Hi Lyn Q,
Welcome to Microsoft Q&A.
I understand how frustrating this is, especially when Outlook history seems to be missing. I can see you've already been through several troubleshooting attempts, so I'll focus on the most reliable paths forward for Microsoft 365 Personal/Family on Windows 10.
Based on what you described, this usually happens when Classic Outlook (OUTLOOK.EXE) isn't actually installed or the Microsoft 365 Click-to-Run install is corrupted, and sometimes only New Outlook remains visible.
Here are the most reliable steps for Microsoft 365 Personal/Family:
Check if OUTLOOK.EXE exists
Look in:
-
C:\Program Files\Microsoft Office\root\Office16 -
C:\Program Files (x86)\Microsoft Office\root\Office16
If you find OUTLOOK.EXE, create a shortcut and launch it.
Do a deeper uninstall (available for Microsoft 365 Personal/Family)
- Uninstall Microsoft 365 from Settings > Apps (or Control Panel).
- If
Outlook.exestill doesn't return after reinstall, use Microsoft's official uninstall support tool to remove leftover components, then reboot and reinstall:
- Uninstall Office: Uninstall Microsoft 365 or Office from a PC
- Reinstall Microsoft 365: Download, install, or reinstall Microsoft 365 or Office 2024 on a PC or Mac
If you only see "New Outlook," reinstall Classic Outlook
Follow Microsoft's steps to install/reinstall Classic Outlook: Install or reinstall classic Outlook on a Windows PC
About "missing history"
- If your account is Outlook.com/Exchange/IMAP, your mail should re-sync once the account is added back.
- If you used POP or local archives, look for
.PSTfiles on the old drive (commonly inDocuments\Outlook FilesorAppData\Local\Microsoft\Outlook) and then open them in Classic Outlook via File > Open & Export > Open Outlook Data File.
Note: Windows 10 support ended on Oct 14, 2025, which means Microsoft may not provide assisted support for Windows 10-specific issues, but the steps above typically restore Outlook if the issue is install corruption.
For reference: Windows 10 support has ended on October 14, 2025
If you reply with whether your email account is POP or IMAP/Exchange (and whether you see "New Outlook" only), I can point you to the exact recovery path for your data.
Please let me know if this proves useful to you, or if you would like further assistance.
I'm looking forward to your reply.
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