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Lion built-in VPN client times out connecting to Windows 2003 PPTP server

Fresh3 days ago
Mar 15, 20264789 views
Confidence Score0%
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Problem

I have a new iMac with OS X 10.7 (Lion) on it that refuses to connect to a PPTP-based VPN server (running Windows 2003 SBS). To shortcut past a lot of questions: There is a Dell workstation running Windows 7 on the same LAN as the Mac that is able to establish a PPTP connection to the same VPN serv…

Error Output

Tue Sep  6 10:13:11 2011 : using link 0
Tue Sep  6 10:13:11 2011 : Using interface ppp0
Tue Sep  6 10:13:11 2011 : Connect: ppp0  socket[34:17]
Tue S…

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Fix for: Lion built-in VPN client times out connecting to Windows 2003 PPTP server

Low Risk

I had this problem and the connection worked once I went to the "Advanced" settings and set the option to "Send all traffic over VPN connection". It appeared that my Windows server was disallowing split-tunnel connections...

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Environment