Diagnosing OpenVPN Server Connection Issue Running Through PIA Client



  • I’ve recently setup up a PFSense box with both a VPN client and server. The VPN client forwards all information through Private Internet Access.

    I’ve followed various guides but my current settings closely reflect the information at these sites:
    https://www.privateinternetaccess.com/pages/client-support/pfsense (For client)
    https://doc.pfsense.org/index.php/OpenVPN_Remote_Access_Server (For server)

    The client functions as expected however I am unable to connect to the server from another client. I am connecting with the public IP of the PIA VPN. The OpenVPN app shows packets being sent and recieved but it is never able to make a connection, even after a few minutes.

    I’m not sure if one of the programs is misconfigured or if there is something going on with NATs and Firewalls. Please let me know if you need any more information or logs.