) For you it is easy to understand what happened, you were there... for the readers less...
– Hastur
Dec 22 '18 at 10:56

add a comment |

The server with the shared files is a running Microsoft Server 2008 R2, and the OpenVPN server is on Ubuntu 18.04.

Why can I not use \ServerName to connect to the shared drives when going through the VPN?

I do have access to the OpenVPN server if I need to change anything. Any help is greatly appreciated.

Client config file

client

proto udp

remote xxx.xxx.xxx.xxx 1194

dev tun

resolv-retry infinite

nobind

persist-key

persist-tun

remote-cert-tls server

verify-x509-name server_S0sFBDyPTuNCNvKX name

auth SHA256

auth-nocache

cipher AES-128-GCM

tls-client

tls-version-min 1.2

tls-cipher TLS-ECDHE-ECDSA-WITH-AES-128-GCM-SHA256

setenv opt block-outside-dns # Prevent Windows 10 DNS leak

verb 3

<ca>



</ca>

<cert>



</cert>

<key>



</key>

<tls-crypt>



</tls-crypt>

OpenVPN server.conf

port 1194

proto udp

dev tun

user nobody

group nogroup

persist-key

persist-tun

keepalive 10 120

topology subnet

server 10.8.0.0 255.255.255.0

ifconfig-pool-persist ipp.txt

push "dhcp-option WINS 10.0.0.75"

push "dhcp-option DNS 10.0.0.1"

push "dhcp-option DNS 208.67.222.222"

push "dhcp-option DNS 208.67.220.220"

push "redirect-gateway def1 bypass-dhcp"

dh none

ecdh-curve prime256v1

tls-crypt tls-crypt.key 0

crl-verify crl.pem

ca ca.crt

cert server_S0sFBDyPTuNCNvKX.crt

key server_S0sFBDyPTuNCNvKX.key

auth SHA256

cipher AES-128-GCM

ncp-ciphers AES-128-GCM

tls-server

tls-version-min 1.2

tls-cipher TLS-ECDHE-ECDSA-WITH-AES-128-GCM-SHA256

status /var/log/openvpn/status.log

verb 3

edited Dec 21 '18 at 22:41

asked Dec 21 '18 at 18:05

laxer

Is it possible that \ServerName is not known by your home computer?
– Hastur
Dec 21 '18 at 18:14

It should be, I have a laptop that travels with me and \ServerNameshare has already been mapped.
– laxer
Dec 21 '18 at 18:18

Did you notice the line push "dhcp-option DNS 10.0.0.75" and that when you say "Also when I say \10.0.0.75 when connected to the VPN and I type in a username and password it works just fine."... ? maybe it is an hint.
– Hastur
Dec 21 '18 at 22:13

yes, that was me trying to see if that would help. It did not do anything. I did change that line to be push "dhcp-option WINS 10.0.0.75" and when I connected it work, but when I disconnected, and then try to reconnect. It no longer works and I get an error saying 'Microsoft Windows Network: The network path was not found"
– laxer
Dec 21 '18 at 22:36

Laxer it is difficult to understand from remote. You changed DNS into WINS in the file server.conf. Period. Then you restart the server (as e.g. sudo service ...)? Reboot machine? Reboot the drive? Only try to connect to the shared drive? Try to connect with an already established connection? With a new one? How you tried, with \ServerName, with 10.0.0.75 ? When it worked when not? What said the configuration file when it worked? When not? :-) For you it is easy to understand what happened, you were there... for the readers less...
– Hastur
Dec 22 '18 at 10:56

add a comment |

The server with the shared files is a running Microsoft Server 2008 R2, and the OpenVPN server is on Ubuntu 18.04.

Why can I not use \ServerName to connect to the shared drives when going through the VPN?

I do have access to the OpenVPN server if I need to change anything. Any help is greatly appreciated.

