Dear Ben Green
Thank you for reaching out to the Microsoft Q&A Community. I understand that Classic Outlook for Windows (home use) intermittently shows “Sign in via browser”, Edge confirms authentication, but Outlook keeps prompting. Please follow these steps:
1) Ensure Outlook Uses Modern Authentication with Outlook.com Sync
If the account is added as POP/IMAP, remove it and re‑add the account using Outlook’s native Outlook.com provider so OAuth is used. POP/IMAP will continue to re‑prompt because Basic Authentication has been retired.
2) Run the Classic Outlook Authentication Troubleshooter
Open Get Help > Classic Outlook troubleshooters and run the Authentication check (and if prompted, Connectivity). Apply any fixes offered, then restart Outlook. See: Classic Outlook troubleshooters – Microsoft Support.
3) Sign Out of Office Completely, Then Sign In Again
In Outlook, go to File > Office Account > Sign out. Close all Office apps, reopen Outlook, and sign back in with your Microsoft account. This resets the Office identity token used by Outlook.
4) Repair Windows Web Account Manager (WAM) / AAD Broker Plugin
This step fixes “browser sign‑in but client not updated” loops. Open PowerShell (Run as user) and execute:
Code
Add-AppxPackage -Register "$env:windir\SystemApps\Microsoft.AAD.BrokerPlugin_cw5n1h2txyewy\Appxmanifest.xml" -DisableDevelopmentMode -ForceApplicationShutdown Add-AppxPackage -Register "$env:windir\SystemApps\Microsoft.Windows.CloudExperienceHost_cw5n1h2txyewy\Appxmanifest.xml" -DisableDevelopmentMode -ForceApplicationShutdown
These commands re‑register the identity components Outlook relies on after the browser completes authentication.
5) Let Windows Auto‑Repair a Missing AAD Broker (If Applicable)
Windows includes an Access work or school troubleshooter that auto‑installs Microsoft.AAD.BrokerPlugin when missing. Verify it ran under Settings > System > Troubleshoot > Recommended troubleshooter history. See: Access work or school troubleshooter for restoring access to M365 desktop applications – Microsoft …
6) Repair the Outlook Mail Profile
In Outlook: File > Account Settings > Account Settings > select your account > Repair. If issues persist, create a new profile via Control Panel > Mail > Show Profiles and re‑add the account (using the Outlook.com provider).
7) Remove Stale Saved Credentials
Open Credential Manager (Windows Search), review Windows Credentials and Web Credentials for old Microsoft/Office entries, remove stale ones, then sign in again.
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