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Separately I have a remote VPN service that I can connect to via an OpenVPN client from the Pi device. That I tested succesfully as well.

I have tried solutions like the one described in this similar question (Wireguard server with active OpenVPN client) with negative similar results: Once you activate the Open VPN client (tun1) the server (tun0) becomes unrecheable.

Here's what the routing table looks like when both intefaces tun[01] are up

edit: I also tried the solution in OpenVPN Client and Server on same machine - Server doesn't allow connections when client is connected which I discovered after posting this question to no avail. This would appear to be directly related to my issue but it's still not working. Here's what the server log looks like

Separately I have a remote VPN service that I can connect to via an OpenVPN client from the Pi device. That I tested successfully as well.

I have tried solutions like the one described in this similar question (Wireguard server with active OpenVPN client) with negative similar results: Once you activate the Open VPN client (tun1) the server (tun0) becomes unreachable.

Here's what the routing table looks like when both interfaces tun[01] are up

I also tried the solution in OpenVPN Client and Server on same machine - Server doesn't allow connections when client is connected which I discovered after posting this question, to no avail. This would appear to be directly related to my issue but it's still not working.

Is there a way to make it so incoming/outgoing connections going to the port belonging to the OVPN server (1194) go through tun0? Is this the only thing I would need to change?

edit: I also tried the solution in OpenVPN Client and Server on same machine - Server doesn't allow connections when client is connected which I discovered after posting this question to no avail. This would appear to be directly related to my issue but it's still not working. Here's what the server log looks like

pi@raspberrypi:/etc/openvpn $ sudo more openvpn-status.log
OpenVPN CLIENT LIST
Updated,Sat Jun 29 23:30:41 2019
Common Name,Real Address,Bytes Received,Bytes Sent,Connected Since
UNDEF,172.58.87.22:39159,860,442,Sat Jun 29 23:30:02 2019

Sat Jun 29 23:34:47 2019 172.58.87.22:28162 TLS Error: incoming packet authentication failed from [AF_INET]172.58.87.22:28162
Sat Jun 29 23:34:48 2019 172.58.87.22:28162 Authenticate/Decrypt packet error: bad packet ID (may be a replay): [ #1 / time = (1561869285) Sat Jun 29 23:34:45 2019 ] -- see the man page entry for --no-replay and --replay-window for more
info or silence this warning with --mute-replay-warnings
Sat Jun 29 23:34:48 2019 172.58.87.22:28162 TLS Error: incoming packet authentication failed from [AF_INET]172.58.87.22:28162

Here's the current output of my openvpn server when I try to connect.

pi@raspberrypi:/etc/openvpn $ sudo more openvpn-status.log
OpenVPN CLIENT LIST
Updated,Sat Jun 29 23:30:41 2019
Common Name,Real Address,Bytes Received,Bytes Sent,Connected Since
UNDEF,x.x.x.x:39159,860,442,Sat Jun 29 23:30:02 2019

Sat Jun 29 23:34:47 2019 x.x.x.x:28162 TLS Error: incoming packet authentication failed from [AF_INET]172.58.87.22:28162
Sat Jun 29 23:34:48 2019 x.x.x.x:28162 Authenticate/Decrypt packet error: bad packet ID (may be a replay): [ #1 / time = (1561869285) Sat Jun 29 23:34:45 2019 ] -- see the man page entry for --no-replay and --replay-window for more
info or silence this warning with --mute-replay-warnings
Sat Jun 29 23:34:48 2019 x.x.x.x:28162 TLS Error: incoming packet authentication failed from [AF_INET]x.x.x.x:28162

Apparently the client connection is getting corrupted?

edit: I also tried the solution in OpenVPN Client and Server on same machine - Server doesn't allow connections when client is connected which I discovered after posting this question to no avail. This would appear to be directly related to my issue but it's still not working. Here's what the server log looks like

edit: I also tried the solution in OpenVPN Client and Server on same machine - Server doesn't allow connections when client is connected which I discovered after posting this question to no avail. This would appear to be directly related to my issue but i'm not sure how this would be supposed to help. For once my server log doesn't appear to be receiving any connections.

edit: I also tried the solution in OpenVPN Client and Server on same machine - Server doesn't allow connections when client is connected which I discovered after posting this question to no avail. This would appear to be directly related to my issue but it's still not working. Here's what the server log looks like

pi@raspberrypi:/etc/openvpn $ sudo more openvpn-status.log
OpenVPN CLIENT LIST
Updated,Sat Jun 29 23:30:41 2019
Common Name,Real Address,Bytes Received,Bytes Sent,Connected Since
UNDEF,172.58.87.22:39159,860,442,Sat Jun 29 23:30:02 2019

This is what the error log looks like

Sat Jun 29 23:34:47 2019 172.58.87.22:28162 TLS Error: incoming packet authentication failed from [AF_INET]172.58.87.22:28162
Sat Jun 29 23:34:48 2019 172.58.87.22:28162 Authenticate/Decrypt packet error: bad packet ID (may be a replay): [ #1 / time = (1561869285) Sat Jun 29 23:34:45 2019 ] -- see the man page entry for --no-replay and --replay-window for more
info or silence this warning with --mute-replay-warnings
Sat Jun 29 23:34:48 2019 172.58.87.22:28162 TLS Error: incoming packet authentication failed from [AF_INET]172.58.87.22:28162