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How to use SBS VPN with MAC

Posted on 2008-10-16
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Last Modified: 2012-05-05
Hi I'm running a standard Windows 2003 SBS and I use the built in VPN Small Business Connection with a few of the companies laptops to connect in.

I have one user who is on a MAC and was wondering if there was a way to get him into the VPN as well.
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Question by:hubfub
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by:Rob Williams
ID: 22737854
The following addresses a work around for using Remote Web Workplace with a MAC, but includes setting up the VPN connection and may be of some help:
http://www.smallbizserver.net/Articles/tabid/266/articleType/ArticleView/articleId/84/The-alternative-for-RWW-for-Mac.aspx
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by:Rob Williams
ID: 22737862
A couple of other links that may be of some help.
http://www.smallbizserver.net/Default.aspx?tabid=53&forumid=36&postid=51167&view=topic
http://www.smallbizserver.net/Forum/tabid/53/forumid/36/postid/16256/view/topic/Default.aspx
Note in the documentation if the server you are connecting to uses .local ( the default) as its internal domain suffix, you must use a current MAC O/S.
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by:Rob Williams
ID: 22749611
Another option is to use the DigiTunnel VPN client for MAC's
http://www.gracion.com/vpn/
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by:hubfub
ID: 22755547
Hello,

I've tried this and it works fine however there are still some issues.

The actual OS is 10.5.5 and when configuring the VPN the  "send all traffic via VPN" option has to be ticked - however this causes any websites such as google.com or any other internet traffic not to work.

The VPN does work however - how do I get around this?
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Rob Williams earned 500 total points
ID: 22757272
I am not familiar with MAC VPN connections, but all connections have the ability to enable/disable split-tunneling. The "send all traffic via VPN" option would be the MAC client method. With 3rd party VPN's like Cisco this is controlled by the corporate router rather than the client. Split-tunneling allows you to have a VPN connection as well as a local connection to other PC's or local Internet access, all at the same time. This is usually disabled as a security feature. Though VPN's are very secure in that all traffic between the two sites is encrypted, the one weakness is the tunnel is a wide open door to the corporate office from the remote site. With split-tunneling enabled it is possible for Johny playing video games in the next room to access the corporate site via the VPN tunnel, or a virus that propagates via network shares to do the same.

Being aware of the risks, you can usually enable split-tunneling, in your case by un-checking "send all traffic via VPN". The most common reason for it not working is if the site to which you are connecting and the remote site, locally use the same subnet, such as both using a default router address range like 192.168.1.x
The two sites must use different subnets. If they are the same, sometimes the VPN will work with "send all traffic via VPN" checked, but only to the VPN server. No other IPs on that LAN will be accessible. Sounds like this might be the case in your situation. Can you verify?
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by:hubfub
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I think this is a MAC sepcific problem..

the two networks are no on the same subnet at all.

I think the problem is that after i enable "split-tunneling" the VPN itself will not work.
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by:Rob Williams
ID: 22759094
>>"I think the problem is that after i enable "split-tunneling" the VPN itself will not work."
It shouldn't be a problem, but it does change the routing table, so it is possible. As mentioned I am afraid I am not very familiar with MAC networking.
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