I cannot connect to my workplace VPN

Question

My workplace has VPN and it works great for me in Parallels Windows XP and Bootcamp Windows Vista. However, with the same config, I can't get it to work in Snow Leopard. I don't know what type of server they are using, but PPTP works for Windows. Any ideas why it may work for Windows and not OS X?

Update: I should also mention that at one point it did work. I couldn't tell you if anything changed at the server between when it did work and when it stopped.

More information: I can connect just fine, but I can't access any resources. I try to ping a known internal IP address and the destination can't be reached.

@Am1rr3zA Yes, I have tried both ways, but I know that I have to send all traffic for the work VPN. I know because I played with that in Windows. — Mike Wills, Feb 14 '11 at 21:59
What exactly is failing (i.e. does it get a connection error, or connect but not pass traffic)? Also, what does the PPP log show when you try to connect? — Gordon Davisson, Feb 16 '11 at 16:41
Now it works. I know I switched back and forth on the route all traffic, but now it works. Thanks for the help. — Mike Wills, Feb 24 '11 at 01:36

score 2 · Answer 1 · answered Feb 14 '11 at 23:28

I've had trouble with VPN before on my setup. I fixed my problem, but I had to do a couple of weird things first. Could you tell me more about your settings?

Under System > Preferences > Advanced...

Under (tab) DNS > DNS Servers: Do you have your DNS servers set?

a. If so, are they something like 192.168.0.2 and 192.168.0.4? You may need to change your home router's IP address if so.
Under (tab) DNS > Search Domains: do you have a search domain set? ie. domain.local

I hope changing those settings helps. If not let me know and I'll try to help. VPN has been enormously frustrating for me in the past.

I was going to suggest the same thing. Change your home router's base IP to something like 192.168.2.xxx -- everyone seems to be using 192.168.0.xxx these days and conflicts abound. Had the exact same problem with my home network and a client's VPN'ed network a few months back. — Ian C., Feb 15 '11 at 14:45

score 0 · Answer 2 · answered Feb 14 '11 at 22:21

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In my experience, this is usually due to authentication or encryption. Double-check your settings. Also I wonder if the server may be on an encryption scheme unsupported by OS X.

answered Feb 14 '11 at 22:21

Harv

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That could be. At which point I assume I am screwed. – Mike Wills Feb 15 '11 at 14:30

score 0 · Accepted Answer · answered Feb 24 '11 at 01:37

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@Am1rr3zA Had the answer in this case, though I have tried this in the past and have had it fail.

answered Feb 24 '11 at 01:37

Mike Wills

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I cannot connect to my workplace VPN

3 Answers3