1. If you browse to the GP portal address, do you receive any certificate errors? 1.1 If yes, and this is a publically signed certificate, there is an issue with the certificate chain. From the screenshot you sent there is only one root certificate, when I would expect one more, the intermediate certificate. 1.2 If yes, and its a self signed certificate, no issue we will get to this next. 2. The common name of the certificate needs to match the IP address of the GP gateway as specified in Network -> Portals -> Portal name -> Agent -> Agent name -> External/internal -> Gateways -> "IP Address" 3. If yes to 1.2 then you can get the GP client to automatically import the root certificates to the machines trusted root store as per the below configuration. However as per point 1.1 I believe not all root certificates are present on the firewall. Network -> Portals -> Portal name -> Agent -> Trusted Root CA Select the boxes "Install in Local Root Certificate Store" Thanks, Luke.
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