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Why connect via VPN? &nbsp;Why not connect via Outlook Anywhere then you don't need a VPN tunnel?<br />
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Alan
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Why connect via VPN?  Why not connect via Outlook Anywhere then you don't need a VPN tunnel?

Alan

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What needs to happen for outlook to connect through Outlook Anywhere? &nbsp;What ports or configs need to be fixed for that?
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What needs to happen for outlook to connect through Outlook Anywhere?  What ports or configs need to be fixed for that?

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Port 443 and an SSL certificate - same for Activesync using the mobiles. &nbsp;If the mobiles work without VPN, then you just need Outlook Anywhere configured and working (which it is by default), then you configure Outlook accordingly and Outlook will work anywhere that the computer it is on has internet access.<br />
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<a href="http://technet.microsoft.com/en-us/library/bb123741(v=exchg.150).aspx" rel="ugc">http://technet.microsoft.com/en-us/library/bb123741(v=exchg.150).aspx</a>
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Port 443 and an SSL certificate - same for Activesync using the mobiles.  If the mobiles work without VPN, then you just need Outlook Anywhere configured and working (which it is by default), then you configure Outlook accordingly and Outlook will work anywhere that the computer it is on has internet access.

http://technet.microsoft.com/en-us/library/bb123741(v=exchg.150).aspx [http://technet.microsoft.com/en-us/library/bb123741(v=exchg.150).aspx]

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Okay so we upgraded the Exchange server 2007 to server 2013. &nbsp;And now since then on the VPN we cannot connect outlook to the exchange server. &nbsp;Nor can we connect outlook with the VPN not connected. &nbsp;Mobile phones (iPhones, Androids) are connecting just fine. &nbsp;Is there something I need to do to make outlook work remotely differently then what we did with with 2007?
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Okay so we upgraded the Exchange server 2007 to server 2013.  And now since then on the VPN we cannot connect outlook to the exchange server.  Nor can we connect outlook with the VPN not connected.  Mobile phones (iPhones, Androids) are connecting just fine.  Is there something I need to do to make outlook work remotely differently then what we did with with 2007?

Exchange 2013 and outlook 2013 over VPN

Microsoft Outlook is a personal information manager from Microsoft, available as a part of the Microsoft Office suite. Although often used mainly as an email application, it also includes a calendar, task manager, contact manager, note-taker, journal, and web browser.

Outlook

Exchange is the server side of a collaborative application product that is part of the Microsoft Server infrastructure. Exchange's major features include email, calendaring, contacts and tasks, support for mobile and web-based access to information, and support for data storage.

Exchange

Within Internet message handling services (MHS), a message transfer agent or mail transfer agent (MTA) or mail relay is software that transfers electronic mail messages from one computer to another using a client–server application architecture. A MTA implements both the client (sending) and server (receiving) portions of the Simple Mail Transfer Protocol (SMTP). The terms mail server, mail exchanger, and MX host may also refer to a computer performing the MTA function. The Domain Name System (DNS) associates a mail server to a domain with mail exchanger (MX) resource records containing the domain name of a host providing MTA services.