Hi, in our Enterprise environment, we have a single mac with Mavericks version 10.9.2 and Office for Mac 14.4.1. When setting up outlook, we are trying to connect to a mailbox on exchange server 2007.

Question

Hi, in our Enterprise environment, we have a single mac with Mavericks version 10.9.2 and Office for Mac 14.4.1. When setting up outlook, we are trying to connect to a mailbox on exchange server 2007. We put in the EWS details in the server field since our autodiscover function is not functioning. But still it doesn't work. There are no errors, no popups. We turned on the logging and in the logs, it says a error of -3259. We are stuck and any help will be really appreciated.

Answer 1

I have a customer experiencing exactly the same issue. Their computer is running Windows 7 Pro with Office 2007 SP3. After seemingly exhausting all troubleshooting options, I backed up their data, formatted the hard drive and performed a clean install of
Windows and all their applications. It didn't solve the problem!
What's strange is the customer also has a laptop computer, running the same version of Outlook, and that doesn't experience any problems connecting to Office 365 on the same network.
My next step is to send the customer a new ADSL modem/router to try.
I have another customer on Office 365, also running Outlook 2007, and they also experience issues with emails sitting in the outbox while Outlook displays the status message “Outlook is trying to retrieve data from the Microsoft exchange server outlook.office365.com.”
In this case Outlook doesn't freeze/stop responding, like it does for the first customer I mentioned.