Using Classic Outlook on Windows for personal email, calendar, and contact management
Check the installed Outlook version, not the Windows version: if it lacks Outlook.com OAuth support, replace it with a supported Outlook app; if it supports OAuth, create a new profile and add the address through automatic Outlook.com setup.
1. Identify the actual Outlook version
Windows 10 does not determine which Outlook desktop version is installed.
- In classic Outlook, select File → Office Account. If Office Account is absent, select Help.
- Note the product name and build under Product Information. Microsoft documents this exact location here: ^1^
Microsoft lists these desktop releases as not supporting OAuth for Outlook.com:
- Outlook 2007
- Outlook 2010
- Outlook 2013
- Outlook 2016 MSI
- Outlook 2019 LTSC
- Any Outlook build earlier than 11601.10000
Outlook.com is moving away from Basic authentication, and clients using it can receive recurring password prompts. Entering the password repeatedly or clearing Credential Manager cannot make an unsupported client use OAuth. ^2^
If your version is on that list: install the free new Outlook for Windows from the Microsoft Store, or use a current Microsoft 365 version of classic Outlook. Add the Microsoft address normally afterward; the supported app configures OAuth during sign-in.
2. If the installed version supports OAuth, rebuild the account as Outlook.com syncing
Even a supported Outlook version will not use OAuth when its Outlook.com account is configured in classic Outlook as POP or IMAP. Microsoft’s supported correction is a new profile with automatic account configuration. ^2^
- Close Outlook.
- Hold Shift while starting Outlook.
Alternatively, press Windows+R, enter:Outlook.exe /profiles - Select Options, enable Prompt for a profile to be used, and select New.
- Name the profile.
- Enter the complete Outlook.com/Hotmail/Live/MSN address.
- Allow Outlook to configure it automatically—do not choose manual POP or IMAP setup.
- Complete the Microsoft sign-in window, including any verification request.
- Start Outlook with the new profile and test sending and receiving before deleting or changing the old profile.
These are Microsoft’s documented profile-creation steps. ^3^ Automatic setup for these Microsoft addresses is documented separately. ^4^
Creating a new profile does not delete the old one. Keep it available until any locally stored folders have been accounted for.
About an “expired token”
There is no token file that should be found and manually renewed. In an OAuth-capable configuration, Outlook obtains a replacement token through the Microsoft sign-in process. Re-adding the account through automatic Outlook.com setup establishes that authentication flow.
An app password is relevant only to the documented Outlook 2013/2016 scenario where two-step verification is enabled. It is not a general replacement for OAuth and should not be treated as the primary fix for an unsupported or POP/IMAP-configured client. ^5^
Current-incident check
Microsoft’s October 2026 classic Outlook known-issues page does not currently list a confirmed widespread 0x800CCC92 Outlook.com incident. ^6^
Before rebuilding anything, sign in to Outlook.com in a browser:
- If browser sign-in also fails, address the Microsoft account/security prompt there first.
- If browser sign-in works, proceed with the version-dependent steps above.
- If a supported version and newly created automatic profile still fail, run the classic Outlook profile/setup troubleshooter through Windows Get Help. ^7^
References
- What version of Outlook do I have? | Microsoft Support
- Outlook and other apps are unable to connect to Outlook.com when using Basic authentication | Microsoft Support
- Overview of email profiles in classic Outlook | Microsoft Support
- Add your Outlook.com account in classic Outlook for Windows | Microsoft Support
- Outlook 2016 or Outlook 2013 repeatedly prompts for credentials when adding Outlook.com accounts | Microsoft Support
- Fixes or workarounds for recent issues in classic Outlook for Windows ...
- Resolve Outlook for Windows issues with automated troubleshooting tools