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I guess my first question is, why are you using a third party application for VPN services when Internet Connect, has VPN capabilities? I would try testing with the built in VPN for Mac OS X and test from there. 
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I guess my first question is, why are you using a third party application for VPN services when Internet Connect, has VPN capabilities? I would try testing with the built in VPN for Mac OS X and test from there.

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Here's the situation, and it's driving me up the wall....<br />
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I have a Windows SBS2003 server running Exchange 2003 that sits internally behind a firewall handling email. &nbsp;The firewall is a Symantec 301 running a Symantec client (on the Windows clients). &nbsp;On the several new MacBooks we're using IPSecuritas to successfully connect to the VPN. &nbsp;How successful? &nbsp;Well, file sharing is working out fine.<br />
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However, once connected to the VPN Entourage refuses to send or receive email. &nbsp;There are no errors (that i can find) during receive attempts, but if I try to send email I am greeted by &quot;Error -18597&quot;. &nbsp;I've recently installed SAV11 which I understood to ocassionally have problems with OWA and consequently, Entourage, but OWA is working now so I'm stumped. <br />
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Thoughts?
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Here's the situation, and it's driving me up the wall....

I have a Windows SBS2003 server running Exchange 2003 that sits internally behind a firewall handling email.  The firewall is a Symantec 301 running a Symantec client (on the Windows clients).  On the several new MacBooks we're using IPSecuritas to successfully connect to the VPN.  How successful?  Well, file sharing is working out fine.

However, once connected to the VPN Entourage refuses to send or receive email.  There are no errors (that i can find) during receive attempts, but if I try to send email I am greeted by "Error -18597".  I've recently installed SAV11 which I understood to ocassionally have problems with OWA and consequently, Entourage, but OWA is working now so I'm stumped. 

Thoughts?

Entourage can not send/receive remotely through VPN

Interactions between email servers and clients are governed by email protocols. The three most common email protocols are POP, IMAP and MAPI. Most email software operates under one of these (and many products support more than one).  The correct protocol must be selected, and correctly configured, if you want your email account to work.

Email Protocols

Microsoft Office is an integrated suite of applications that includes Outlook, Word, Excel, Access, PowerPoint, Visio and InfoPath, along with a number of tools to assist in making the individual components work together. Coding within and between the projects is done in Visual Basic for Applications, known as VBA.

Microsoft Office

Programs written for the Apple operating systems are distinguished from software created for other operating systems in that it must be approved by Apple for use on its devices, whether it is from Apple (Final Cut, iWork, Keynote, Logic Pro and GarageBand are popular titles), or is a third party application from Parallels, Nuance, Microsoft and Amazon, among many others.