Hi Welcome to JustAnswer.com I am Tech Specialist and today, I will be trying my best to solve your issue.
Are you connected to me from the same computer?
Which version of outlook is installed?
in outlook click tools > account settings
choose your mail and click change
click more optons
click on advanced tab
check the checkbox stating "leave a copy of message in server"
It should fix it
Try by sending 4/5 mails to yourself
Sent test emails from Outlook to self; they all came into Outlook Inbox. Also sent test emails from iPhone to self, and for whatever reason, it is still trying to 'Send' them.
the outlook mails came to iphone?
if yes its working fine
Outlook mail has yet to arrive in iPhone, but the 'circle' still spinning trying to send out the test messages I sent from it. Also, you email to me arrived in both Outlook and iPhone before we made the change??
It should be working
You can wait for sometime
One of the test from iphone just went out and arrived in Outlook but not back in the iphone yet. None of the test messages have arrived at iphone yet, whatever the source. ( I guess I but too much work on iphone (sending 4 test messages and trying to receive test messages, it's still working to 'Sending' with circle spinning)
Give the poor phone little time. :)
I will leave you on my screen for a little longer until we see that iphone finishes digesting all of its commands, OK?? Right now, it still looks like it will work, but the 2d test from the iphone just now went out and is working on the next so it hasn't had a chance to receive any of them yet.
So far, all test messages arrived at outlook, whatever the source, but one. Outlook's 'send/receive' function says it is still workin on a task.
you sent too many at a time it seems
The same test message missing so far (sent from phone) is also missing in the phone although it has now received all the others, finally. Iphone is no longer seeking to receive or send anything so I guess we lost one message unless it finally shows up in outlook which is still working on it.
Probably safe to say that everything working @ this point and move on? As you say, I sent too many from 2 sources over the same account at one time.
I will hit the accept button. Thanks for your help
You're welcome. Bye.