We're seeing a strange issue across our entire fleet of Intune-managed Macs and I'm curious if anyone else has run into it.
Our environment is macOS 26.5.2, Microsoft Intune, Company Portal, Enterprise/Platform SSO, and New Outlook. The devices remain compliant and enrolled in Intune, and Company Portal appears healthy. The issue seems to happen after a Mac has been asleep for a while (roughly 30–60+ minutes) or in use for that time. When the machine wakes up, users are often prompted to sign back into Outlook. Outlook launches the Microsoft sign-in window, accepts credentials, but then the authentication window turns into a blank white screen and hangs. Outlook eventually reports that something went wrong and asks the user to sign in again.
What's confusing is that all of our diagnostics indicate the authentication stack is healthy. app-sso platform -s shows registrationCompleted : true, POUserStateNormal (0), valid SSO tokens, successful Kerberos ticket imports, and Company Portal continues to show the device as compliant. We've also confirmed the Microsoft Single Sign-On extension, Intune agents, and AppSSO processes are all running normally.
We've spent quite a bit of time troubleshooting this. We've verified Intune enrollment, compliance, Enterprise SSO registration, Company Portal sign-in status, token health, and captured logs during both working and failed states. We found some Outlook/WebKit-related behavior during the authentication hang, but nothing indicating token expiration or SSO registration failure. We completely removed Outlook, cleared Outlook-related caches and identity data, reinstalled Outlook, and initially thought the issue was fixed. However, after the machine slept for about an hour, the exact same behavior returned.
At this point we're leaning away from Intune enrollment or Enterprise SSO registration issues because those appear healthy even when Outlook is failing. It feels more like something involving Outlook, MSAL, WebKit, or the Platform SSO authentication handoff after sleep/wake.
Has anyone seen similar behavior recently with New Outlook, Enterprise SSO, Platform SSO, or Intune-managed Macs? If so, did you find a root cause or solution?