Thanks @DTS Engineer , we had read the document and I spent some time in it again with my engineers. There's nothing that seems to stand out, and we've gone through the considerations for macOS and iOS based on our use cases.
There are 2 workarounds that make me think it's not an issue on the app, but we are continuing to troubleshoot on our end now that we can repro on first install on a newly installed macOS 15.
The workarounds we've found are:
Deleting application files, and re-installing the app.
Duplicating the app in "Applications" folder, and simply deleting the duplicate app. This is enough for the next run to trigger the prompt after running the app.
Both of these seem to indicate that we're either doing something weird and undefined, or that the OS has a weird edge case where it doesn't prompt for network under certain conditions when the app was already installed previosuly.
Topic:
App & System Services
SubTopic:
Networking
Tags: