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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.

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did you check on "send all traffic over VPN"? – Am1rr3zA Feb 14 '11 at 20:45
@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
@Gordon I'll look then report on it tonight. – Mike Wills Feb 16 '11 at 20:44
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 1:36

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...

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

    a. If so, are they something like and You may need to change your home router's IP address if so.

  2. 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.

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I was going to suggest the same thing. Change your home router's base IP to something like -- everyone seems to be using 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

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.

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That could be. At which point I assume I am screwed. – Mike Wills Feb 15 '11 at 14:30
up vote 0 down vote accepted

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

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