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You must connect to Microsoft Exchange with your current profile before you can synchronize your folders with your outlook data file (.ost).... OWA works but outlook 2013 does not, exchange server 2013 on Server standard 2012

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I have read a lot of articles and tried a lot of things, but I cannot get outlook to connect to my exchange server. This is a test environment, I have tried making my own certificate and signing it through my own CA to no avail. I have completely disabled windows firewall and stopped the service. I can ping between the two just fine by name or IP. I've tried not using cached mode, creating new profiles in outlook etc. I tried setting my CertPrincipalName to my FQDN in exchange powershell.

I am not an expert with exchange at all, but I feel like this should work with little to no configuration, instead I've wasted days on this. Half of the articles I've read don't seem to have solutions, and the other half have solutions that are not working for me.

I can access OWA and send emails on a client computer through OWA with no problems.

I am running a test domain on the same network as my current exchange 2003/sbs 2003 active environment, I don't know why this would be an issue, but if it is I cannot figure out why. The only thing I can see holding me back right now is not having a signed certificate from digicert etc, and an official internet domain set up, but I don't think either of those things matter in my situation. 

Any help is greatly appreciated and I'll gladly provide any other information requested to solve this issue, thank you.


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