Azure Portal authentication death spiral

Ray Crawford 56 Reputation points
2025-12-12T18:47:58.5966667+00:00

THIS IS NOT AN AZURE ADVISOR QUESTION. It is an EntraID/Azure Portal authentication problem.

Everything was working right as rain from my Mac... and then some sort of pass key thing happened and now I get lost in an authentication death spiral on the mac with both my @live.com ID and my admin ID for my Azure subscriptions on my mac.

48 hours later, it now seems to be (sort of) happening on my PC. I'm worried because I don't want to loose access to my Azure account.

What changed and how do I get this back to a simple username/password + Authenticator situation?

Is this due to something I did, or did something change inside of Azure and/or MacOS that blew things up? I got really worried today when my PC started acting strange, too.

Thanks!

P.S., the signin logs in EntraID for my personal (Global Admin) account say "Interrupted" with a 50074 error code.

Here's the log file... PII and sensitive information removed. If you want me to change anything with this user, I'd like to know the right way to create another user account with Global Admin rights (same as this one) so that I can ensure there is a break-the-glass account I can get into. Thanks!

Date

12/12/2025, 1:20:26 PM

Request ID

f4f271eb-a604-4796-9627-8914af240100

Correlation ID

019b13ca-f1c8-742f-9859-fefb6f0c61c7

Authentication requirement

Multifactor authentication

Agent Type

Not Agentic

Status

Interrupted

Continuous access evaluation

No

Additional Details

User needs to perform multi-factor authentication. There could be multiple things requiring multi-factor, e.g. Conditional Access policies, per-user enforcement, requested by client, among others.

Troubleshoot Event

Follow these steps:

  1. Launch the Sign-in Diagnostic.
  2. Review the diagnosis and act on suggested fixes.

User

XXXXXXXX

Username

******@live.com

User ID

XXXXXXXX

Sign-in identifier

Session ID

00b8f7a9-0a87-bd65-fb24-61b79710f265

App owner tenant ID

XXXXXXXX

Resource owner tenant ID

XXXXXXXX

User type

Member

Cross tenant access type

B2B collaboration

Application

Azure Portal

Application ID

XXXXXXXX

Resource

Azure Resource Manager

Resource ID

XXXXXXXX

Resource tenant ID

XXXXXXXX

Home tenant ID

XXXXXXXX

Home tenant name

Client app

Browser

Client credential type

None

Service principal ID

XXXXXXXX

Original transfer method

None

Token Protection - Sign In Session

None

Service principal name

Resource service principal ID

XXXXXXXX

Unique token identifier

XXXXXXXX

Token issuer type

Microsoft Entra ID

Token issuer name

Incoming token type

None

Authentication Protocol

None

Latency

242ms

Flagged for review

No

User agent

Mozilla/5.0 (Macintosh; Intel Mac OS X 10.15; rv:146.0) Gecko/20100101 Firefox/146.0

Microsoft Security | Microsoft Entra | Microsoft Entra ID

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