Client config file

client

proto udp

remote xxx.xxx.xxx.xxx 1194

dev tun

resolv-retry infinite

nobind

persist-key

persist-tun

remote-cert-tls server

verify-x509-name server_S0sFBDyPTuNCNvKX name

auth SHA256

auth-nocache

cipher AES-128-GCM

tls-client

tls-version-min 1.2

tls-cipher TLS-ECDHE-ECDSA-WITH-AES-128-GCM-SHA256

setenv opt block-outside-dns # Prevent Windows 10 DNS leak

verb 3

<ca>



</ca>

<cert>



</cert>

<key>



</key>

<tls-crypt>



</tls-crypt>

OpenVPN server.conf

port 1194

proto udp

dev tun

user nobody

group nogroup

persist-key

persist-tun

keepalive 10 120

topology subnet

server 10.8.0.0 255.255.255.0

ifconfig-pool-persist ipp.txt

push "dhcp-option WINS 10.0.0.75"

push "dhcp-option DNS 10.0.0.1"

push "dhcp-option DNS 208.67.222.222"

push "dhcp-option DNS 208.67.220.220"

push "redirect-gateway def1 bypass-dhcp"

dh none

ecdh-curve prime256v1

tls-crypt tls-crypt.key 0

crl-verify crl.pem

ca ca.crt

cert server_S0sFBDyPTuNCNvKX.crt

key server_S0sFBDyPTuNCNvKX.key

auth SHA256

cipher AES-128-GCM

ncp-ciphers AES-128-GCM

tls-server

tls-version-min 1.2

tls-cipher TLS-ECDHE-ECDSA-WITH-AES-128-GCM-SHA256

status /var/log/openvpn/status.log

verb 3

edited Dec 21 '18 at 22:41

asked Dec 21 '18 at 18:05

laxer

The server with the shared files is a running Microsoft Server 2008 R2, and the OpenVPN server is on Ubuntu 18.04.

Why can I not use \ServerName to connect to the shared drives when going through the VPN?

I do have access to the OpenVPN server if I need to change anything. Any help is greatly appreciated.

Client config file

client

proto udp

remote xxx.xxx.xxx.xxx 1194

dev tun

resolv-retry infinite

nobind

persist-key

persist-tun

remote-cert-tls server

verify-x509-name server_S0sFBDyPTuNCNvKX name

auth SHA256

auth-nocache

cipher AES-128-GCM

tls-client

tls-version-min 1.2

tls-cipher TLS-ECDHE-ECDSA-WITH-AES-128-GCM-SHA256

setenv opt block-outside-dns # Prevent Windows 10 DNS leak

verb 3

<ca>



</ca>

<cert>



</cert>

<key>



</key>

<tls-crypt>



</tls-crypt>

OpenVPN server.conf

port 1194

proto udp

dev tun

user nobody

group nogroup

persist-key

persist-tun

keepalive 10 120

topology subnet

server 10.8.0.0 255.255.255.0

ifconfig-pool-persist ipp.txt

push "dhcp-option WINS 10.0.0.75"

push "dhcp-option DNS 10.0.0.1"

push "dhcp-option DNS 208.67.222.222"

push "dhcp-option DNS 208.67.220.220"

push "redirect-gateway def1 bypass-dhcp"

dh none

ecdh-curve prime256v1

tls-crypt tls-crypt.key 0

crl-verify crl.pem

ca ca.crt

cert server_S0sFBDyPTuNCNvKX.crt

key server_S0sFBDyPTuNCNvKX.key

auth SHA256

cipher AES-128-GCM

ncp-ciphers AES-128-GCM

tls-server

tls-version-min 1.2

tls-cipher TLS-ECDHE-ECDSA-WITH-AES-128-GCM-SHA256

status /var/log/openvpn/status.log

verb 3

networking ubuntu vpn openvpn windows-server-2008-r2

edited Dec 21 '18 at 22:41

asked Dec 21 '18 at 18:05

laxer

edited Dec 21 '18 at 22:41

asked Dec 21 '18 at 18:05

laxer

edited Dec 21 '18 at 22:41

asked Dec 21 '18 at 18:05

laxer

asked Dec 21 '18 at 18:05

laxer

asked Dec 21 '18 at 18:05

laxer

Is it possible that \ServerName is not known by your home computer?
– Hastur
Dec 21 '18 at 18:14

