Hi Keith Hummel
Thank you for reaching out to the Microsoft Q&A Forum. I understand that in classic Outlook for Windows, your Sent Items folder is not showing either past or newly sent emails.
Could you confirm have you tried all the Q&A Assist suggestions?
In addition, please try the following steps:
1, Verify which mailbox actually stores sent items
If you are using multiple accounts, Send As, Send on Behalf, or a shared mailbox, sent messages may be saved to a different Sent Items folder.
- Check the Sent Items folder of each account or shared mailbox configured in Outlook.
- If possible, send a test email and confirm which account is selected in the From field.
2, Check for rules or add-ins moving sent mail
Even if Sent Items is enabled, items can be redirected immediately.
- Go to File > Manage Rules & Alerts and review rules that apply to sent messages.
- Temporarily disable all Outlook add-ins (File > Options > Add-ins) and restart Outlook to see if behavior changes.
3, Confirm the correct data file is set as default
If Outlook is connected to multiple PST/OST files, Sent Items may be written to a non-default store.
- Go to File > Account Settings > Account Settings > Data Files
- Ensure the correct mailbox or data file is marked as Default
4, Test via Outlook on the web
Sign in to your mailbox using Outlook on the web via https://outlook.live.com and check whether sent messages appear there. If sent items appear online but not in classic Outlook, this points to a local profile or data file issue rather than the account itself.
5, Reset the Sent Items view
In some cases, messages exist but are hidden by a corrupted view.
- Open Sent Items
- Select View > Reset View
I truly hope this helps! Thank you for your time and understanding.
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