Forum Discussion

SSallee's avatar
SSallee
Copper Contributor
Jul 04, 2026

Outlook will not send/receive email on Mac

I access my primary email address with Outlook, and about a month ago it stopped working.  I was in Europe at the time and thought that might have something to do with it, but I'm home now and it is still not working.  To make it worse, at random times when I try to check email, it will suddenly work.  However, it has never SENT emails since it started glitching a month ago.  I've tried the "fixes" I've found online (clearing messages from Outbox, checking to see if it's set to "Work Offline", etc.)

 

I am NOT a techie, and the "Support" pages from Microsoft keep sending me around in circles.  Below is a screenshot of the closest thing I've found relating to my issue, but my emails are not (as far as I know) from shaw.ca or rogers domain accounts.  I have legacy Outlook.  Can anyone help, and take into account that I'm not a techie.

 

Thanks.

 

2 Replies

  • SSallee's avatar
    SSallee
    Copper Contributor
    Jul 08, 2026

    Thank you for responding and trying to help.

    I've tried testing the mailbox in webmail, but my provider's webmail link is not working.  That's an issue I need to address with them, of course.  I've called them earlier, but will be calling back today.  I've also checked for messages stuck in Outbox and cleared all of those.  

    I have never understood Keychain so have avoided using it, but this morning a dialog box randomly popped up asking for my login password, so I tried a couple and apparently got the right one because suddenly I got around 250 emails, including the email that linking to your response, which is particularly frustrating because obviously I would never have seen your suggestions if the random pop-up hadn't happened.  

    Now it seems that I can receive but not send emails.  There is also a long gap between the messages I got today (from July 2 through today) and the last one I had received around the end of June.  I'm pretty sure thre are many messages sitting out there in the ether somewhere.

    I have no idea how to remove the account from Outlook for Mac, and I'm not even sure what "Microsoft/Exchange credentials" are.  That's how un-techie I am.  I'll keep trying, and would appreciate any suggestions.



  • Jamony's avatar
    Jamony
    MCT
    Jul 06, 2026

    Hi, I’d first test the same mailbox in webmail. If webmail works, remove the account from Outlook for Mac, clear saved Microsoft/Exchange credentials from Keychain, then add the account again. Also check whether messages are stuck in Outbox. If webmail also fails or sending is blocked, the issue is likely with the account, provider, or sending limits rather than the Mac app.