Exchange 2013 users often getting 'trying to connect message'

Hi All,

We have just installed a new server running server 2012 R2 and full exchange 2013-

after installation we seem to be having some users (seems to be the same ones everytime) getting outlook popping up with a message saying 'trying to connect to exchange server' often the users have to reboot before this is resolved.
We have tried changing these users to cached exchange but unfortunately the problem is still occurring


Thanks in advance
James.
LVL 1
Optima SystemsNetwork EngineerAsked:
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Simon Butler (Sembee)ConsultantCommented:
Loads of reasons for this.
Do you have a trusted SSL certificate on the server?
DNS configured correctly?
Exchange 2013 on CU8?
Outlook clients fully up to date?
Are you using RPC over HTTPS or MAPI over HTTPS?

Network card drivers up to date on the clients?

Simon.

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Sajid Shaik MSystem AdminCommented:
It's seems ssl issue....check the ssl...

All the best
Optima SystemsNetwork EngineerAuthor Commented:
Do you have a trusted SSL certificate on the server?
We are just using the standard self issued SSL certificate - as-well as all the built in Exchange ones.

DNS configured correctly?
Do you have any specific suggestions of what I could check?


Exchange 2013 on CU8?
Currently on Exchange Server 2013 SP1. Is exchange not available to users during the upgrade?


Outlook clients fully up to date?
Clients are all up to date but are running Outlook 2010.

Are you using RPC over HTTPS or MAPI over HTTPS?
How do I check this - they use the default autodiscovery.

Network card drivers up to date on the clients?
Network cards are all up to date.

Thanks for your help so far Simon!
Simon Butler (Sembee)ConsultantCommented:
"Do you have a trusted SSL certificate on the server?
We are just using the standard self issued SSL certificate - as-well as all the built in Exchange ones."

The SSL certificate that Exchange installs during the installation is not designed for production use.
You need to switch to a trusted SSL certificate from an external provider.
Not difficult or expensive - suitable certificates are $80/year from certificatesforexchange.com
Then use the wizard in Exchange to generate the certificate request. You need to have mail.example.com as the common name (The wizard will default to example.com) and Autodiscover.example.com as an additional name.

Exchange will be unavailable to users during the upgrade, but you need to update. SP1 is very old (Basically CU4), and we are now on CU8.

As you are using Outlook 2010, you can ignore the bit about MAPI over HTTPS, as that is an Outlook 2013 feature without an optional patch on 2010.

Simon.
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