troubleshooting Question

outlook 2013 has mail stuck in outbox and preparing to send and receive

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bwierzbickiFlag for United States of America asked on
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I have 2 machines, W7Pro with Outlook 2013 connecting to office 365.
Both machines are configured with 2 exchange accounts, the same 2 accounts.

One machine works seamlessly.
The second machine has a problem when trying to send from one of the accounts.

If i try to send as "Preparing to Send and receive" is displayed, but the email never leaves the outbox. Or maybe it will eventually but I've let it go for minutes with no good result.

On the other machine both accounts send as expected. The email hits the outbox and is gone almost instantly.

On the machine with the problem, works as expected.

So far I've tried deleting the .ost and doing an office repair. The problem persists.

Anybody seen this problem? Solved it?

Manpreet SIngh Khatra
Solutions Architect, Project Lead
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