Connecting to server behind router

Village Idiot™

First off, I don’t have the config files available to me right this second as I’m at work and this is a home server I’m installing OpenVPN on.

I have the server apparently running on Windows Home Server V1 and I’m using Tunnelblik on OS X. My initial problem is with client connection. It says it cannot connect to my ISP’s dynamically assigned address. I also cannot ping this dynamically assigned IP address successfully. I used no-ip.com’s service to set up a domain and used their software to dynamically update it. I checked and made sure that the IP is correct. The router is a N600. I have the 1194 port forwarded but currently only TCP. The server is configured as a TCP server but when I get a chance, I will change the port forwarded to TCP/UDP. My server is setup as a static IP and configured in the router that way.

One curious thing I noted is that when pinging the domain name, it pings to a 10.x.x.x IP address which is not similar to the IP address assigned by the ISP. Is this the OpenVPN assigned IP?
I’m pretty sure this is a routing problem and I’m decently proficient when it comes to basic networking. Where do I go from here?

I’ll post config and log files as soon as I have access to them. I have my server at home but spend a lot of time at my girlfriend’s, making it hard to get my photography business work done when I don’t have access to the photos I need.

Traffic

Village Idiot™ wroteOne curious thing I noted is that when pinging the domain name, it pings to a 10.x.x.x IP address which is not similar to the IP address assigned by the ISP. Is this the OpenVPN assigned IP?

10.x.x.x IP addresses are reserved private IP addresses as per RFC1918 (See http://www.duckduckgo.com)

If your no-ip domain name is resolving to a 10.x.x.x address then you most likely have not setup DNS correctly.
Without your config files and logs this is just an assumption ...

Village Idiot™

Traffic wrote
Village Idiot™ wroteOne curious thing I noted is that when pinging the domain name, it pings to a 10.x.x.x IP address which is not similar to the IP address assigned by the ISP. Is this the OpenVPN assigned IP?
10.x.x.x IP addresses are reserved private IP addresses as per RFC1918 (See http://www.duckduckgo.com)

If your no-ip domain name is resolving to a 10.x.x.x address then you most likely have not setup DNS correctly.
Without your config files and logs this is just an assumption ...

That's what I guessed. I'll have time to retrieve them and post them up tonight. Would the DNS setup be done through no-ip or on the server? Because No-ip shows the address associated with their domain not as a 10.x.x.x and as the correct ISP assigned address.