Hi,
This issue is almost certainly related to the outgoing (SMTP) mail server configuration rather than the Mail app itself.
What likely happened:
- The large attachment caused the message to get stuck in the outgoing queue
- When the message was deleted, the SMTP configuration for that account either became inactive or lost its association
- That’s why you can receive mail and send from other accounts, but not from this one
Here’s what to check step by step:
1. Verify SMTP settings (most important)
Go to:
Mail → Settings → Accounts → [affected account] → Server Settings
Under Outgoing Mail Server (SMTP):
- Make sure a server is selected (not blank)
- If it says “None” or is empty, click Edit SMTP Server List
- Select the correct SMTP server or add it again
Typical SMTP settings (example):
- Server name: smtp.yourprovider.com
- Port: 587
- Use TLS/SSL: On
- Authentication: Password
- Username: full email address
- Password: email password (not app password unless required)
2. Disable “Automatically manage connection settings”
Sometimes Apple Mail fails to repopulate settings correctly.
- Turn off “Automatically manage connection settings”
- Re-enter the SMTP details manually
- Save and restart Mail
3. Remove stuck outgoing messages
Even if Outbox looks empty:
- Quit Mail
- Reopen Mail while holding Shift
- Check Window → Connection Doctor and ensure SMTP shows green
4. Test with a new message (no attachment)
Send a short plain-text email to yourself.
If that works, the issue was definitely SMTP-related.
5. If still broken: re-add only the SMTP server
You usually do not need to remove the whole account.
Just deleting and re-adding the outgoing server is often enough.
Important tip
Avoid retrying large attachments in Apple Mail until SMTP is confirmed working. Repeated failures can cause Mail to silently disable the outgoing server.
If you want, I can also:
- Adapt this answer to Gmail / iCloud / Outlook specifically
- Make a shorter version for Apple Community style
- Help you phrase a follow-up reply if someone asks for details
Just tell me 👍
[Edited by Moderator]