I tried that, but it was worse because Outlook could not see previous emails I've sent in Apple Mail. I had to keep going back into Apple Mail to find them. I also have 35 or so "template" emails in a folder in Apple Mail and all I have to do is right-click and hit "resend" to use them over and over. Those did not translate into Outlook efficiently, and I ended up having to cut and paste all the time. It took way longer and made my job WAY harder.
This whole issue only started when my work iPhone auto-updated to iOS 18 (it's company-controlled so I cannot turn auto-update off) and my Mac auto-updated (same issue) to Sequoia v15.0 on the same day. All of a sudden my iPhone emails and my Mac emails no longer synced with each other.
I just now sent another email via Apple Mail on my Mac, and when I checked my iPhone, it was NOT in the sent folder. I got a response from the recipient, so I know they got it. I then sent a test email to my personal email address and I recivied it - but again, it was not in the "sent" folder of Outlook on the web or on my iPhone, even though it IS in the "sent" folder of Apple Mail.
I've tried deleting and re-installing the work email account on the phone, but the problem persists. I'm wondering if the OS updates on my Mac & iPhone have created some kind of a conflict with Sophos Endpoint? That's the only thing I can think might be happening.
This issue is ONLY happening on my work email in Apple Mail. I have a personal account as well, and that one is working FINE, but it isn't being re-directed through the Sophos Endpoint gate like my work email is.
I have sent this suggestion to our 3rd party so-called "help desk" but have not yet received a response. I think they may be googling it - these are NOT Mac people.