I've set up a backup of our Microsoft infrastructure using Purview, but I can only download the export as ZIP files through the browser. Since I can't send the export to a server or NAS directly, I created a VM in Proxmox with a 500 GB disk to download these files. However, I'm having trouble logging into Microsoft portals from both my Windows Server 2022 VM and Ubuntu VM. Despite entering the correct password, I get "password incorrect" messages, although I can log in fine from my physical PC. The logs in Entra/M365 also show "wrong password," which is puzzling. I suspect this issue might be tied to some authentication policies or Conditional Access settings that might block sign-ins from VMs. Has anyone experienced this, or do you think there's something specific in security defaults or device compliance that could be at fault?
2 Answers
I don’t see how your hypervisor choice could affect this. Usually, it’s just about the OS and how you present it to Microsoft. Try logging in via different browsers on your VMs to see if it changes anything.
It sounds like you're running into a policy that prevents logins from certain environments, possibly due to security measures. Have you checked your Conditional Access policies? They might restrict access based on device compliance.
Exactly! Sometimes, organizations put in place restrictions to ensure that only compliant devices can access sensitive info. Make sure your VMs are recognized as compliant.

I agree, the hypervisor shouldn't be the issue. Maybe you should also check if there's an update or setting needed on your VMs to enable better compatibility with Microsoft services.