Hello KIM SCOLES,
Thank you for reaching out. I understand how frustrating it is when your emails remain stuck in the Outbox.
First, may I ask if you’ve already checked the suggested solution from Q&A Assist, and whether it helped resolve the issue?
If not, please try sending an email using Apple Mail or Shaw Webmail.
- If emails send successfully there but not in Outlook, this confirms the issue is isolated to Outlook for Mac.
In this case, the problem is usually caused by incorrect outgoing (SMTP) settings or a corrupted Outlook profile.
- Please remove your Shaw email account from Outlook and add it again, making sure the SMTP settings are correct.
If re-adding the account doesn’t help, follow these steps to reset your Outlook profile:
- Quit Outlook.
- Open Finder > Applications. Right-click Microsoft Outlook and select Show Package Contents.
- Open Contents > SharedSupport and double-click Outlook Profile Manager.
- Click the + button to create a new profile.
- Highlight the new profile, click the gear icon, and select Set as Default.
- Open Outlook.
- Go to Outlook > Settings > Accounts and add the Shaw email account.
- Send a test email to confirm the Outbox is working.
Finally, send a test email to test that messages are no longer stuck in the Outbox.
Should the issue continue, please share the outcome of the test email and any additional details, so we can further investigate and assist you accordingly.