Using Classic Outlook on Windows for personal email, calendar, and contact management
Hi ALFREDO ALVAREZ,
Welcome to Microsoft Q&A.
This is most likely a simple Outlook setting (not a lost email issue).
Before starting: click the second account’s Inbox in the folder pane so you’re working in the right mailbox.
1) Confirm Outlook is saving sent mail
In Classic Outlook: File > Options > Mail > Save messages
- Check Save copies of messages in the Sent Items folder
- Also check When replying to a message that is not in the Inbox, save the reply in the same folder Restart Outlook and send yourself a quick test email.
2) Make sure you’re looking at the correct Sent folder (and nothing is hidden)
- Expand the second account and open its Sent Items (some providers use Sent, Sent Mail, etc.)
- Quick visual check: at the top of the message list, do you see Filter applied, a funnel icon, or text in the search box?
- If yes: clear the search box, or go to the View tab > Reset View (this often makes “missing” sent mail reappear right away).
3) If the second account is IMAP (common mapping issue)
File > Account Settings > Account Settings > select the account > More Settings > Advanced
- Root folder path: for most providers, leave it blank (or clear it if something is entered), then restart Outlook.
- Only try INBOX if the mailbox folders aren’t appearing at all or your provider specifically requires it.
Quick check: do the sent messages appear in webmail Sent (sign in via a browser)?
- Yes > it’s a syncing/mapping issue in Outlook (Step 3 usually helps)
- No > it’s usually the “save sent copy” setting in Step 1.
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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