Hey @alexwright - this thread is about Windows specifically and the UI not reflecting the accurate SSL trust status. This has been fixed with a previous Local release (Local 6.5.1).
Here is a recent reply for SSL troubleshooting - SSL certificates no longer work in Google Chrome - #42 by austinwendt. If you update to the latest Local and are still experiencing the issue after following the steps in the link, please reply in that thread and we can take a look.