Hello @Philippe Purugganan,
Thank you for posting your query on Microsoft Q&A.
Based on your description, I understand that you're using Katalon Studio for automated testing. When running an automated test in Katalon Studio, it redirects you to Chrome for user authentication. However, each time you run the test, you're prompted to enter your credentials again (indicating that SSO is not functioning properly), and after entering your username and password, you receive the error message: "You can't get there from here."
It seems you have a Conditional Access (CA) policy in place that requires devices to be Microsoft Entra Hybrid joined. The error occurs because the device ID is not being passed during authentication, even though the device is Hybrid joined.
You mentioned that you're able to authenticate manually in Chrome, but when Chrome is launched through Katalon Studio, you encounter this issue.
From the screenshot you provided, I can confirm that Katalon Studio is launching Chrome in Incognito mode. This behavior is expected, as the device ID is not passed when signing in from an Incognito browser, even if the Microsoft Single Sign-On (SSO) extension is installed.
To resolve this issue, ensure that Katalon Studio opens Chrome in normal mode, not Incognito. If Katalon Studio does not have the capability to open Chrome in normal mode, the issue will persist. In that case, you may need to exclude the user from the Conditional Access policy that requires a Microsoft Entra Hybrid joined device.
If you're still stuck on this, you can feel free to send me an email at AzCommunity@microsoft.com referencing this issue with a subject line "ATTN:pothurajur" include a link to the current thread.
I hope this information is helpful. Please feel free to reach out if you have any further questions.
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Thanks,
Raja Pothuraju.