'automatically allow trusted programs' switch not working

[auxmemes 0]

Despite 'automatically allow trusted programs' being checked, every program I 'Trust' still pops up when a new port is used.

[catprincess 19]

Are you referring to an actual popup from OA that is requiring a decision from you or just a system tray notification letting you what port has been added? If it's the latter, you can turn these notifications off by going to Options -> Firewall and unticking the suboption "Notify me when programs are allowed to access the internet".