I've been tinkering with this for a while and have read many posts along with Googling for help, but my knowledge of TCP/IP is really weak...

I have access to two different VPN servers.

#1 Is set up in Network Settings and connects through PPP

#2 Is set up through Tunnelblick and uses OpenVPN.

I can connect to either tunnel #1 or tunnel #2, but not both one after the other...

One of my major to-do's this year is study TCP/IP, but for now, would you be super-helpful and help me fix this really clearly? I have no experience with routing, DNS, gateways or any of that. If you tell me, "Set your gateway to XXX.XXX.XX.XXX" can you specify how I get that IP, off of what interface so I don't get messed up? I can figure out the terminal just fine if you let me know what to type, and I WILL read the man pages on everything you help me with.

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Do you mean PPTP not PPP? Do you have the 'Send all traffic over the VPN' option unticked? Also I take it you want both VPNs to be up in order to access addresses within both VPNs concurrently? Not to tunnnel one VPN connection through another? – imoatama Jan 11 '11 at 5:17
@imoatama: Eeep posted an update/reply as an answer. – studiohack Jan 11 '11 at 23:18
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I don't know what I mean actually. I just read PPP where it said 'Configure IPv4: Using PPP'. Scratch all that...

I have 'Send all traffic over VPN' checked, ON.

Erm, and you're right I just want to use 2 VPN's at the same time for added security (I hope that's the case), not to have one VPN going through another. :)

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this belongs as an update to your question. Looking at your accounts though, it appears that you have two different ones. email team@superuser.com and ask them to merge the accounts - include account URLS! – studiohack Jan 11 '11 at 23:16
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