Hi Quinn, thanks for the quick reply. I saw this today after upgrading to macOS 26.6.2. About 2 hours later, macOS showed: “X wants to use the ‘login’ keychain. Please enter the keychain password.” This happened for sharingd, Google Chrome, and Zoom. Since multiple unrelated apps/services are affected, it seems unlikely our app triggered it. Could macOS 26.6.x have changed how access to the login keychain is handled?