In the first scenario the error "Something went wrong [1001]" is caused by security software impacting the WAM plug-in (AAD.BrokerPlugin). Please see this article for more details about how to mitigate:

WinRE will be updated using the monthly cumulative update. This change only applies to PCs that get updates from Windows Update (WU) and Windows Server Update Services (WSUS). This change starts on June 27, 2023, for the Windows 11, version 22H2 cumulative update.

By setting up MFA, you add an extra layer of security to your Microsoft 365 account sign-in. For example, you first enter your password and, when prompted, you also type a dynamically generated verification code provided by an authenticator app or sent to your phone.

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How to get and use app passwords. After you turn on two-step verification or set up the Authenticator app , you may run into issues if you use older devices (like Xbox 360 or a mail-sending security camera) that don't support two-step verification.

What's new: Xbox system updates. The list below contains current Xbox operating system (OS) version numbers for 2024, the features that have been added or updated, and the known issues that we’re currently tracking.

Register the password reset verification method for a work or school account. If you forgot your work or school password, never got a password from your organization, or have been locked out of your account, you can use your security info and your mobile device to reset your work or school password. Your administrator must turn on this feature ...

If you encrypt an Outlook message that contains voting buttons, message recipients won't be able to see them. That feature isn't supported at this time. Create an email message or reply to or forward a message that you received. On the Options tab, in the Tracking group, click Use Voting Buttons.

Credential Manager lets you view and delete your saved credentials for signing in to websites, connected applications, and networks. To open Credential Manager, type credential manager in the search box on the taskbar and select Credential Manager Control panel.

If the Encrypt contents to secure data check box is selected, you have to have the certificate that was used to encrypt the file or folder to be able to open it. In this situation, you should obtain the certificate from the person who created or encrypted the file or folder, or have that person decrypt the file or folder.