Problem connecting to exchange server - Outlook 365

Hi I am a user of Exchange 365, have just got a new Surface Pro 2 128gb through work and am piloting it for the company.
I can't for the life of me get Outlook to recognise the exchange server and set up mail for my work address.
It tells me that an encrypted connection to the server is unavailable, and then when I am forced to enter in the server details manually it tells me that "The connection to msoft exchange is unavailable. Outlook must be online or connected to complete
this action
In the meantime I have to use the 365 web app. This is really frustrating me!
I've tried reinstalling multiple times. Can someone please help?

Hi
Thanks this has helped me solve the problem.
I used the Outlook Anywhere connectivity tester you suggested. Selected Outlook autodiscover.
It told me that it could not resolve things on any of the 4 tests.
I saw that using the last test "Attempting to contact the Autodiscover service using the DNS SRV redirect method", was the only one likely to work in my case.
I had already changed 3 entries in dns to point at my DDNS address but this had not worked, from the errors I could see that it was just the certificate name not matching so I changed the DNS entries for Autodiscover, autoconfig and _autodiscover._tcp
to be webmail.domain.com which is a CNAME to my ddns address for the broadband router, which in turn forwards ports 80 and 443 to the exchange server for owa and activesync access. I got an error message saying that I had an illegal entry in my SRV record
as a CNAME is not allowed, but it saved the change anyway.
I reran the test and it worked.I can now make new outlook clients attach teo exchange.
Thank you, after 8 hours yesterday of trying to reolve this I suddnely got it to work on one laptop but the other still would not and had lost track of what I could have changed so had no idea what actually made it work.
Thank you for your suggestion.

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Hi,
Sorry for my delay. According to your description, I summarize your issue to the following points:
1. No problem when the user logs in Outlook with a local computer account in Cached mode.
2. Can’t connect to Exchange from an cache mode enabled Outlook 2013 client when using a domain user account on the same computer automatically or manually.
3. Can connect to Exchange from an online mode enabled Outlook 2013 client when using a domain user account on the same computer automatically or manually.
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Software\Microsoft\Office\15.0\Outlook\Cached Mode
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Waiting for your updates.
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Hi
I need help with Outlook 2013 and with my exchange server(2010) email account
After setting up account initially emails come in and than after an hour or two stop. My OWA is working fine with no issues. I have even created a forward rule in OWA to my GMAIL account whch works fine
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Thanks for your message
To answer your questions, please note the following
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c) When the connection to the exchange server is broken, I see upon clicking connection tab that there is no information in the box, and when I press reconnect it starts showing "connecting"
d) When the connection to the server is there, it shows connection as "established"
e) Sorry I dont understand th meaning of CAS array in your environment? Can you pls explain
Since yday I have been using Outlook 2010 on desktop and Outlook 2013 on my laptop using Exchange 2013 account. So far all emails are syncing, and I can send emails from both computers. However, I am concerned that the connection can break-off anytime,
as it has done that in the past on both outlook versions. The max time it has worked without any problem is 48 hrs and than after that the same issue of not connection, not syncing and unable to send emails happens
My ISP has checked and there is no network connectivity issues. My email service provider has trouble shot the issue many times, but to no positive results. I have also changed the profile a few times, but the intermittent connectivity problem hasn't
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I've made exceptions to the proxie on the client.
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Hi,
Before we go further, I'd like to confirm if your Outlook clients can work well when your Outlook MAC clients come across the issue.
If the issue only happens on your Outlook MAC clients, we can check the IIS log and confirm if there is any error releted to EWS. And you can recreate your EWS virtual directory to have a test.
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Hi
Thanks this has helped me solve the problem.
I used the Outlook Anywhere connectivity tester you suggested. Selected Outlook autodiscover.
It told me that it could not resolve things on any of the 4 tests.
I saw that using the last test "Attempting to contact the Autodiscover service using the DNS SRV redirect method", was the only one likely to work in my case.
I had already changed 3 entries in dns to point at my DDNS address but this had not worked, from the errors I could see that it was just the certificate name not matching so I changed the DNS entries for Autodiscover, autoconfig and _autodiscover._tcp
to be webmail.domain.com which is a CNAME to my ddns address for the broadband router, which in turn forwards ports 80 and 443 to the exchange server for owa and activesync access. I got an error message saying that I had an illegal entry in my SRV record
as a CNAME is not allowed, but it saved the change anyway.
I reran the test and it worked.I can now make new outlook clients attach teo exchange.
Thank you, after 8 hours yesterday of trying to reolve this I suddnely got it to work on one laptop but the other still would not and had lost track of what I could have changed so had no idea what actually made it work.
Thank you for your suggestion.

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WhenCreatedUTC : 11/25/2013 7:51:36 PM
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Thanks in advance

Hi,
According to your description, users cannot connect to Exchange server 2013 both internal and external.
Please run Test E-mail AutoConfiguration in Outlook to check your autodiscover service. Also
reset your Exchange virtual directory to connect correctly. If the issue still continues after all configurations are setting properly, collect some Event logs would be helpful.
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Thanks,
Winnie Liang
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