Multiple connections with VPN needed

Here are some relevant comments from a similar Q.

From: mbruner  Date: 06/13/2002 08:25AM PST  
The reason your tracert shows your traffic going through your works Internet connection is that your
VPN has been setup to not allow split tunnelling.  It is done to help insure that someone doesn't bring
unauthorized traffic into the company network through an unsecured Internet connection.  Manually changing
your default gateway could cause your VPN connection to quit functioning or not establish at all.

The first thing to do should be to briefly try playing with your Outlook Express account settings.  
The "550 Relaying to <whoever> prohibited" typically means that your email server requires you to log
in before it will send email for you.  Here is a link to a very brief Q article on Microsoft's web-site
explaining the steps to get this working:

http://support.microsoft.com/directory/article.asp?ID=KB;EN-US;Q197869&LN=EN-US&rnk=1&SD=tech&FR=0&qry=relaying%20prohibited&src=DHCS_MSPSS_tech_SRCH&SPR=OEX&

There are some ISP's out there that require their email users to access their accounts from a machine
using the ISP's IP address range.  If your VPN connection doesn't allow split tunnelling, then you will
be trying to attach to your email server using your works IP address and not the one the ISP assigned
to you.  This is likely the cause of your problem.  If so, then there isn't a lot you can do other than
disconnect from your VPN session and check your mail.  

I once saw some weird relaying errors with an email server that was caused by the client machine's Internet
domain name being different than what it expected.  It may be possible for a VPN connection to change
your machines Internet domain name (e.g. experts-exchange.com) when setting up system parameters for
the VPN connection.  If the above steps don't would, you could try manually setting your Internet domain
name on your PC.  This typically overrides settings provided by DHCP.  Please note that I have only
seen this once, and I can't remember what email server they were running, so this suggestion is a major
shot in the dark.

My last suggestion would be to call your email provider, or the software company that wrote your email
server.  It is very likely that they have seen this before and could probably have you working in a
matter of minutes.

Hope it helps.  Good luck!  
Comment
From: mbruner  Date: 06/13/2002 08:33AM PST  
Also, to better answer if there is a way around the VPN connection's no-split tunnelling requirement,
it depends on your VPN connection.  If your work uses an enterprise level VPN server / concentrator,
then you probably can't get around it.  You can try changing your default gateway, but I really doubt
it will help.

You could alway try calling your works Network or Security Admins to see if you would allow you to do
split tunnelling.  Don't get your hopes up, but you never know...  

see

https://www.experts-exchange.com/questions/20311059/VPN-routing.html

I hope this helps !

This is the part that worked for me....so simple!

thanks


Yes. It is called "split tunneling". The simplest way to do it is to un-check the box to "use default
                   gateway on remote network" from the TCP/IP settings when setting up the MSoft VPN (PPTP) client. Other
                      client software has other methods.