tunneled machine can't ping specific local server

[baumkuchen]

Hello everyone,

sorry to bother the community, I am rather new to pfSense and OpenVPN. So far I could successfully tunnel to my server and ping ALL devices within the pushed network execpt my data server, which is really confusing.

Server IP: 192.168.100.10 (Ubuntu 16.04). pfSense is not blocking or forwarding anything to the server. The Ubuntu ufw firewall is disabled. Please could someone help me out? I have no clue where to start troubleshooting.

tunnel 192.168.101.0/24 is pushed to local network 192.168.100.0/24
ping from 192.168.100.0/24 (local network, not pushed) to 192.168.100.10 is possible (local network, not pushed)

dev ovpns1
verb 1
dev-type tun
dev-node /dev/tun1
writepid /var/run/openvpn_server1.pid
#user nobody
#group nobody
script-security 3
daemon
keepalive 10 60
ping-timer-rem
persist-tun
persist-key
proto udp4
cipher AES-128-CBC
auth SHA256
up /usr/local/sbin/ovpn-linkup
down /usr/local/sbin/ovpn-linkdown
client-connect /usr/local/sbin/openvpn.attributes.sh
client-disconnect /usr/local/sbin/openvpn.attributes.sh
local 192.168.99.10
tls-server
server 192.168.101.0 255.255.255.0
client-config-dir /var/etc/openvpn-csc/server1
username-as-common-name
plugin /usr/local/lib/openvpn/plugins/openvpn-plugin-auth-script.so /usr/local/sbin/ovpn_auth
_verify_async user xxx= false server1 1194
tls-verify "/usr/local/sbin/ovpn_auth_verify tls 'somewhere-somewhat.org+' 1"
lport 1194
management /var/etc/openvpn/server1.sock unix
max-clients 1
push "route 192.168.100.0 255.255.255.0"
push "dhcp-option DOMAIN localdomain"
ca /var/etc/openvpn/server1.ca
cert /var/etc/openvpn/server1.cert
key /var/etc/openvpn/server1.key
dh /etc/dh-parameters.2048
tls-auth /var/etc/openvpn/server1.tls-auth 0
ncp-disable
persist-remote-ip
float
topology subnet

[baumkuchen]

Well, finally I could manage to do what I want. Due to a missing gateway entry in /etc/network/interfaces (Ubuntu) I was not able to connect properly.