Ok, I finally got things working after some thorough testing.
I thought port 80 was still open on 172.14.0.1, but it has been officially closed.
After I figured that part out, then I had to troubleshoot why Port 80 on 172.14.0.3 being the Internal Address of Ebox was not allowing communication to the outside world via the VPN. I then figured out the Firewall was dropping it's packet. So I added a rule for External to Ebox for Http traffic from "172.16.30.0/24". This cured the problem of not having access to Port 80 over the VPN.
Here's the latest details on my setup.
Eth0: (Public)
IP: 207.75.#.#
Subnet: 255.255.255.0
Eth1: (Private)
IP: 172.14.0.3
Subnet: 255.255.0.0
VPN Network:
Network: 172.16.30.0
Subnet: 255.255.255.0
VPN Advertised Network:
172.14.0.0/16
... (Public IP's hidden for confidential reasons)
Note: Do not advertise the VPN network or the network your Ebox Public IP Address is assigned to.
Server Setup:
TCP 1194
-------------------------------------------------------------------------------
Firewall:
Filtering rules from internal networks to eBox:
Allow Any http
Allow Any dhcp
Allow Any ssh
Allow Any administration
Filtering rules for internal networks
Allow Any Any Any
Filtering rules for traffic coming out from eBox
Allow Any Any
Filtering rules from external networks to eBox
Allow 172.16.30/24 http
Allow Any VPN
... (Additonal rules confidential)
Filtering rules from external networks to internal networks
Allow Any Any Any
-------------------------------------------------------------------------------
After any change to the Firewall I run:
sudo iptables -t nat -I POSTROUTING -s 172.16.30.0/24 -o eth1 -j MASQUERADE
I would like it to be applied to the "Iptables.mas" file, but I've tried:
"pf '-t nat -I POSTROUTING -s 172.16.30.0/24 -o eth1 -j MASQUERADE';"
I've had no success thus for with the statement above.
BTW: My setup is not an OpenVPN Bridge, it is actually OpenVPN Routing.
That is the last piece to my puzzle and then I'm good to go.
Thanks for everyone's previous posts and help towards this situation.