Hi @Sammy S
Thank you for reaching out to the Microsoft Q&A forum!
Based on your description, I understand you're encountering the error message "Your message couldn't be delivered because it's too large" when sending an email using Outlook for Mac. I understand how frustrating this issue can be, and I want to assure you that I’m here to support you as we work through it together
To better understand the scope of the problem, could you please confirm whether the same issue occurs when using Outlook on the Web (OWA)?
You can access OWA by visiting https://outlook.office.com/mail/ in any browser on your device. Try sending a test email and let us know if you receive a similar error message.
If the issue also occurs in OWA, it's quite likely that your school's IT team has configured a message size restriction on your mailbox. In my own testing, I received a similar error when message size limits were exceeded. Therefore, I strongly recommend reaching out to your IT department to verify the current message size limits applied to your account. For reference, here’s a helpful article from Microsoft Learn: Configure message size limits for a mailbox | Microsoft Learn
Additionally, here’s an example of how to check the message size restriction for a specific mailbox in my test environment:
If your IT team confirms that no size restrictions are configured for your mailbox and the issue still persists, please share the following details to help us investigate further:
Question 1: Could you please share the current configuration of your mailbox's message size restriction, along with the complete error message you received?
Question 2: Could you please confirm the version of Outlook for Mac you are currently using? Additionally, did this issue begin when you first started using Outlook for Mac, or did it occur after a recent update or a rollback to a previous version?
Before sharing, kindly ensure that any personal or sensitive information (such as your email address, organization domain name, etc.) is removed to protect your privacy and to ensure your reply is valid.
I sincerely hope this information partially clarifies your situation and assists you in planning your solution. Please do not hesitate to reply if you have any updates.
Thank you for your understanding.
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