How do I get Outlook365 working with Exchange via VPN? (What settings need to be the same on two PCs?)

Hello

VPN/Exchange/Outlook trouble!

What settings are relevant ? do I need to get Outlook 2013 to work with Exchange over a VPN?  What settings are relevant?

Background

I am aware that I need to connect a VPN before connecting Outlook but what setting need to be the same and on my 2nd PC? Either way even when Windows Explorer shows that the VPN is working, I still cant get my PC to connect. And worse, even the 1st PC often refuses to connect to Exchange - sometimes even rebooting the whole PC fails to work!

Here are some of my settings which are the same on both PCs.


A) VPN Settings
a) Start > Control Panel > Network and Sharing Center > [Rightclick on MyVPN] > Properties > Security >
   Type of VPN ==> Automatic
   Data Encryption ==> Require Encryption
   Authentication ==> Allow these protocols
   Challenge Handshake Authentication Protocol ==> Ticked
   MS-CHAP v2 ==> Ticked

b) Start > Control Panel > Network and Sharing Center > [Rightclick on MyVPN] > Properties > Networking
Internet Protocol Version 4 > Properties > Use the following DNS Server addresses

However Outlook is having none of it and says: "The name cannot be resolved. The connection to Microsoft Exchange is unavailable"

What other setting do I need to make sure that they are the same?

Thanks

J

May 8th, 2015 2:19pm

A VPN is supposed to look like you've connected to your internal network.  You should be using an internal DNS server and all protocols and ports required for Outlook connectivity should be open through the VPN.
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May 8th, 2015 6:24pm

A VPN is supposed to look like you've connected to your internal network.  You should be using an internal DNS server and all protocols and ports required for Outlook connectivity should be open throug
May 9th, 2015 10:03am

I recommend that you contact your e-mail administrator.
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May 9th, 2015 12:15pm

I recommend that you contact your e-mail admi
May 11th, 2015 5:12pm

Your problem is probably something like not permitting external access--Office 365 is an external service--through VPN and it doesn't allow split tunneling.  But I have no idea whether that's it or something else because I have no knowledge of your VPN configuration.
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May 11th, 2015 8:40pm

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