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Jess M.
Jess M., Computer Support Specialist
Category: Email
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Experience:  Computer Software Support Specialist for more than 10 years
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What does this error message in Outlook (on my mac)

Customer Question

What does this error message in Outlook (on my mac) mean?
5.2.3 guidelines. c36sm11651566otb.38 - gsmtp
Details - Mail could not be sent.
Submitted: 1 year ago.
Category: Email
Expert:  Eric Ewing replied 1 year ago.
Hi Greg! My name is ***** ***** I am an independent technology expert who's been paired with you through It is my pleasure to assist you today.The error you are receiving means that the email is too big (filesize is too large) to be sent. Do you have an attachment on the message?
Customer: replied 1 year ago.
Yes. I can't find the 'outgoing mail' folder though to delete it. I've looked in Outlook and Gmail....
Expert:  Eric Ewing replied 1 year ago. should be inside your main Outbox folder. Do you have any messages in Outbox at all (even if it's not the one you're looking for)?
Customer: replied 1 year ago.
Hello Eric,Can you please give me instructions on how to access my 'Outbox' on Outlook for Mac 2011? I go to the 'Window' Menu and 'Progress' and stop sending of the 3 emails with huge attachments, but the next time I open the program, the sending starts over again. Maybe I should delete them on GMAIL? I'm not sure...
Customer: replied 1 year ago.
Never mind man. I figured it out. For future reference:Use the Progress window to stop a messageDisplaying the Outbox while sending messages made stopping an outgoing message easy for someone with a last second change of heart. An Outlook user could click the Outbox and stop the message during the few seconds between clicking the Send button and the time the message was transferred to the mail server.However, even with the Outbox missing he can still stop a message if he’s quick enough. Assume he’s just clicked Send and now wants to stop the message.Hit the keyboard shortcut Command + 7 to open the Progress window. This is the same as selecting Window menu –> Progress but the keyboard shortcut is much faster.
Click the Cancel button (gray “X”) to the right of the outgoing message to stop the transfer. If the progress bar completes and the message disappears from the Progress window then stopping it was too late.
Progress window Cancel button
Quickly, select Outlook menu –> Work Offline. This stops any Send & Receive schedules from running.
The Outbox now appears at the bottom of the Navigation pane on the left just above the buttons for changing Outlook views.
Click the Outbox to display pending outgoing messages. Open it to make last minute edits, move it or delete it.
Select Outlook menu –> Work Offline again to re-enable Outlook’s schedules.
Expert:  Eric Ewing replied 1 year ago.
Hi Greg! I'm very glad to hear that you were able to resolve your issue, and appreciate your sharing the "how" with me. I will keep that in mind should I be presented with a similar issue in the future.I will escalate our Q&A session to the customer service team and ask them if they will refund your fee, seeing as how I was unable to assist you. I do hope you might consider coming back to see us if you should ever have a computer question in the future, though!
Customer: replied 1 year ago.
Thanks Eric. If you are able to do so I will give you a good rating.