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Hi all,
We are working to deploy Windows Hello for Business with the Cloud Kerberos trust model to our hybrid joined workstations. Unfortunately, we have discovered that if a user does not have line of sight to a domain controller when they attempt to sign in to their workstation for the first time with WHfB, they are blocked from signing in and receive a cryptic and misleading error message. Apparently this is "working as designed" per Windows Hello for Business Frequently Asked Questions (FAQ) | Microsoft Learn.
Practically speaking, how does one roll this out if they have mobile users and do not have an always-on VPN?
- Jason_SandysMar 19, 2026
Microsoft
Hi RyanSteele-CoV,
I don't think there's any direct or easy path around this. I know this isn't an answer that will make you happy, but hybrid join isn't meant for or best for hybrid work scenarios.
Question: are you using Autopilot to provision these hybrid join devices?
- RyanSteele-CoVMar 19, 2026Steel Contributor
Hi Jason_Sandys, and thanks for confirming my suspicions. I am happy to have something to show my boss 🙂
And no, we did not use Autopilot to provision these devices.