Multiple VPN connection

Hi, Welcome to Sevenforums.

I cannot think of very many situations where having multiple VPNs up on a single PC would be useful.
When you create a VPN look at it like setting up another route on your computer.
By it's nature you can only have 1 Default Gateway on a computer, once that default gateway is set up that is where traffic without a route will go.
Now, you set up multiple VPNs, where does default gateway traffic go? For that matter, are all three VPNs using separate IP subnets? Because if they arent then you are going to have even more routing issues as the PC wont know which traffic to put where

So check out those 2 things first. 1 the subnet of each VPN, and 2 the default gateway being handed out.

The good way around this that is acceptable is to have a vmware server set up with a connection to the client and flipping in between the closed environment.

I know it would be more convenient but it is dangerous to do what you are asking.

Well, A VPN is just a virtual connection that uses your physical network card to tunnel through, you can create an use multiple at one time. So, you can use multiple NIC to do that.
Create both your VPN's and make sure you uncheck the 'use default gateway on network' for each connection.
Connect the first then the second, do a ipconfig /all and you'll see that the two VPN connections are present with their own IP addressing, along with your physical cards addressing.
All your connections (VPN and local) will be slow because they are using your physical network connection to tunnel through to each network, so the more you add and use at the same time the slower each will be because they need to share the bandwidth.
Not only that but because the VPN's are in use and there is an extra overhead of the VPN tunnel itself.
You will run into problems however if the remote computers internal IP addresses are the same because they wont resolve properly.
Test the connection by pinging each remote machine by IP and hostname