MacOS Native Proxy
You may want to configure Transperant Proxy even you are not conected to VPN. You will not be asked for user/pass in case of connected to VPN, however, credentials will be asked if you setup proxy on your browser and you are not connected through VPN.
Please consider to download CERTIFICATE FILE and follow the instructions from STEP-5 in order to configure properly.
|Type||Transarent SSL Proxy|
|HTTP/HTTPS SSL Port||8080|
|Authentication||Username/Password or no authentication during VPN is conntected|
Click on 'System Preferences' and click on 'Network'.
Do the configuration as shown below. Choose for Non-SSL proxy configuration.