I used to have dynu dns running on a linux box and the service i had running on that box has moved over to a windows machine on the same network with the same ports open in my router. Did i need to uninstall anything on my linux machine before i try using the service on my windows machine? The service is ombi.

Are the LAN IP of the old Linux box the same as the Windows machine? If not, you need to modify the router port forwarding setting. Even though the port did not change, the LAN IP would have changed.

I figured this one out. I had the router port forwarding correct but I had forgotten about good ol windows firewall settings. Had to go in the advanced settings and enable the 5000 port outbound. Thanks for all the help!