Hi @TylerLeonhardt and @lszomoru, did you get the outputs needed from the OP? I am having this exact same issue and would like to help get this resolved. I have had this issue persist across computers and users at my organization.

I have tried a fresh install of VS Code, a fresh install of all extensions, and I also tried downgrading to a previous Azure Repos extension (from v0.38 to v0.36) with no improvement.

I usually work in two independent windows connected to two different repositories. I have noticed that often when I am prompted to reauthenticate in one session, I will have to shortly after in the other as well, however reauthenticating in one instance does not remove the popup in the other, I always have to reauthenticate in both.

I have included my output log files for Microsoft Authentication for both sessions as well as a screen shot of my sign-in activity through Microsoft filtered for request from Visual Studio Code for cross-reference.

Please let me know if this helps or if you need any additional information.

Session1.txt
Session2.txt

Azure repo extension creds expired. #205404

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