It should be, I have a laptop that travels with me and \ServerNameshare has already been mapped.
– laxer
Dec 21 '18 at 18:18

Did you notice the line push "dhcp-option DNS 10.0.0.75" and that when you say "Also when I say \10.0.0.75 when connected to the VPN and I type in a username and password it works just fine."... ? maybe it is an hint.
– Hastur
Dec 21 '18 at 22:13

yes, that was me trying to see if that would help. It did not do anything. I did change that line to be push "dhcp-option WINS 10.0.0.75" and when I connected it work, but when I disconnected, and then try to reconnect. It no longer works and I get an error saying 'Microsoft Windows Network: The network path was not found"
– laxer
Dec 21 '18 at 22:36

Laxer it is difficult to understand from remote. You changed DNS into WINS in the file server.conf. Period. Then you restart the server (as e.g. sudo service ...)? Reboot machine? Reboot the drive? Only try to connect to the shared drive? Try to connect with an already established connection? With a new one? How you tried, with \ServerName, with 10.0.0.75 ? When it worked when not? What said the configuration file when it worked? When not? :-) For you it is easy to understand what happened, you were there... for the readers less...
– Hastur
Dec 22 '18 at 10:56

add a comment |

Is it possible that \ServerName is not known by your home computer?
– Hastur
Dec 21 '18 at 18:14

It should be, I have a laptop that travels with me and \ServerNameshare has already been mapped.
– laxer
Dec 21 '18 at 18:18

Did you notice the line push "dhcp-option DNS 10.0.0.75" and that when you say "Also when I say \10.0.0.75 when connected to the VPN and I type in a username and password it works just fine."... ? maybe it is an hint.
– Hastur
Dec 21 '18 at 22:13

yes, that was me trying to see if that would help. It did not do anything. I did change that line to be push "dhcp-option WINS 10.0.0.75" and when I connected it work, but when I disconnected, and then try to reconnect. It no longer works and I get an error saying 'Microsoft Windows Network: The network path was not found"
– laxer
Dec 21 '18 at 22:36

Laxer it is difficult to understand from remote. You changed DNS into WINS in the file server.conf. Period. Then you restart the server (as e.g. sudo service ...)? Reboot machine? Reboot the drive? Only try to connect to the shared drive? Try to connect with an already established connection? With a new one? How you tried, with \ServerName, with 10.0.0.75 ? When it worked when not? What said the configuration file when it worked? When not? :-) For you it is easy to understand what happened, you were there... for the readers less...
– Hastur
Dec 22 '18 at 10:56

Is it possible that \ServerName is not known by your home computer?
– Hastur
Dec 21 '18 at 18:14

It should be, I have a laptop that travels with me and \ServerNameshare has already been mapped.
– laxer
Dec 21 '18 at 18:18

Did you notice the line push "dhcp-option DNS 10.0.0.75" and that when you say "Also when I say \10.0.0.75 when connected to the VPN and I type in a username and password it works just fine."... ? maybe it is an hint.
– Hastur
Dec 21 '18 at 22:13

yes, that was me trying to see if that would help. It did not do anything. I did change that line to be push "dhcp-option WINS 10.0.0.75" and when I connected it work, but when I disconnected, and then try to reconnect. It no longer works and I get an error saying 'Microsoft Windows Network: The network path was not found"
– laxer
Dec 21 '18 at 22:36

Laxer it is difficult to understand from remote. You changed DNS into WINS in the file server.conf. Period. Then you restart the server (as e.g. sudo service ...)? Reboot machine? Reboot the drive? Only try to connect to the shared drive? Try to connect with an already established connection? With a new one? How you tried, with \ServerName, with 10.0.0.75 ? When it worked when not? What said the configuration file when it worked? When not? :-) For you it is easy to understand what happened, you were there... for the readers less...
– Hastur
Dec 22 '18 at 10:56

add a comment |

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