When sending large messages through iMail, they disappear from the Sent fol

This is a peculiar problem that we only see with our (only) Mac/iMail user. The client is iMail that uses IMAP/SMTP to comm with our Exchange server. The iMail user is able to send and receive email just fine. However, we just noticed that whenever he sends messages with large attachments (at least a couple of MB), the messages appear briefly in his Sent folder but then immediately disappear. We do know that the recipients receive the message. We did not find any rules in iMail that would cause that to happen, and the Exchanger server is not setup to do anything with messages based on size. We can send a message with the same attachments (and resulting size) from Outlook and Thunderbird clients, and the message stays in the Sent folders in those.
Thanks for any advice
MJ

I'm not sure if this is the same problem, but I'd also welcome advice: I'm trying to send an email via Mail, with quite a large attachment. I've made a .zip file of it to try to save space; however, when I click on 'Send', it appears in my Outbox - but never makes it into the Send box.
I can't fathom why this would be - if anyone has any suggestions - especially for how to send this thing! it's quite urgent! - I'd be really grateful.

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